UNITED STATES

SECURITIES AND EXCHANGE COMMISSION
WASHINGTON,Washington, D.C. 20549

FORM 10-K
(Mark One)


☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the fiscal year ended December 31, 20172023
or

☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the transition period from ___ to ___
Commission file number 001-38160
Redfin Corporation

REDFIN CORPORATION
(Exact name of Registrantregistrant as specified in its charter)

Delaware74-3064240
Delaware74-3064240
(State or Other Jurisdictionother jurisdiction of
Incorporation incorporation or Organization)
organization)
(I.R.S. Employer
Identification No.)
1099 Stewart Street
Suite 600
Seattle, Washington
SeattleWA98101
(Address of Principal Executive Offices)(Zip Code)
Registrant’s Telephone Number, including area code: (206) 576-8333
(206)576-8610
Registrant's telephone number, including area code

Securities registered pursuant to Section 12(b) of the Exchange Act:

Title of Each Classeach classTrading SymbolName of Each Exchangeeach exchange on Which Registeredwhich registered
Common Stock, $0.001 Par Value Per Sharepar value per shareRDFNThe Nasdaq Global SelectStock Market, LLC

Securities registered pursuant to Section 12(g) of the Exchange Act: None
Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act.
YesNo
Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or 15(d) of the Act.
YesNo

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.
YesNo
Indicate by check mark if the Registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. Yes  ☐   No  
Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files).
YesNo
Indicate by check mark if the Registrant is not required to file reports pursuant to Section 13 or 15(d) of the Exchange Act. Yes  ☐   No  ☒
Indicate by check mark whether the Registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the Registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes  ☒   No ☐
Indicate by check mark whether the registrant has submitted electronically and posted on its corporate website, if any, every Interactive Data File required to be submitted and posted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files). Yes  ☒   No ☐
Indicate by check mark if disclosure of delinquent filers pursuant to Rule 405 of Regulation S-K is not contained herein, and will not be contained, to the best of Registrant’s knowledge, in definite proxy or information statements incorporated by reference in Part III of this Form 10-K or any amendment to this Form 10-K.  ☒
Indicate by check mark whether the Registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See the definitions of “large accelerated filer,” “accelerated filer,”filer” and “smaller reporting company” and "emerging growth company" in Rule 12b-2 of the Exchange Act. (Check one)

:
Large accelerated filerAccelerated filer
Non-accelerated filer☒ (Do not check if a smaller reporting company)Smaller reporting company
Emerging growth company

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.
If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.   
Indicate by check mark whether the registrant has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report.
If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statement of the registrant included in the filing reflect the correction of an error to previously issued financial statements.
Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by any of the registrant’s executive officers during the relevant recovery period pursuant to §240.10D-1(b).
Indicate by check mark whether the Registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). Yes  ☐   No 
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act).
YesNo

As of June 30, 2017, the last business day of the Registrant’sregistrant’s most recently completed second fiscal quarter, the Registrant was a privately-held company and there was no established public market for the Registrant’s common stock. The Registrant’s common stock began trading on The Nasdaq Global Select Market on July 28, 2017. The aggregate market value of the registrant's common stock held by its non-affiliates, of the Registrant computed by reference to the closing price ofat which the Registrant’s common stock on July 28, 2017 was approximately $1,326,046,855.last sold, was $1,353,672,542.
Indicate the number of
The registrant had 119,241,526 shares outstanding of each of the issuer’s classes of common stock outstanding as of the latest practicable date.February 21, 2024.
ClassOutstanding at February 20, 2018
Common stock, $0.001 par value per share81,778,130 shares


DOCUMENTS INCORPORATED BY REFERENCE
Certain sections
The portions of the Registrant’s definitive Proxy Statementregistrant's proxy statement to be filed in connection with the Registrant’s 2018registrant’s 2023 Annual Meeting of Stockholders that are responsive to the disclosure required by Part III of Form 10-K are incorporated by reference into Part III of this Form 10-K.



Redfin Corporation

Annual Report on Form 10-K where indicated. The Proxy Statement will be filed with
For the Securities and Exchange Commission pursuant to Regulation 14A within 120 days of the Registrant’s fiscal year endedYear Ended December 31, 2017. Except with respect to information specifically incorporated by reference in this Form 10-K, the Proxy Statement is not deemed to be filed as part2023

Table of this Form 10‑K.

Contents
PART IPage



REDFIN CORPORATION
TABLE OF CONTENTS
Page
PART I
Item 1.
Item 1A.
Item 1B.
Item 2.1C.
Item 2.
Item 3.
Item 4.
PART II
Item 5.
Item 6.
Item 7.
Item 7A.
Item 8.
Item 9.
Item 9A.
Item 9B.
Item 9C.
PART III
Item 10.
Item 11.
Item 12.
Item 13.
Item 14.
PART IV
Item 15.
Item 16.





NOTE REGARDING FORWARD-LOOKING STATEMENTS



As used in this annual report, the terms "Redfin," "we," "us," and "our" refer to Redfin Corporation and its subsidiaries taken as a whole, unless otherwise noted or unless the context indicates otherwise. However, when referencing (i) the 2023 notes, the 2025 notes, the 2027 notes, the terms “we,” “us,” and “our” refer only to Redfin Corporation and not to Redfin Corporation and its subsidiaries taken as a whole, (ii) the Apollo term loan, the terms “we,” “us,” and “our” refer only to Redfin Corporation and its subsidiaries except for Bay Equity LLC, taken as a whole, and (ii) each warehouse credit facility, the terms "we," "us"," and "our" refer to Bay Equity LLC.

Note Regarding Forward-Looking Statements

This Annual Report on Form 10-Kannual report contains forward-looking statements within the meaning of federal securities laws.statements. All statements contained in this Annual Report on Form 10-Kreport other than statements of historical fact, including statements regarding our future operating results and financial position, our business strategy and plans, product, service, and technology offerings,our market conditions, growth and trends, technology driving long-term efficiency gains and service improvements, and our objectives for future operations, are forward-looking statements. The words “believe,” “may,” “will,” “estimate,” “continue,” “anticipate,” “intend,” “expect,” “could,” “would,” “project,” “plan,” "hope," “potentially,” “preliminary,” “likely,” and similar expressions are intended to identify forward-looking statements. We have based these forward-looking statements largely on our current expectations and projections about future events and trends that we believe may affect our financial condition, results of operations, business strategy, short-term and long-term business operations and objectives, and financial needs. These forward-looking statements are subject to a number of risks, uncertainties, and assumptions, including those described under Part I, Item 1A, “Risk Factors.”1A. Moreover, we operate in a very competitive and rapidly changing environment. New risks emerge from time to time. It is not possible for our management to predict all risks, nor can we assess the effect of all factors on our business or the extent to which any factor, or combination of factors, may cause actual results to differ materially from those contained in any forward-looking statements we may make. In light of these risks, uncertainties, and assumptions, the future events and trends discussed in this Annual Report on Form 10-Kreport may not occur and actual results could differ materially and adversely from those anticipated or implied in the forward-looking statements.

You Accordingly, you should not rely on forward-looking statements as predictions of future events. The events and circumstances reflected in the forward-looking statements may not occur. Although we believe that the expectations reflected in the forward-looking statements are reasonable, we can'tcannot guarantee that the future results, performance, or events and circumstances reflected in the forward- lookingforward-looking statements will be achieved or occur. We undertake no obligation to update any of these forward-looking statements for any reason after the date of this Annual Report on Form 10-Kreport or to conform these statements to actual results or revised expectations.


UnlessNote Regarding Industry and Market Data

This annual report contains information using industry publications that generally state that the context indicates otherwise, as used in this Annual Reportinformation contained therein has been obtained from sources believed to be reliable, but such information may not be accurate or complete. While we are not aware of any misstatements regarding the information from these industry publications, we have not independently verified any of the data from third-party sources nor have we ascertained the underlying economic assumptions relied on Form 10-K, the terms "Redfin," the "Company," "we," "us," and "our" refer to Redfin Corporation, a Delaware corporation, and its subsidiaries taken as a whole, unless otherwise noted.therein.



i


PART I



Item 1. Business


Overview


Redfin isWe help people buy and sell homes. Representing customers in over 100 markets in the United States and Canada, we are a technology-powered residential real estate brokerage. We represent people buying and selling homes in over 80 markets throughout the United States. Our mission is to redefine real estate in the consumer’s favor.

Our strategy is simple. In a commission-driven industry, we put the customer first. We do this by pairingpair our own agents with our own technology to create a service that is faster, better, and costs less. We meet customers through our listings-search website and mobile application, reducing the marketing costs that can keep fees high. We let homebuyers schedule home tours with a few taps of a mobile-phone button, so it’s easy to try our service. We create an immersive online experience for every Redfin-listed home and then promote that listing to more buyers than any traditional brokerage can reach through its own website. application.

We use machine learningthe same combination of technology and local service to recommend better listings than any customer could find on her own. And we pay Redfin lead agents basedoriginate, service, and subsequently sell mortgage loans and offer title and settlement services. We also offer digital platforms to connect consumers with available apartments and houses for rent and for other advertising.

Our mission is to redefine real estate in part on customer satisfaction, not just commission, so we’re on the customer’s side.consumer’s favor.


Representing Customers

Our brokerage efficiency results in savings that we share with our customers. Our homebuyers saved on average approximately $2,700 per transaction in 2017. And weWe charge most home sellers a commission of 1% to 1.5%, compared to the 2.5% to 3% typically charged by traditional brokerages.


The results of our customer-first approach are clear. We:
helped customers buy or sell more than 120,000559,000 homes worth more than $60$281 billion through 2017;2023;
saved customers approximately $1.6 billion, when compared to a 2.5% commission, since our launch in 2006;
drew more than 20nearly 50 million monthly average visitors to our website and mobile application in 2017, 40% more than in 2016, making2023;
had customers buy and sell the same home with us the fastest-growing top-10 real estate website;
earnedat a Net Promoter Score, a measure of customer satisfaction, that is 52%28% higher rate than competing brokerages’, and a customer repeat rate that is 65% higherbrokerages;
had listings on the market for an average of less than competing brokerages’;
sold Redfin-listed homes for approximately $3,000 more on average36 days during the twelve months ended March 1, 2023 compared to the list price than competing brokerages’ listings in 2017; and
employed lead agents who, in 2017, were onindustry average three times more productive, and earned a median income that was twice as much as agents at competing brokerages; our lead agents were also 26% more likely to stay with us from 2016 to 2017 than agents at competing brokerages.

And we’re just getting started. Because we’re one of the only major brokerages building virtually all of our own brokerage software, our gains in efficiency, speed, and quality are proprietary. Because our leadership and engineering teams have come from the technology industry, and have structured the business to invest in software development, we believe those software-driven gains are likely to grow over time. And finally, because we hire our own lead agents as employees, we can set data-driven best practices for selling homes, with our software tailored to those practices, creating a positive feedback loop between software and operational innovations that we believe differentiates us from traditional brokerages. Moreover, we believe listing more homes and drawing more homebuyers to our website and mobile application will let us pair homebuyers and home sellers directly online over time, further improving our service and lowering our costs.

How We Win

Next-Generation Technologies

From stocks to books to lodging, technology has made it easier, faster, and less expensive to buy almost everything in our lives except the most important thing: our home.

To solve this problem, Redfin uses a wide range of next-generation technologies. We invented map-based real estate search. We use machine learning and artificial intelligence to answer customers’ most important questions about where to live, how much a home is worth, and when to move. We draw on cloud computing to perform computationally intensive comparisons of homes at a scale that would otherwise be cost prohibitive. We use streaming technologies to quickly notify customers about a listing. And we embrace new hardware, such as three-dimensional scanning cameras that let potential homebuyers walk through the property online.

The goal of all of these technologies is to empower our customers and increase the productivity of our agents and support staff. This leads to consistently better customer service at a lower cost. We pass the resulting savings to our customers.

Comprehensive Listings Data

As a brokerage, Redfin has complete access to all the homes listed for sale in the local multiple listing services, or MLSs, in the markets we serve. MLSs are used by real estate agents to list properties and coordinate sales.

Our agents visit more than 13,000 listings a week, enhancing our site with in-person insights about a home. Access to this extensive data, paired with local knowledge, lets us give our customers what we believe to be the most comprehensive information on homes for sale.

Additionally, our streaming architecture is designed to recommend listings to our customers by mobile alert or email soon after these listings appear in the MLS. These advantages in loading listings data and quickly notifying consumers come not just at the listing debut in the MLS, but in recognizing when a price changes or a home sells. For over 85% of these listings, we can show the listing on our website and mobile application within five minutes of its debut in the MLS. According40 days, according to a 2017 study we commissioned, we notify our customers about newly listed homes between threecommissioned; and, according to 18 hours faster than other leading real estate websites.
When we represent home sellers, we capture even more data about their properties, including an interactive three-dimensional scan; and in many markets, we can also post certainthe same study, approximately 91% of our ownRedfin listings to our website and mobile application before those listings appear on any other website.

Machine Learning

Redfin Listing Recommendations

Knowing which listings customers visit online, tour in person, or ultimately make an offer on lets our algorithms make better listing recommendations, further enhanced through curation by our lead agents. These Redfin listing recommendations are one part of our strategy to increase the revenue generated from online visitors by personalizing our website and our service to keep customers engaged with Redfin from their first visit to a closing.

Redfin Estimate

Our access to detailed data about every MLS listing in markets we serve has helped us build what we believe is the most accurate automated home-valuation tool. According to a 2017 study we commissioned, among industry-leading websites that display valuations for active listings, 64% of the listings for which we provided a public valuation estimate sold within 3%90 days versus the industry average of that estimate, compared to only 29% and 16% of the public estimates for the two other websites in the study. Our proprietary Redfin Estimate is fundamental technology that draws visitors to our website, then entices them to subscribe to a monthly home report with updates on changes to their home’s value. The Redfin Estimate supports our sellers’ agents in consultations with homeowners, our buyers’ agents in guiding buyers on what to pay for a home, and our marketing teams in deciding which homeowners to target for a listing consultation.approximately 77%.

Redfin Hot Homes

This proprietary algorithm identifies the homes we believe are most likely to sell quickly. Coupling Redfin Hot Homes alerts with on-demand tours, as well as data we’re collecting about offer deadlines, is part of our strategy to give our customers a first-mover advantage in pursuing the most desirable homes for sale.

We believe that our approach to data science and machine learning will continue to yield other insights, about the customers most likely to complete a transaction, about the key moments for offering service to online visitors we hope to convert into customers, and even about which homes will be harder or easier to sell, so we can optimize our fees and set customer expectations.

On-Demand Service

Customers place a premium on speed. When we offer online visitors faster service, more try that service. Delivering this speed depends on seamless integration between our technology and service—to get customers into homes first, to prepare an offer first, to be able to win the deal, and to close without a hitch. Tracking every digital customer interaction and working in teams lets us provide fast, consistently high-quality service.

With a few taps of a mobile-phone button, a Redfin homebuyer can schedule home tours quickly. To schedule a tour instantly and automatically, we first show the buyer online a wide range of homes for sale. Once the buyer chooses the homes she wants to see, we review lead agent availability, location, areas of expertise, and past interactions with that buyer, data that is easier for us to track because we store customer interactions with our agents in one central system, and ask our lead agents as employees to work during times of peak demand. Next, we confirm that each home is available to show at the requested time, communicating with the listing agent programmatically or through a phone call.

Finally, we determine the optimal order in which to visit each home, allocating enough time to drive or walk from one to the next. Because on-demand service depends on different lead agents being available at different times, everyone on a local Redfin team can see all of the customer’s online and brokerage activities to learn about the customer prior to the tour. Every team member also can update this system through mobile tools during and after the tour so we can follow up with more detail about a home of interest, different listing recommendations, or an on-the-spot offer. The entire solution depends on a listings search website, a customer database, a team structure, and a mobile capability that few brokerages can deliver. In the fourth quarter of 2017, nearly 80% of Redfin customers scheduled home tours automatically.

In the third quarter of 2017, we added a new level of automation to tour scheduling that confirms the availability of certain homes being toured, which lets Redfin instantly and completely confirm the entire tour.

Teams and Tools

We believe that our ability to deliver better, faster service at lower cost depends not only on our ongoing software development, but also on organizing employees into teams using that software to respond faster than most individual agents could, without stepping on one another’s toes or worrying about poaching the customer from another agent.

Teams of Employee Agents

Our lead agents are responsible for each customer’s success and are the customer’s primary point of contact. A lead agent typically meets the customer on a first tour or listing consultation and works with that customer throughout the buying or selling process. She is assisted by support agents for responding to initial online inquiries, by marketing assistants for getting a home photographed and promoted online and in printed fliers, and by transaction coordinators for closing paperwork.

Our entire team of employees follows processes and uses software developed by Redfin to ensure consistent, high-quality service, based on data-driven insights about how to schedule tours, when to check in with customers, and how to price a home.

Flexible Network of Independent Associate Agents

We also contract with independent associate agents to create a flexible network of licensed real estate agents to deliver faster service for customer tours, open houses, and inspections.

Redfin Agent Tools
Because customers use our website and mobile application for their home search, and often go online to schedule tours, ask questions, review traffic to their listing, or start offers, we do not depend, as many competing brokerages do, on agents manually logging every customer interaction. Our proprietary Redfin Agent Tools automatically captures information on millions of customer interactions every year, and provides templates for our lead agents to recommend listings, follow up on tours, prepare comparative market analyses, and write offers. Our employee agents can access Redfin Agent Tools on their mobile device, so we can serve customers better and faster, even when our agents are in the field rather than at their desks. This is why a Redfin team can work together to deliver personal service to a large number of customers, with an agent using the system to learn, for example, that one customer is only interested in homes without stairs and another customer is looking for a home near a bus route.

Productive Agents

We believe our ability to meet customers through our website and mobile application has a profound effect not just on our economics but on our culture: our lead agents’ primary responsibility is not generating new leads, but advising customers buying and selling homes. In 2017, our lead agents were on average three times more productive and earned a median income that was twice as much as agents at competing brokerages. High-performing agents also earned equity awards and a celebratory trip.

Data guides our hiring and management decisions, as we’ve analyzed which industry hires outperform those new to real estate and what level of prior experience is correlated with long tenure at our company. We measure agent performance in detail and give managers access to this data in real time, so we can quickly intervene when our customer service falls short.

Our lead agents were 26% more likely to stay with us from 2016 to 2017 than agents at competing brokerages.

Investment in Agents

The high productivity of our lead agents rationalizes an investment in equipment, management, training, and support staff that is unusual in the industry: we pay for all of our employee agents’ equipment, dues, and marketing expenses, and provide training for each new hire, with a multi-week course for agents in our largest markets. Virtually every lead agent also receives support from transaction coordinators, support staff, marketing assistants, and local management. We believe that the combined effect of these investments is more productive lead agents and better customer service.

Redfin Partner Program


To serve customers when our own agents can’t due to high demand or geographic limitations, we’ve developed partnerships with over 3,2005,793 agents at other brokerages. Once we refer a customer to a partner agent, that agent, not us, represents the customer from the initial meeting through closing, at which point the agent pays us a portion of her commission as a referral fee.


Rather than countering seasonalComplete Customer Solution

Our aim is to combine brokerage, rentals, mortgage, and cyclical changes in demand by recruitingtitle services into one solution, sharing information, coordinating deadlines, and streamlining processes so that a surplus of agents,consumer's move is easier and often less costly. As we rely on partner agents to handle demand swings. We built our partner program so our lead agents can deliver consistently high-quality service at busy times, and so we can limit the effect of fixed expenses when demand falters. Anytime we haveintegrate these services more customers than our lead agents can serve well, our website and mobile application refer those customers to our partners.

Each day, our website and mobile application make hundreds of thousands of decisions about whether customers are best served by a lead agent or a partner agent; our managers and executives meet weekly to calibrate this system based on our assessment of customer-satisfaction levels, hiring plans, monthly average visitors, and economic conditions. The data we gather comparing the customer satisfaction and close rates of our lead agents to partner agents also lets us benchmark our service quality from market to market.

Because the Redfin Partner Program is designed to ensure that every customer gets high-quality service, we require each partner agent to have completed at least five sales in the last 12 months, then subject the partner agent to a rigorous online and in-person screening process. We also survey customers who work with our partner agents, removing from the program partner agents who do not maintain high service levels.

Homebuyer Experience

We seek to provide every homebuyer with fast service, low fees, and an agent completely on that buyer’s side. Our lead agents can join each homebuyer’s online search, commenting on the buyer’s favorite listings, answering questions, or recommending listings the buyer might have overlooked. Our shared-search tool allows homebuyers to share favorite homes and seamlessly communicate with anyone. With a few taps of a mobile-phone button, a Redfin homebuyer can schedule home tours before many buyers even realize these homes are for sale. Our lead agent hosting the tour earns bonuses based on customer reviews, not just commissions, encouraging the candor customers need to make the best decision about which home to buy.

We've built a fast-offer capability that lets our lead agents draft offers in minutes, with the goal of increasing their productivity and beating competing homebuyers to the punch. We've introduced this software to Redfin agents in four markets, with additional markets planned in 2018. During the inspections and appraisals, we track contracts and tasks in an online deal room to keep the closing on schedule.

Home Seller Experience

We seek to give every home seller honest advice on how to price her property; the best marketing, primarily online; and the lowest fees. Our industry-leading algorithms for calculating what a home is worth lead to a better pricing recommendation in the initial consultation. We believe this is one reason Redfin listings sell for more relative to the list price than other brokers’, and are more likely to sell in the first 90 days on market.

A homeowner can see our lead agents’ nearby sales paired with customer reviews to decide whether we have the local expertise to sell her home. When we prepare a home for sale, we film an interactive, three-dimensional virtual scan of the home that lets potential homebuyers walk through the property online, boosting its appeal to out-of-town buyers.

To increase demand, we promote each Redfin listing on our website and mobile application. Our website has more than double the visits of any competing brokerage website. We drive additional demand through targeted email as well as other channels like Facebook, using advanced algorithms to promote the listing to the right homebuyers. We also share the listing with every major real estate website. An online dashboard tracks traffic to the listing and an iPad application registers in-person visits to open houses, so our home sellers make better decisions about pricing, marketing, and offer negotiations.

We believe listing more homes and drawing more homebuyers to our website and mobile application will let us pair homebuyers and home sellers directly onlineclosely over time, further improving our service and lowering our costs.

Our Value Proposition

Customers Get Better Service

Our Net Promoter Score is 50, compared to the industry average of 33, as measured by a study we commissioned in November 2017.

Measurable Results

Redfin listings were on the market for an average of 29 days in 2017 compared to the industry average of 34 days according to a study we commissioned. And approximately 77% of Redfin listings sold within 90 days versus the industry average of approximately 75% according to the same study.

Customers Save Money

We give homebuyers a portion of the commissions that we earn. We typically earn 2.5% to 3% of a home’s value for representing a homebuyer, and we contributed an average of approximately
$2,700 per transaction through a commission refund or a closing-cost reduction in 2017. We returned a total of approximately $60 million to customers in commission refunds or closing-cost reductions in 2017. The commission refund or closing-cost reduction depends on the home’s value and lender approval, although some states prohibit commission refunds altogether.

Consumers selling a home with a traditional brokerage typically pay total commissions of 5% to 6% of the sale price, with 2.5% to 3% going to their agent and another 2.5% to 3% to the agent representing the buyer. Redfin home sellers typically pay only 1% to 1.5% of their home’s sale price to us, depending on the market and subject to market-by-market minimums. So we can readily sell our listings to any homebuyer, including a buyer represented by a competing brokerage, we typically recommend that our home sellers still offer a 2.5% to 3% commission to the buyer’s agent. As a result, we typically save our home sellers 1% to 2% of the total sales prices on average listing fees.

In late 2014, we lowered our home seller commission from 1.5% to 1% in Washington, D.C., Virginia, and Maryland. Seeing accelerating share gain in those markets, we rolled out 1% listing fees in Seattle, Chicago, and Denver in late 2016. In 2017 and early 2018, we rolled out 1% listing fees in 20 additional markets, covering over 80% of our home-selling customers across a total of 26 markets.

Our Markets

We operate in over 80 markets across 40 states and Washington, D.C. These markets cover approximately 70% of the United States by population. As we further realize the benefits of increasing scale, we’ll evaluate new markets to enter.

Growth Strategies

Grow Share in Existing Markets
We have a strong track record of gaining share. For 2017, we had 0.67% of U.S. market share, representing a 52% increase from 2015 and a 24% increase from 2016. We measure U.S. market share using transaction-volume data from the National Association of Realtors, or NAR, and we include the value of transactions completed by our partner agents for sales referred from our website and mobile application.

As we gain local market share, our service gets even better. By doing more transactions in a smaller area, agents increase their local knowledge. We capture more customer-interaction data, powering analytics such as our listing recommendation engine. Potential customers see our yard signs more often and hear from other customers about our service. We believe these factors fuel further market share gains.

We believe listing share lets us provide better online search results, because we post Redfin listings to our website first in many markets, with exclusive photos of each listing. We further believe that as we gain share, more homebuyers will want to work with us to gain access to our listings, and we’ll get more listings from home sellers seeking access to our homebuyers. As this flywheel starts turning, we plan to invest more to connect homebuyers and home sellers directly.

We believe transactions from our repeat and referral customers will continue to play a larger role in our market share gains. According to NAR, homeowners sell their homes every nine years on average, suggesting that repeat business takes a long time to build. At Redfin, we’re now seeing our customers come back to sell a home we helped them buy many years before. We had 46% more repeat transactions in 2017 as compared to 2016. The rate at which our customers return to us for another transaction is 65% higher than the industry average. With tens of thousands of new customers each year, and higher rates of customer satisfaction, we believe we can drive future share gains as those customers choosehelp consumers move much more efficiently than a combination of stand-alone companies ever could.

Bay Equity underwrites mortgage loans and, after originating each loan, Bay Equity sells most of the loans to work with us againthird-party mortgage investors, retains a small amount of mortgage servicing rights, and referservices a small portfolio of loans. Bay Equity is licensed in 48 states and the District of Columbia. These markets accounted for more than 98% of our services to their friends and family.brokerage's buy-side transactions in 2023.

Offer a Complete Solution

We’re continuously evaluating and introducing new services to become an end-to-end solution for customers buying and selling a home.


Title Services

Our experience with Title Forward ouroffers title and settlement business, demonstrates that many Redfin customers are open to buying more services from us. In 2017, in the ten states whereservices. Title Forward operated, 52%has officially launched in 27 markets across nine states and the District of Columbia. These markets accounted for 54% of our homebuyers also chose our titlebrokerage's transactions in 2023.

Rent. offers an end-to-end digital marketing platform that connects consumers with available apartments and settlement service.houses for rent across all 50 states and the District of Columbia.


Mortgage Services
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In the first quarter of 2017, we began originating mortgage loans to customers in Texas through Redfin Mortgage, a wholly owned subsidiary. Redfin Mortgage funds its loans using two separate warehouse credit facilities, each with a loan limitation of $10.0 million.

Redfin Mortgage intends to sell every loan to third-party investors pursuant to existing correspondent relationships. Redfin Mortgage doesn't intend to retain or service any loans. Redfin Mortgage offers both conventional conforming and jumbo loans, with both fixed and adjustable interest rate products available.

Redfin Mortgage assesses potential borrowers’ creditworthiness according to investor guidelines, including the borrower’s credit score, assets, and income. Redfin Mortgage does not perform ongoing assessment of credit quality once the loans have been sold to third-party financial institutions. Redfin Mortgage currently accepts applications from customers in Illinois, Texas, Washington D.C., Virginia and Pennsylvania, and expects to expand to additional states in the future.

Redfin Now

In the first quarter of 2017, we began offering an experimental new service called Redfin Now, where we buyRedfinNow bought homes directly from home sellers. Customers who sell through Redfin Now will typically get less money for their home than they would listing their home with a real estate agent, but get that money faster with less riskhomeowners and fuss. We believe our industry-leading algorithms for calculating what a home is worth will limitresold them to homebuyers. In November 2022, we decided to wind-down RedfinNow, and we completed the risk that the price we pay a Redfin Now customer for her home is below the price we charge a new buyer for that home.

We currently offer Redfin Now to a limited number of customers in two markets. We are evaluating the results of the Redfin Now test to determine if we should expand the service to more markets, continue at the current scale, or discontinue the experiment.

Our Culture of Service and Thrift

Service is fundamental to our “everyone-sweeps-the-floors” culture: our executives serve our employees, and our employees serve our customers. As part of this humility, we recognize that everyone can be a leader. An agent can imagine better software; an engineer can imagine better service. The only way we can use technology to make real estate better is by working together, in a way we believe that few pure technology or pure service companies can.

Another tenetliquidation of our culture is thrift. We may be a next-generation real estate brokerage, but we’re old-fashioned about stockholder value. We continued to grow through the darkness of the 2008 real estate crisis as we fought to make a margin-sensitive, headcount-intensive business work with the resources we had. Next week, next year, some day, that darkness will return, and we believe that our formative experiences will make us better prepared for it than others.

This has long been known at Redfin as a “rabid squirrel” state of mind. We often remind ourselves that every employee is paid by the sweat of a real estate agent’s brow. It’s the way we always want to be.

Our Employees

As of December 31, 2017, we had a total of 2,422 employees. We have not had any work stoppages and believe our relationship with our employees to be good.

Marketing

Because we serve customers from their first online visit until the closing, we know how much we can afford to spend to meet a customer and which marketing channels provide the best returns on investment. With potential customers sometimes hopping between websites and different individual real estate agents over a year or more during a home search—and as often deciding against a move—it’s easy for an advertiser to lose track of who actually closes.

We analyze billions of interactions from customers and potential customers in our databases. We can pay more for one particular Facebook ad if we have determined that the people who click on it are extremely likely to buy a home. We can remove a marketing campaign from our own website that leads to more consumers contacting our agents, but fewer actual sales. At any given moment, we’re running over a hundred experiments on our website and mobile tools, with many more experiments running on third-party channels, to identify the most effective advertising.

We apply this data-driven approach to decisions about which pages to optimize for search engine traffic, what combination of email messages drives the most sales, and which moments in a TV commercial inspire the strongest consumer response.

The goal of this data-driven approach to marketing is a formula for driving increased customer awareness in a cost-effective manner through both digital and traditional advertising channels:

Search engine optimization. Our engineering teams constantly upgrade our website content and performance so that top-trafficked search engines find and rank our results for properties, neighborhoods, and regions. We believe this improves the customer experience and our ranking on high-traffic search engines.

Targeted-email campaigns. We run targeted-email campaigns to connect with customers. These email campaigns, powered by machine learning, recommend relevant new listings to homebuyers and home sellers at what we believe are key moments throughout their interactions with us.

Paid-search advertising. We advertise with top-trafficked search engines, regularly adjusting our bidding on key words and phrases, and modifying campaigns based on results.

Social media marketing. We purchase targeted ads on social media networks such as Facebook and Twitter to generate traffic for our listings and attract new customers.

Traditional media. We market through a mix of traditional media, including TV, radio, billboard and display, and direct mailings. We’ve been advertising on TV since 2014, and we continue to invest in TV advertising.

Technology Development

We build almost all of our own software, with more than 200 engineers and product managers based in Seattle and San Francisco. The audience for our software includes consumers visiting our website and our mobile application, customers of our brokerage, of Redfin Mortgage, and of Title Forward, as well as our real estate teams and our partner agents.

Our focus is on software that makes real estate fundamentally more efficient, and we believe our competitive advantage is a deeper understanding of how real estate works, gained by working with our lead agents and transaction coordinators. Lead agents and support teams participateRedfinNow inventory in the developmentsecond quarter of our brokerage software, including for scheduling tours, preparing offers, pricing homes, chatting with customers, and monitoring the closing process.2023.

Our obsession with efficiency extends beyond real estate to our own software development practices. We aim to hire a relatively small number of deeply technical engineers who understand that every expense matters. We have engineers dedicated to building software that makes the rest of our engineers more productive. And we measure the results of every major software project, eliminating features that do not make a difference to our customers or agents to avoid maintenance costs over time.

We contract with third-party software developers on a limited basis for specific projects. Our primary website servers operate from a co-location facility in Seattle, Washington, and we use a variety of third-party cloud-based software and services.

For 2015, 2016, and 2017, technology and development expenses were 15%, 13%, and 12% of revenue, respectively.


Competition


The residential brokerage industry is highly fragmented. There are an estimated 2,000,000fragmented, with numerous active licensed agents and over 86,000 real estate brokerages, and is evolving rapidly in the United States. We face intense competition nationallyresponse to technological advancements, changing customer preferences, and in each of the markets we serve.new offerings. We compete primarily against other residential real estate brokerages, which include franchise operations affiliated with national or local brands, and small independent brokerages. We also compete with hybrid residential brokerages, which combine Internet technology and brokerage services, and a growing number of Internet-based brokerages and others whothat operate with novelnon-traditional real estate business models. Competition is particularly intense in some of the densely populated metropolitan markets we serve, as they are dominated by entrenched real estate brokerages with potentially greater financial resources, superior local referral networks, name recognition and perceived local knowledgeare the primary markets for innovative and expertise. well-capitalized new entrants.

We alsobelieve we compete primarily based on:
access to timely, accurate data about homes for sale;
traffic to our website and mobile application, which themselves are subject to competition against online real estate data websites that aggregate listings and sell advertising to traditional brokers.brokers;

Our industry has evolved rapidly in recent years in response to technological advancements, changing customer preferences, and new offerings. We expect increasing competition from technology-enabled competitors, including new brokerages with technology-driven business models, as well as traditional brokerages that acquire or build businesses or technology to enhance their offerings.

We believe we compete primarily based on:

access to timely, accurate data about homes for sale;

traffic to our website and mobile application;

the speed and quality of our service, including agent responsiveness and local knowledge;

our ability to hire and retain agents who deliver the best customer service;

the costs of delivering our service and the price of our service to consumers;

consumer awareness of our service and the effectiveness of our marketing efforts;

technological innovation; and

depth and breadth of local referral networks.


Bay Equity competes with numerous national and local multi-product banks as well as focused mortgage originators. We believecompete primarily on service, product selection, interest rates, and origination fees.

Title Forward competes with numerous national and local companies that typically focus solely on these services. We compete primarily on timeliness of service and fees.

Rent. competes with companies that provide an online marketplace for residential rental listings and related digital marketing solutions. We compete primarily on the scope and quality of listings we offer on our customer-focused valuesdigital platforms, our value-added digital marketing solutions, traffic generated through our websites and technology differentiate us frommobile applications, and the breadth of our competitorsbroader marketing services.

Seasonality

For the impact of seasonality on our business, see "Quarterly Results of Operations and Key Business Metrics" under Item 7.

Our Lead Agents

Our goal is to be the best employer in real estate. At the heart of this goal is an investment in the real estate agents who directly help our customers buy and sell homes. We refer to these agents as our lead agents. Unlike traditional real estate brokerages, where agents work as independent contractors, we employ our lead agents and provide them with health insurance and other benefits as well as the opportunity to earn equity compensation. As a result, our lead agents in 2023 earned a median income that we compete favorably with respectwas more than two times as much as agents at competing brokerages. Also in 2023, our lead agents were, on average, more than twice as productive as agents at competing brokerages. And compared to the factors above.top-20 brokerages by volume in 2023, our lead agents had the highest annual sales volume. In January 2024, in four pilot markets, we began paying lead agents a larger transaction bonus in lieu of a base salary.


Regulatory MattersAs of December 31, 2023, we had 4,693 employees. For 2023, our average number of lead agents was 1,776. See "Key Business Metrics - Average Number of Lead Agents" under Item 7.

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We are subject to a wide variety of laws, rules,
Our Executive Officers

Below is information regarding our executive officers. Each executive officer holds office until his or her successor is duly elected and regulations enforced by both governmentsqualified or until the officer’s earlier resignation, disqualification, or removal.
Glenn Kelman, age 53, has served as our chief executive officer since September 2005 and private organizations. Many of these rules and regulations are constantly evolving. If we are unable to comply with them, we could be subject to civil and criminal liabilities, revocation, or suspensionone of our licenses or other adverse actions. We may also be requireddirectors since March 2006.
Bridget Frey, age 46, has been employed by us since June 2011 and has served as our chief technology officer since February 2015.
Anthony Kappus, age 43, has been employed by us since March 2014 and has served as our chief legal officer since May 2021. Mr. Kappus previously served as our senior vice president - legal affairs from August 2018 to modify or discontinue some or allMay 2021 and vice president - legal from September 2014 to August 2018.
Chris Nielsen, age 57, has served as our chief financial officer since June 2013.
Anna Stevens, age 50, has served as our chief human resources officer since August 2022. Prior to joining Redfin, Ms. Stevens served as the Chief People Officer of HD Supply, Inc., a North American industrial distributor.
Christian Taubman, age 45, has served as our chief growth officer since April 2021. Mr. Taubman previously served as our chief product officer from October 2019 to April 2021. Prior to joining Redfin, Mr. Taubman served in several different roles with Amazon (a technology company) from April 2011 to October 2019. As Director - Smart Home Verticals from December 2017 to October 2019, Mr. Taubman led employees in product management, software engineering, and program management, with the mission of helping customers to connect more smart devices to Amazon's Alexa virtual assistant.

Our Regulatory Environment

The residential real estate industry is heavily regulated by federal, state, and local governments in the United States. Because of our offerings,complete customer solution approach of combining brokerage, rentals, mortgage, title services, a customer may be able to receive more than one real estate-related service from us. Accordingly, some government regulations affect more than one of our operating segments and may impact our ability to grow our business and our reputation may be harmed. See “Risk Factors” for a discussion of our regulatory risks.offer multiple services to the same customer.


Brokerage Service Regulation

Brokerage businesses are primarily regulated at the state level by agencies dedicated to real estate matters or professional services.

State Regulation

Real estate brokerage licensing laws vary widely from state to state. Generally, all individuals and entities acting as real estate brokers or salespersons must be licensed in each state where they operate. Licensed agents must be affiliated with a broker to engage in licensed real estate brokerage activities. Generally, a corporation must obtain a corporate real estate broker license, although in some states the licenses are personal to individual brokers. The broker in all states must actively supervise the individual licensees and the corporation’s brokerage activities within the state. All licensed market participants, whether individuals or entities, must follow the state’s real estate licensing laws and regulations. These laws and regulations generally detail minimum duties, obligations, and standards of conduct, including requirements related to contracts, disclosures, record-keeping, local offices, trust fund handling, agency representation, advertising regulations, and fair housing. In each of the states and Washington, D.C., where our operations so require, we have designated a properly licensed broker and, where required, we also hold a corporate real estate broker’s license.

Federal Regulation

Several federal laws and regulations govern the real estate brokerage business, including federal fair housing laws such asFor example, the Real Estate Settlement Procedures Act of 1974 or RESPA, and the Fair Housing Act of 1968, or FHA.

RESPA restricts, with some exceptions, kickbacks or referral fees that real estate settlement service providers, such as real estate brokers,brokerages, mortgage originators, and title and closing service providers, and mortgage lenders may pay or receive in connection with the referral of settlement services. RESPA also requires certain disclosures regarding certain relationships or financial interests among providersFurthermore, the Fair Housing Act of real estate settlement services. RESPA provides a number of exceptions that allow for payments or splits between service providers, including market-rate compensation for services actually provided.

RESPA is administered by the Consumer Financial Protection Bureau, or CFPB. The CFPB has applied a strict interpretation of RESPA and related regulations and often enforces these regulations in administrative proceedings. Consequently, industry participants have modified or terminated a variety of business practices to avoid the risk of protracted and costly litigation or regulatory enforcement.

The FHA1968 (the “FHA”) prohibits discrimination in the purchase or sale of homes. The FHA applies to real estate agents, and mortgage lenders, among others. The FHA prohibits expressing any preference or discrimination based on race, religion, sex, handicap,title companies, and certain other protected characteristics. The FHA also applies broadly tohome sellers, such as RedfinNow, as well as many forms of advertising and communications, including MLS listings and insights about home listings.


Local Regulation

In additionalAdditionally, our brokerage, mortgage, and title business each requires a license specific to its business from each state and federal regulations, residential transactions may also be subject to local regulations. These local regulations generally require additional disclosures by parties or agents in a residential real estate transaction, or the receipt of reports or certifications, often from the local governmental authority, prior to the closing or settlement of a real estate transaction.

MLS Rules

We are also subject to rules, policies, data licenses, and terms of service established by over 120 MLSs of which we are a participant. These rules, policies, data licenses, and terms of service specify, among other things, how we may access and use MLS data and how MLS data must be displayed on our website and mobile application. The rules of each MLS to which we belong can vary widely and are complex. NAR, as well as state and local associations of REALTORS®, also have codes of ethics and rules governing members’ actions in dealings with other members, clients,it operates, and the public. We must comply with these codes of ethics and rules as a resultlicensing requirements vary by state. Furthermore, some of our membership inemployees who provide services for these organizations.businesses must also hold individual licenses. These entity and individual licenses may be costly to obtain and maintain, which may adversely affect our company’s earnings.

Title Service Regulation

Many states license and regulate title agencies or settlement service providers, their employees and underwriters. In many states, title insurance rates are either state-regulated or are required to be filed with each state by the agent or underwriter, and some states regulate the split of title insurance premiums between the agent and the underwriter. States also require title agencies and title underwriters to meet certain minimum financial requirements for net worth and working capital.

Mortgage Products and Services Regulation


Our mortgage business is subject to extensive federal, state,Website and local laws and regulations.Public Filings
Mortgage products are regulated at the state level by licensing authorities and administrative agencies, with additional oversight from the CFPB. We are required to obtain licensure as a mortgage banker or lender pursuant to applicable state law, and we are currently only licensed to originate mortgage loans in Illinois, Pennsylvania, Texas, Virginia, Washington, and Washington D.C.

The federal Secure and Fair Enforcement for Mortgage Licensing Act of 2008 requires all states to enact laws requiring individuals acting as mortgage loan originators to be individually licensed or registered. In addition to licensing requirements, we must also comply with numerous federal consumer protection laws, including, among others, the Fair Debt Collection Practices Act, Truth in Lending Act, Fair Credit Reporting Act, Equal Credit Opportunity Act, Homeowners Protection Act, Home Mortgage Disclosure Act, National Flood Insurance Reform Act of 1994, and the FHA.

Privacy and Consumer Protection Regulation

We are subject to a variety of federal and state laws relating to our collection, use, and disclosure of data collected from our website and mobile users. Additionally, we are subject to regulations relating to the manner and circumstances under which we or third parties may market and advertise our products and services to customers, such as “Do Not Email” laws, U.S. Federal Trade Commission regulations and other state and federal laws regarding data protection and retention, privacy, advertising, unfair or deceptive acts or practices, and consumer protection, which are continuously evolving.

Redfin Mortgage receives, transmits and stores personally identifiable information from our customers to process mortgage applications and transactions. The sharing, use, disclosure, and protection of such information is governed by federal, state, and international laws regarding privacy and data security, all of which are frequently changing.

Labor Regulation

We are subject to federal and state regulations relating to our employment and compensation practices. We retain third-party licensed sales associates as associate agents, whom we classify as independent contractors. Independent contractor classification is subject to a number of federal and state laws. See “—Legal Proceedings” for a discussion of three lawsuits, each of which includes class and/or representative claims, filed by former third-party licensed sales associates against us, alleging that they were improperly classified as independent contractors.

Intellectual Property

We rely on a combination of patents, trademarks, and trade secrets, as well as contractual provisions and restrictions, to protect our intellectual property. As of December 31, 2017, we owned 13 U.S. patents, which expire between 2026 and 2036, and had 14 U.S. patent applications and one Canadian patent application. These patents and patent applications seek to protect proprietary inventions relevant to our business. While we believe our patents and patent applications in the aggregate are important to our competitive position, no single patent or patent application is material to us as a whole. We intend to pursue additional patent protection to the extent we believe it would be beneficial and cost effective.

As of December 31, 2017, we owned 21 U.S. and two Canadian trademark registrations, including “Redfin,” "Redfin Estimate," “Walk Score,” “Title Forward” and related logos and designs. We also own several domain names including “Redfin,” “WalkScore,” our other trademarks, and similar variations.

We rely on trade secrets and confidential information to develop and maintain our competitive position. We seek to protect our trade secrets and confidential information through a variety of methods, including confidentiality agreements with employees, third parties, and others who may have access to our proprietary information. We also require employees to sign invention assignment agreements with respect to inventions arising from their employment, and strictly control access to our proprietary technology.

Corporate Information

We were incorporated as Appliance Computing Inc. in Washington in October 2002. We reincorporated in Delaware in February 2005 and changed our name to Redfin Corporation in May 2006.


Our principal executive office is located at 1099 Stewart Street, Suite 600, Seattle, Washington 98101. Our telephone number is (206) 576-8333. Our website address is www.redfin.com. However, none of the information on, or accessible through, our website is incorporated intoThrough this Annual Report on Form 10-K.

Redfin, the Redfin logo, Redfin Estimate, Title Forward, Walk Score, Redfin Mortgage, Redfin Now, and our other registered or common law trade names, trademarks, or service marks appearing in this Annual Report on Form 10-K are our intellectual property. This Annual Report on Form 10-K contains additional trade names, trademarks, and service marks of other companies that are the property of their respective owners. We do not intend our use or display of other companies' trade names, trademarks, or service marks to imply a relationship with, or endorsement or sponsorship of us by, these other companies.

Through a link on our website, we make available, the following filings as soon as reasonably practicable after they are electronically filed with or furnished to the Securities and Exchange Commission, or SEC:free of charge, our Annual ReportReports on Form 10-K, Quarterly Reports on Form 10-Q, Current Reports on Form 8-K, and any amendments to thosethese reports filed or furnished pursuant to Section 13(a) or 15(d) of the Securities Exchange Act of 1934, as amended, or the Exchange Act. All such filings are available free of charge. The public may also read and copy any materialssoon as reasonably practicable after we file such material with, the SEC at the SEC's Public Reference Room at 100 F Street, NE, Washington DC, 20549. The public may obtain information on the operation of the Public Reference Room by calling the SEC at 1-800-SEC-0330. The SEC also maintains a website at www.sec.gov that contains all reports that we file or furnish withit to, the SEC electronically.U.S. Securities and Exchange Commission (the "SEC").

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Item 1A. Risk Factors


You should carefully consider the risks and uncertainties described below, together with all of the other information in this Annual Report on Form 10-K, including “Management’s Discussionannual report, before investing in any of our securities. The occurrence of any single risk or any combination of risks could materially and Analysis of Financial Condition and Results of Operations” andadversely affect our consolidated financial statements and related notes. Our business, operating results, financial condition, liquidity, or prospects could be materiallycompetitive position, and adversely affected by any of these risks and uncertainties. If any of these risks occurs,consequently, the trading pricevalue of our common stock could declinesecurities. The material adverse effects include, but are not limited to, not growing our revenue or market share at the pace that they have grown historically or at all, our revenue and you might lose all or partmarket share fluctuating on a quarterly and annual basis, an extension of your investment. Our business, operating results, financial performance, or prospects could also be harmed by risksour history of losses and uncertaintiesa failure to become profitable, not currently known to us orachieving the revenue and net income (loss) guidance that we currently do not believe are material.provide, and harm to our reputation and brand.


Risks Related to Our Business and Industry


TheOur business depends significantly on the health of the U.S. residential real estate industry is seasonal and cyclical, and we’re negatively affected by industry downturns.changes in general economic conditions.


Our success depends largely on the health of the U.S. residential real estate industry. This industry, whichin turn, is seasonal, cyclical, and affected by changes in general economic conditions, which are beyond our control. Any of the following macroeconomic factors could adversely affect demand forreduce the volume of residential real estate resulttransactions, cause a decline in falling homethe prices at which homes are bought and sold, or otherwise adversely affect the industry and harm our business:
increased interest rates;    seasonal or cyclical downturns in the U.S. residential real estate industry, which may be due to a single factor, or a combination of factors, listed below, or factors which are currently not known to us or that have not historically affected the industry;

slow economic growth or recessionary conditions;
increased unemployment rates or stagnant or declining wages;
slow economic growth or recessionaryinflationary conditions;
weak credit markets;
low consumer confidence in the economy or the U.S. residential real estate industry;
adverse changes in local or regional economic conditions in the markets that we serve;serve, particularly our top-10 markets and markets into which we are attempting to expand;
fluctuations in local and regional home inventory levels;
constraints on theincreased mortgage rates; reduced availability of mortgage financing, enhanced mortgage underwriting standards,financing; or increased down payment requirements;
low home inventory levels, which may result from zoning regulations, higher construction costs, and housing market uncertainty that discourages some home sellers, among other factors;
lack of affordably priced homes, which may result from home prices growing faster than wages, among other factors;
volatility and general declines in the stock market or lower yields on individuals' investment portfolios;
increased expenses associated with home ownership, including rising insurance costs that may result from more frequent and severe natural disasters and inclement weather;
newly enacted and potential federal, state, and statelocal legislative tax or regulatory changesactions, as well as new judicial decisions, that would adversely affect the U.S. residential real estate industry generally or in our top-10 markets, including (i) actions or decisions that would increase the tax liability arising from buying, selling, or owning real estate; (ii) actions or decisions that would change the way real estate brokerage commissions are negotiated, calculated, or paid; (iii) actions or decisions that would discourage individuals from owning, or obtaining a mortgage on, more than one home; and (iv) potential reform relating to Fannie Mae, Freddie Mac, and other government sponsored entities that provide liquidity to the mortgage market, and limitations onmarket;
loss in confidence in the deductionsdebt, obligations, or operations in the U.S. government, or a shutdown of certain mortgage interest expenses and property taxes;the U.S. government, which could impact broader credit markets or economic activity;
changes that cause U.S. real estate to be more expensive for foreign purchases, such as (i) increases in the exchange rate for the U.S. dollar compared to foreign currencies causing U.S. real estate to be more expensive for foreign purchasers;
and (ii) foreign regulatory changes or capital controls that would make it more difficult for foreign purchasers to withdraw capital from their home countries or purchase and hold U.S. real estate;
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changed generational views on homeownership and generally decreased financial institutions;resources available for purchasing homes; and
high levels of foreclosure activity in particular markets;
a decrease in home ownership rates; or
war, terrorism, political uncertainty, innatural disasters, inclement weather, health epidemics or pandemics, and acts of God, and the United States.

We have a historyeffects of losses, and we may not achieve or maintain profitability in the future.

We have not been profitablesuch events on an annual basis since we were founded, and as of December 31, 2017, we had an accumulated deficit of $129.0 million. We expect to continue to make future investments in developing and expanding our business, including technology, recruitment and training, marketing, and pursuing strategic opportunities. These investments may not result in increased revenue or growth in our business. Additionally, we may incur significant losses in the future for a number of reasons, including:
our inability to grow market share;
increased competition in the U.S. residential real estate industry;market.
changes in our commission rates;
our failure to realize our anticipated efficiency through our technology and business model;
failure to execute our growth strategies;
declines in the U.S. residentialOur real estate industry; and
unforeseen expenses, difficulties, complications and delays, and other unknown factors.

Accordingly, we may not be able to achieve or maintain profitability and we may continue to incur significant losses in the future.

Our businessservices segment, which is our largest segment by gross profit, is concentrated in certain geographic markets. FailingOur failure to growadapt to any substantial shift in thosethe relative percentage of residential housing transactions from these markets or any disruptionsto other markets in those marketsthe United States could harmadversely affect our business.financial performance.


For 2015, 2016, and 2017, approximately 75%, 72%, and 69% of our real estate revenue, respectively, was derived fromthe year ended December 31, 2023, our top-10 markets which consistby real estate services revenue consisted of the metropolitan areas of Boston, Chicago, Denver (including Boulder and Colorado Springs), Los Angeles (including Santa Barbara), Maryland, Orange County,Northern Virginia, Portland (including Bend), San Diego, San Francisco, Seattle, and Virginia. TheseSeattle.

Local and regional conditions in these markets may differ significantly from prevailing conditions in the United States or other parts of the country. Accordingly, events may adversely and disproportionately affect demand for and sales prices of homes in these markets. Any overall or disproportionate downturn in demand or home prices in any of our largest markets, particularly if we are unable to increase revenue from our other markets, could adversely affect growth of our revenue, gross profit, profitability, and market share or otherwise harm our business.

Our top markets are primarily major metropolitan areas, where home prices and transaction volumes are generally higher than other markets. Local and regional economic conditions in these markets differ materially from prevailing conditions in other parts of the United States. For instance, the Tax Cuts and Jobs Act recently signed into law imposes significant limits on the annual deduction for real estate taxes and mortgage interest expenses. Due to the higher home prices and real estate taxes in most of our top-10 markets as compared to other parts of the United States, these reductions may adversely and disproportionately affect demand for and sales prices of homes in these metropolitan areas. In addition, due to the higher home prices in these markets,As a result, our real estate services revenue, gross margin, and gross margin isprofit are generally higher in these markets than in our smaller markets. Any overall or disproportionate downturn in demand or economic conditions in anyTo the extent there is a long-term net migration to cities outside of these markets, the relative percentage of residential housing transactions may shift away from the top markets where we have historically generated most of our largest markets, particularly if we are not ablerevenue and gross profit. Our inability to adapt to any shift, including failing to increase revenue and gross profit from our other markets, could result in a decline in our revenue and harm our business.

Our future market share gains may take longer than planned and cause us to incur significant costs.

We represent people buying and selling homes in over 80 markets throughout the United States. We have a limited operating history in many of these markets. Expanding our services in existing and new markets and increasing the depth and breadth of our presence imposes significant burdens on our marketing, compliance, and other administrative and managerial resources. Our plan to expand and deepen our market share in our existing markets and possibly expand into additional markets is subject to a variety of risks and challenges. These risks and challenges include the varying economic and demographic conditions of each market, competition from local and regional residential brokerage firms, variations in transaction dynamics, and pricing pressures. Additionally, our earlier markets typically have higher mean home prices than our more recent markets. In addition, many valuable markets have established residential brokerages with superior local referral networks, name recognition, and perceived local knowledge and expertise. If we cannot manage our expansion efforts efficiently, our market share gains could take longer than planned and our related costs could exceed our expectations. In addition, we could incur significant costs to seek to expand our market share, and still not succeed in attracting sufficient customers to offset such costs.

We expect our revenue and results of operations to fluctuate on a quarterly and annual basis.

Our revenue and results of operations are likely to vary significantly from period to period and may fail to match expectations as a result of a variety of factors, many of which are outside our control. The other risk factors discussed in this “Risk Factors” section may contribute to the variability of our quarterly and annual results. In addition, our revenue and results may fluctuate as a result of:
seasonal variances of home sales, which historically peak during the summer and are weaker during the first and fourth quarters of each year;
cyclical periods of slowdowns or recessions in the U.S. real estate market;
our ability to increase market share;
fluctuations in sale prices and transaction volumes in our top markets;

the price of homes bought or sold by Redfin homebuyers and home sellers;
price competition;
volume of transactions in markets with a higher than average mean home price;
mix of transactions;
impairment charges associated with goodwill and other intangible assets;
the timing and success of new offerings by us and our competitors;
changes in local market conditions;
changes in interest rates and the mortgage and credit markets;
the time it takes new lead agents to become fully productive;
changes in federal, state, or local laws or taxes that affect real estate transactions or residential brokerage, title insurance, and mortgage insurance industries;
changes in multiple listing services, or MLSs, or other rules and regulations affecting the residential real estate industry; and
any acquisitions of, or investments in, third-party technologies or businesses.

As a result of potential variations in our revenue and results of operations, period-to-period comparisons may not be meaningful and the results of any one period should not be relied on as an indication of future performance. In addition, our results of operations may not meet the expectations of investors or public market analysts who follow us, which may adversely affect our stock price.

Our business model and growth strategy depend on our ability to attract homebuyers and home sellers to our website and mobile application in a cost-effective manner.

Our success depends on our ability to attract homebuyers and home sellers to our website and mobile application in a cost-effective manner. Our website and mobile application are our primary channels for meeting customers. We rely heavily on organic traffic generated from search engines and other unpaid sources to meet customers. We use a variety of media in our marketing efforts, including online and television advertising and social media, to drive traffic. We intend to continue to invest resources in our marketing efforts.

We are heavily dependent on digital marketing initiatives such as search engine optimization to improve our website’s search result ranking and generate new customer leads. We also rely on other marketing methods such as social media marketing, paid search advertising, and targeted email communications. Advertising platforms, such as Facebook, Google, and others, may raise their rates significantly, and we may choose to use alternative and less expensive channels, which may not be as effective at attracting homebuyers and home sellers to our website and mobile application. We also use television advertising, which may have significantly higher costs than other channels. In addition, we may be required to expand into or continue to invest in more expensive channels than those we are currently in, which could harm our business.

These marketing efforts may not succeed for a variety of reasons, including changes to search engine algorithms, ineffective campaigns across marketing channels, and limited experience in certain marketing channels like television. External factors beyond our control may also affect the success of our marketing initiatives, such as filtering of our targeted communications by email servers, homebuyers and

home sellers failing to respond to our marketing initiatives, and competition from third parties. Any of these factors could reduce the number of homebuyers and home sellers to our website and mobile application. We also anticipate that our marketing efforts will become increasingly expensive as competition increases and we seek to expand our business in existing markets. Generating a meaningful return on our marketing initiatives may be difficult. If our strategies do not attract homebuyers and home sellers efficiently, our business and growth would be harmed. Even if we successfully increase revenue as a result of these efforts, that additional revenue may not offset the related expenses we incur.

We rely heavily on Internet search engines and mobile application stores to direct traffic to our website and our mobile application, respectively.

We rely heavily on Internet search engines, such as Google, Bing, and Yahoo!, to drive traffic to our website and on mobile application stores, such as Apple iTunes Store and the Android Play Store, for downloads of our mobile application. The number of visitors to our website and mobile application downloads depends in large part on how and where our website and mobile application rank in Internet search results and mobile application stores, respectively. For example, when a user types a property address into an Internet search engine, we rely on that search engine to rank our webpages in the search results and to direct a user to the listing on our website. While we use search engine optimization to help our webpages rank highly in search results, maintaining our search result rankings is not within our control. Internet search engines frequently update and change their ranking algorithms, referral methodologies, or design layouts, which determine the placement and display of a user’s search results. In some instances, Internet search engines may change these rankings in order to promote their own competing services or the services of one or more of our competitors. Similarly, mobile application stores can change how they display searches and how mobile applications are featured. For instance, editors at the Apple iTunes Store can feature prominently editor-curated mobile applications and cause the mobile application to appear larger than other applications or more visibly on a featured list. Listings on our website and mobile application have experienced fluctuations in search result and mobile application rankings in the past, and we anticipate fluctuations in the future. If our website or listings on our website fail to rank prominently in Internet search results, our website traffic could decline. Likewise, a decline in our website and mobile application traffic could reduce the number of customers for our services.

Our growth may be limited due to historically low home inventory levels.

Traditionally, a “balanced” residential real estate industry requires enough homes on the market to satisfy six months of homebuyer demand. In recent years, home inventory has remained at historically low levels in many parts of the United States. Low inventory levels can harm our ability to attract customers, inflate home prices, increase competition for homes, increase our operating expenses because of home touring and offer-writing activities that do not result in closed transactions, and reduce transaction volumes. As a result, our customers may be unable to complete a sufficient number of real estate transactions to sustain or grow our transaction volume and revenue.

If we do not comply with the rules, terms of service, and policies of MLSs, our access to and use of listings data may be restricted or terminated and harm our business.

We must comply with each MLS’s rules, terms of service, and policies to access and use its listings data. Each of the more than 130 MLSs we belong to has adopted its own rules, terms of service, and policies governing, among other things, how MLS data may be used, and listings data must be displayed on our website and mobile application. These rules typically do not contemplate multi-jurisdictional online brokerages like ours and vary widely among markets. They also are in some cases inconsistent with the rules of other MLSs such that we are required to customize our website, mobile application, or service to accommodate differences between MLS rules. Complying with the rules of each MLS requires significant investment, including personnel, technology and development resources, other resources, and the exercise of considerable judgment. We cannot assure you that we are, and will remain at all times, in full compliance with all MLS rules, terms of service, and policies. If we are deemed to be noncompliant with an MLS’s rules, we may face disciplinary sanctions in that MLS, which could include monetary fines, restricting or terminating

our access to that MLS’s data, or other disciplinary measures. The loss or degradation of this listings data could materially and adversely affect traffic to our website and mobile application, making us less relevant to consumers and restricting our ability to attract customers. It also could reduce agent and customer confidence in our services and harm our business.

Our business model subjects us to challenges not faced by our competitors.

Unlike most of our brokerage competitors, we hire our lead agents as employees, rather than as independent contractors, and therefore we incur related costs that our brokerage competitors do not, such as base pay, employee benefits, expense reimbursement, training, and employee transactional support staff. We also continue to invest heavily in developing our technology, as well as new offerings. As a result, we have significant costs, some of which we incur in anticipation of future growth in revenuefinancial performance and market share. In the event of fluctuations in demand in the markets we serve, or significant reductions in home sales’ prices, whether due to seasonality, cyclicality, changes in interest rates, tax laws, fiscal policy, or other events, we will not be able to adjust our expenses as rapidly as many of our competitors, and our business would be harmed. Additionally, due to these costs, our lead agent turnover may be more costly to us than to traditional brokerages, and our business may be harmed if we are unable to achieve the necessary level of lead agent productivity and retention to offset their related costs.


Competition in the residential brokerage industry is intense and if we cannot compete effectively, our business will be harmed.

We face intense competition nationally and in each of the markets we serve. We compete primarily against other residential brokerages, which include operations affiliated with national or local brands and small independent brokerages. We also compete with a growing numberour lines of Internet-based residential brokerages and others who operate with non-traditional real estate business models. Competition with brokerages is particularly intense in some of the densely populated metropolitan markets we serve. To capture and retain market share, we must compete successfully against other brokerages, not only for customers, but also for high-performing lead agents and other critical employees.intense.

The residential brokerage industry has low barriers to entry for new participants, including other technology-driven brokerages that offer lower commissions than the traditional pricing model. We may change our pricing strategies in response to a number of factors, including competitive pressures or in response to transaction volume fluctuations in particular markets we serve. As competitors introduce new offerings that compete with ours or reduce their commission rates, we may need to change our pricing strategies to compete effectively. Any such changes, particularly in the top-10 markets we serve, may affect our ability to compete successfully and harm our business.


Many of our brokerage competitors across each of our businesses have substantial competitive advantages, such as longer operating histories, stronger brand recognition, greater financial resources, stronger brand recognition, more management, sales, marketing and other resources, superior local referral networks, perceived local knowledge and expertise, and extensive relationships with participants in the residential real estate industry, including third-party data providers such as MLSs.multiple listing services ("MLSs"). Consequently, these brokeragescompetitors may have an advantage in recruiting and retaining agents, attracting consumers, acquiring customers, and growing their businesses. They may also be able to provide consumers with offerings that are different from or superior to those we provide. They may also be acquired by third parties with greater resources than ours, which would further strengthen and enable them to compete more vigorously or broadly with us. The success of our competitors could result in our loss of market share and harm our business.


Our revenue
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We have integrated, and may not continue to grow at its recent pace, or at all.

Our revenue may not continue to grow atintegrate in the same pace as it has over the past several years.
We believe that our future, revenue growth will depend, among other factors,AI in certain tools and features available on our ability to:
successfully expandplatform. AI technology presents various operational, compliance, and deepenreputational risks and if any such risks were to materialize, our business and market share;results of operations may be adversely affected.
respond to seasonality and cyclicality
We have integrated artificial intelligence (“AI”) technologies in the real estate industry and the U.S. economy;

compete with the pricing and offeringsmany of our competitors;
attract more customers totools and features available on our website and mobile application;
successfully invest in the tools that our agents use in their daily activities. For example, we may use AI technologies to redesign homes, scale frequently performed tasks, or answer customer questions. We may continue to integrate these technologies in new offerings. Notwithstanding the use of AI on our website and with certain agent activities, we’ve yet to utilize AI within our financial reporting or internal control over financial reporting functions. Given that AI is a rapidly developing technology tools, features,that is in its early stages of business use, it presents a number of operational, compliance and products;reputational risks. AI algorithms are currently known to sometimes produce unexpected results and behave in unpredictable ways (e.g., “hallucinatory behavior”) that can generate irrelevant, nonsensical, fictitious, deficient, offensive or factually incorrect content and results, which if incorporated into our platform, may result in reputational harm to us and our agents and be damaging to our brand. Additionally, content, analyses or recommendations that are based on AI might be found to be biased, discriminatory or harmful. Data sets from which Large Language Models learn are at risk of poisoning or manipulation by bad actors, resulting in offensive or undesired output. Similarly, the data set could contain copyrighted material resulting in infringing output. AI output might present ethical concerns or violate current and future laws and regulations, including licensing laws and a variety of federal and state fair lending laws and regulations such as the Fair Housing Act, the Equal Credit Opportunity Act, the Home Mortgage Disclosure Act, and the prohibition against engaging in Unfair, Deceptive, or Abusive Acts or Practices pursuant to the Dodd-Frank act.
maintain high levels of customer service;
maximize our lead agents’ productivity;
attract and retain high-quality lead agents;
successfully contract with high-quality partner agents; and
increase our brand awareness.


We may not be successful in our efforts to do any of the foregoing, and any failureexpect that there will continue to be successful in these matters could adversely affect our revenue growth. You should not consider our past revenue growth tonew laws or regulations concerning the use of AI technology, which might be indicative of our future growth.

If we’re not able to deliver a rewarding experience on mobile devices, whether through our mobile website or mobile application, we may be unable to attract and retain customers.

Developing and supporting a mobile website and mobile application across multiple operating systems and devices requires substantial time and resources. We may not be able to consistently provide a rewarding customer experience on mobile devices and, as a result, customers we meet through our mobile website or mobile application may not choose to use our brokerage services, or those of our partner agents, at the same rate as customers we meet through our website.

As new mobile devices and mobile operating systems are released, we may encounter problems in developing or supporting our mobile website or mobile applicationburdensome for them. Developing or supporting our mobile website or mobile application for new devices and their operating systems may require substantial time and resources. The success of our mobile website and mobile application could also be harmed by factors outside our control, such as:
increased costs to develop, distribute, or maintain our mobile website or mobile application;
changes to the terms of service or requirements of a mobile application store that requires us to changecomply with and may limit our mobile application developmentability to offer or enhance our existing tools and features in an adverse manner;or new offerings based on AI technology. Further, the use of AI technology involves complexities and
changes in mobile operating systems, such as Apple’s iOS and Google’s Android, that disproportionately affect us, degrade the functionality of our mobile website or mobile application, require that we make costly upgrades to our offerings, or give preferential treatment to competitive websites or mobile applications.

Adverse developments in economic conditions could harm our business.

Our business is sensitive to general economic conditions that are outside our control. Those conditions include interest rates, inflation, tax laws, fluctuations in consumer confidence, fluctuations in equity and debt capital markets, availability of credit, and the strength of financial institutions, which are sensitive to changes in the general macroeconomic environment. A host of factors beyond our control could cause fluctuations in these conditions, including the political environment, disruptions in an economically significant geographic region, or equity or debt markets, acts or threats of war, terrorism, any of which could harm our business.


Increases in the after-tax costs of owning a home could reduce market demand for homes and harm our business.

In December 2017, the Tax Cuts and Jobs Act was signed into law. Previously, significant expenses of owning a home, including mortgage interest expenses and real estate taxes, were generally deductible expenses from an individual’s federal, and in some cases state, income taxes. The Tax Cuts and Jobs Act includes several provisions significantly limiting these income tax deductions. For instance, the annual deduction for real estate taxes and state and local income or sales taxes would generally be limited to $10,000. Furthermore, through the end of 2025, the deduction for mortgage interest would generally only be available with respect to acquisition indebtedness that does not exceed $750,000. The loss or reduction of these homeowner tax deductions is expected to adversely impact demand for and sales prices of homes, including those in the markets we operate. Any slowdown or decline in the real estate industry may harm our business.

requires specialized expertise. We may not be able to attract and retain effectively train, motivate,top talent to support our AI technology initiatives. If any of the operational, compliance or reputational risks were to materialize, our business and utilizeresults of operations may be adversely affected.

We may be unable to maintain or improve our current technology offerings at a competitive level or develop new technology offerings that meet customer or agent expectations. Our technology offerings may also contain undetected errors or vulnerabilities.

Our technology offerings, including tools, features, and products, are key to our competitive plan for attracting potential customers and hiring and retaining lead agents. As the number of homebuyers and home sellers, renters, agents, and listings shared on our website and mobile application and the extent and types of data grow, our need for additional network capacity and computing power will also grow. Maintaining or improving our current technology, network capacity and computing power to meet evolving industry standards and customer and agent expectations and data growth, as well as developing commercially successful and innovative new technology, is challenging and expensive. For example, the nature of development cycles may result in delays between the time we incur expenses and the time we introduce new technology and generate revenue, if any, from those investments. Anticipated customer demand for a technology offering could also decrease after the development cycle has commenced, and we would not be able to recoup costs, which may be substantial, we incurred.


As standards and expectations evolve and new technology becomes available, we may be unable to identify, design, develop, and implement, in a timely and cost-effective manner, new technology offerings to meet those standards and expectations. As a result, of our business model, our lead agents generally earn less on a per transaction basis than traditional agents, whichwe may be unattractive to some agents. Because our model is uncommon in our industry, agents considering working for us may not understand our compensation model, or may not perceive it to be more attractive than the independent contractor, commission-driven compensation model used by most traditional brokerages. If we‘re unable to attract, retain, effectively train, motivate, and utilize lead agents, we will be unable to grow our revenuecompete effectively, and we may be required to significantly increase our lead agent compensation or other costs, which could harm our business.

In the third quarter of 2017 we began investing in more personal service for our homebuying customers, with modest agent hiring in a season when we've historically hired few or no agents. In the fourth quarter of 2017 we developed an entire program for asking agents to meet homebuying customers more often, and giving those customers more substantive, data-driven advice. As a result, in 2018 we plan to lower the number of homebuying customers each lead agent supports, hiring more lead agents than we otherwise would have. If this initiative doesn't result in greater productivity for our lead agents and better customer service, our business may be harmed.

We are, and expect in the future to become, subject to an increasing variety of federal, state and local laws and regulations, many of which are continuously evolving, which increases our compliance costs and could subject us to claims or otherwise harm our business.

We are currently subject to a variety of, and may in the future become subject to, additional, federal, state, and local laws that are continuously changing, including laws related to: the real estate, brokerage, title, and mortgage industries; mobile- and Internet-based businesses; and data security, advertising, privacy and consumer protection laws. For instance, we are subject to federal laws such as the Fair Housing Act of 1968, or FHA, and the Real Estate Settlement Procedures Act of 1974. These laws can be costly to comply with, require significant management attention, and could subject us to claims, government enforcement actions, civil and criminal liability, or other remedies, including revocation of licenses and suspension of business operations.

In some cases, it is unclear as to how such laws and regulations affect us based on our business model that is unlike traditional brokerages, and the fact that those laws and regulations were created for traditional real estate brokerages. If we are unable to comply with and become liable for violations of these laws or regulations, or if unfavorable regulations or interpretations of existing regulations by courts or regulatory bodies are implemented, we could be directly harmed and forced to implement new measures to reduce our liability exposure. It could cause our operations in affected markets to become overly expensive, time consuming, or even impossible. This may require us to expend significant time, capital, managerial, and other resources to modify or discontinue certain operations, limiting our ability to execute our business strategies, deepen our presence in our existing markets, or expand into new markets. In addition, any

negative exposure or liability could harm our brand and reputation. Any costs incurred as a result of this potential liability could harm our business.

Further, due to the geographic scope ofextent our operations and the nature of the services we provide, wecompetitors develop new technology offerings faster than us, they may be required to obtain and maintain additional real estate brokerage, title insurance agency, and mortgage broker licenses in certain states where we operate.render our offerings uncompetitive or obsolete. Additionally, even if we enterimplemented new markets, we may be required to comply with new laws, regulations, and licensing requirements. As part of licensing requirements, we are typically required to designate individual licensees of record. We cannot assure you that we are, and will remain at all times, in full compliance with all real estate, title insurance, and mortgage licensing laws and regulations, and we may be subject to fines or penalties, including license revocation, for any non-compliance. If in the future a state agency were to determine that we are required to obtain additional licenses in that state in order to transact business, or if we lose an existing license or are otherwise found to be in violation of a law or regulation, our business operations in that state may be suspended until we obtain the license or otherwise remedy the compliance issue.

Our failure to comply with the requirements governing the licensing and conduct of real estate brokerage and brokerage-related businesses in the jurisdictions in which we operate could adversely affect our business.

Redfin, as a brokerage, and our agents are required to comply with the requirements governing the licensing and conduct of real estate brokerage and brokerage-related businesses in the markets where we operate. These laws and regulations contain general standards for and limitations on the conduct of real estate brokerages and agents, including those relating to licensing of brokerages and agents, fiduciary and agency duties, administration of trust funds, collection of commissions, advertising, and consumer disclosures. Under applicable laws and regulations, our agents, managing brokers, designated brokers, and other individual licensees have certain duties and are responsible for the conduct of real estate brokerage activities. If we or our agents fail to obtain or maintain the licenses and permits for conducting our brokerage business required by law or fail to conduct ourselves in accordance with the associated regulations, the relevant government authorities may order us to suspend relevant operations or impose fines or other penalties. There is no assurance that we will be able to obtain or renew these licensestechnology offerings in a timely manner, or at all.

We are subject to certain risks related to litigation filed by or against us,our customers and adverse results may harm our business and financial condition.

We are from time to time involved in, and may in the future be subject to, claims, suits, government investigations, and proceedings arising from our business. We cannot predict with certainty the cost of defense, the cost of prosecution, insurance coverage, or the ultimate outcome of litigation and other proceedings filed by or against us, including remedies, damage awards, and penalties. Regardless of outcome, any such claims or actions could require significant time, money, managerial and other resources, result in negative publicity, and harm our business and financial condition. Such litigation and other proceedings may relate to:
violations of laws and regulations governing the residential brokerage, title, or mortgage industries;
employment law claims, including claims regarding worker misclassification;
compliance with wage and hour regulations;
privacy, cybersecurity incidents, and data breach claims;
intellectual property disputes;
consumer protection and fraud matters;

brokerage disputes such as the failure to disclose hidden property defects, as well as other claims associated with failure to meet our client legal obligations, or incomplete or inaccurate listings data;
claims that our agents or brokerage engage in discriminatory behavior in violation of the FHA;
liability based on the conduct of individuals or entities outside of our control, such as independent contractor partner agents or independent contractor associate agents;
disputes relating to our commercial relationships with third parties; and
actions relating to claims alleging other violations of federal, state, or local laws and regulations.

In addition, class action lawsuits, such as the existing worker misclassification claims we face, can often be particularly vexatious litigation given the breadth of claims, the large potential damages claimed, and the significant costs of defense. The risks of litigation become magnified and the costs of settlement increase in class actions in which the courts grant partial or full certification of a large class. Also, insurance coverage may be unavailable for certain types of claims and, even where available, insurance carriers may dispute coverage for various reasons, including the cost of defense. Further, such insurance may not accept or be sufficient to coversatisfied by the losses we incur.offerings.


Any failure to maintain, protect,Furthermore, our development and enhance our brand could hurt our ability to grow our business, particularly in markets where we have limited brand recognition.

Maintaining, protecting, and enhancing our brand is critical to growing our business, particularly in markets where we have limited brand recognition and compete with well-known traditional brokerages with longer histories and established community presence. This will partially depend on our ability to continue to provide high-value, customer-oriented, and differentiated services, and wetesting processes may not be abledetect errors and vulnerabilities in our technology offerings prior to do so effectively. Enhancing and maintainingtheir implementation. Any inefficiencies, errors, technical problems, or vulnerabilities arising in our technology offerings after their release could reduce the quality of our brand may require usservices or interfere with our customers' and agents' access to make substantial investments, such as in marketing and advertising,use of our technology and agent training. If we do not successfully build and maintain a strong brand, our business could be harmed. In addition, despite these investments, our brand could be damaged from other events that are orofferings.

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We may be beyond our control, such as litigation and claims, our failureunable to comply with local laws and regulations, and illegal activity such as phishing scams or cybersecurity attacks targeted at us, our customers, or others.

In addition to our agents, we rely on a flexible network of licensed third-party associate agents to conduct customer home tours and field events, and their status as independent contractors is being challenged and may be challenged in the future.

We are currently defending three lawsuits, each of which includes class or representative claims. Although we have entered an agreement to settle these lawsuits and have received preliminary court approval, the settlement remains subject to final court approval. Further, we may from time to time be subject to additional lawsuits or administrative proceedings, claiming that certain of our independent contractor associate agents should be classified as our employees rather than as independent contractors. These lawsuits and proceedings typically seek substantial monetary damages (including claims for unpaid wages, overtime, unreimbursed business expenses, and other items), injunctive relief, or both. Adverse determinations in these matters could, among other things, require us to adopt certain changes in our business practices that are costly and time-consuming to implement, entitle our independent contractor associate agents to the benefit of wage and hour laws, and result in employment and withholding tax and benefit liabilities, as well as changes to the independent contractor status of our other non-employee service providers. Regardless of the validity of these claims or their outcome, we have incurred, and anticipate incurring in the future, significant costs and efforts to defend against or settle them. In addition, if legislative and regulatory authorities take actions that classify our independent contractor service providers as employees, we would incur liabilities under a variety of laws and regulations, including tax, workers’

compensation, unemployment benefits, labor, employment, and tort, including for prior periods, as well as potential liability for employee benefits and tax withholdings.

We are subject to an array of employment-related laws and regulations and failure to comply with these obligations could harm our business.

Our relationship with our employees is subject to various tax, wage and hour, unemployment, workers’ compensation, right to organize, anti-discrimination, workplace safety, and other employment- related laws. Each state has its own unique wage and hour laws, which have been the subject of growing litigation nationwide. In addition, federal and state regulatory authorities have increasingly challenged the classification of workers as independent contractors rather than as employees. Legislators have also proposed legislation to make it easier to reclassify independent contractors as employees, including legislation to increase recordkeeping requirements for employers of independent contractors, and to abolish safe harbors allowing certain individuals to be treated as independent contractors. Federal agencies and each state have their own rules and tests for determining the classification of workers, as well as whether employees meet exemptions from minimum wages and overtime laws. These tests consider many factors that also vary from state to state and have evolved based on case law, regulations, and legislative changes and frequently involve factual analysis as well. We may face significant penalties and damages if we are found to be noncompliant with any of these laws and regulations.

If we cannot obtain and provide to our customers comprehensive and accurate real estate listings quickly, or at all, our business will suffer.all.


Our ability to attract consumers toWe believe that users of our website and mobile application is heavily dependent on our timely accesscome to us primarily because of the real estate listing data that we provide. Accordingly, if we were unable to obtain and provide comprehensive and accurate real estate listings data.data, our primary channels for meeting customers will be diminished. We get listings data primarily from MLSs in the markets we serve. We also source listings data from public records, other third-party listing providers, and individual homeowners and brokers. Many of our competitors and other real estate websites also have access to MLSs and other listings data, including proprietary data, and may be able to source listings data or other real estate information faster or more efficiently than we can. Since MLS participation is voluntary, brokers and homeowners may decline to post their listings data to their local MLS or may seek to change or limit the way that data is distributed. A competitor or another industry participant could also create an alternative listings data service, which may reduce the relevancy and comprehensive nature of the MLSs. If MLSs cease to be the predominant source of listings data in the markets that we serve, we may be unable to get access to comprehensive listings data on commercially reasonable terms, or at all, which may result in fewer people using our website and mobile application.

We rely on business data to make decisions and drive our machine-learning technology, and errors or inaccuracies in such data may adversely affect our business decisions and the customer experience.

We regularly analyze business data to evaluate growth trends, measure our performance, establish budgets, and make strategic decisions. While our business decisions are based on what we believe to be reasonable calculations for the applicable period of measurement, there are inherent challenges in measuring and interpreting the data, and we cannot be certain that the data are accurate. Errors or inaccuracies in the data could result in poor business decisions, resource allocation, or strategic initiatives. For example, if we overestimate traffic to our website and mobile application, we may not invest an adequate amount of resources in attracting new customers or we may hire more lead agents in a given market than necessary to meet customer demand.

We also use our business data and proprietary algorithms to inform our machine learning, such as in the calculation of our Redfin Estimate, which provides an estimate on the market value of individual homes. If customers disagree with us or if our Redfin Estimate fails to accurately reflect market pricing such that we are unable to attract homebuyers or help our customers sell their homes at satisfactory prices, or at all, customers may lose confidence in us.

If we are unable to deliver a rewarding experience on mobile devices, whether through our mobile website or mobile application, we may be unable to attract and retain customers.

Developing and supporting a mobile website and mobile application across multiple operating systems and devices requires substantial time and resources. We may not be able to consistently provide timely listingsa rewarding customer experience on mobile devices and, as a result, customers we meet through our mobile website or mobile application may not choose to use our services at the same rate as customers we meet through our website.

As new mobile devices and mobile operating systems are released, we may encounter problems in developing or supporting our mobile website or mobile application for them. Developing or supporting our mobile website or mobile application for new devices and their operating systems may require substantial time and resources. The success of our mobile website and mobile application could also be harmed by factors outside of our control, such as:
increased costs to develop, distribute, or maintain our mobile website or mobile application;
changes to the terms of service or requirements of a mobile application store that requires us to change our mobile application development or features in an adverse manner; and
changes in mobile operating systems, such as Apple’s iOS and Google’s Android, that disproportionately affect us, degrade the functionality of our mobile website or mobile application, require that we make costly upgrades to our customers.technology offerings, or give preferential treatment to competitors' websites or mobile applications.


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We may be unable to attract homebuyers, home sellers, and rental customers to our websites and mobile applications in a cost-effective manner.

Our websites and mobile applications are our primary channels for meeting new customers. Accordingly, our success depends on our ability to attract homebuyers, home sellers, and rental customers to our websites and mobile applications in a cost-effective manner. To meet customers, we rely heavily on traffic generated from search engines and downloads of our mobile applications from mobile application stores. We also rely on marketing methods such as targeted email campaigns, paid search advertising, social media marketing, and traditional media, including TV, radio, and billboards.

The number of visitors to our websites and downloads of our mobile applications depend in large part on how and where our website and mobile application rank in Internet search results and mobile application stores, respectively. While we use search engine optimization to help our website rank highly in search results, maintaining or improving our search result rankings is not within our control. Internet search engines frequently update and change their ranking algorithms, referral methodologies, or design layouts, which determine the placement and display of a user’s search results. In some instances, Internet search engines may change these rankings, which may have the effect of promoting their own competing services or the services of one or more of our competitors. Similarly, mobile application stores can change how they display searches and how mobile applications are featured. For instance, editors at the Apple App Store can feature prominently editor-curated mobile applications and cause the mobile application to appear larger than other applications or more visibly on a featured list.

Additionally, our marketing efforts may fail to attract the desired number of customers for a variety of reasons, including the possibility that the creative treatment for our advertisements may be ineffective or new third-party email delivery policies may make it more difficult for us to execute targeted email campaigns.

Our business model of employing lead agents subjects us to challenges not faced by our competitors. Our ability to hire and retain a sufficient number of lead agents is critical to our ability to maintain and grow our market share and to provide an adequate level of service to customers who want to work with our lead agents.

As a result of our business model of employing our lead agents, our lead agents generally earn less on a per transaction basis than traditional agents who work as independent contractors at traditional brokerages. Because our model is uncommon in our industry, agents considering working for us may not understand our compensation model or may not perceive it to be more attractive than the independent contractor compensation model used by most traditional brokerages. Additionally, due to the costs of employing our lead agents, lead agent turnover may be more costly to us than to traditional brokerages. If we are unable to attract, retain, effectively train, motivate, and utilize lead agents, we will be unable to offset the costs of employing them and grow our business. We may also be required to change our compensation model, which could significantly increase our lead agent compensation or other costs.

Also, as a result of employing our lead agents, we incur costs that our brokerage competitors do not, such as base pay, employee benefits, expense reimbursement, training, and employee transactional support staff. Because of this, we have significant costs that, in the event of decreased demand in the markets we serve, may result in us being unable to adjust as rapidly as some of our competitors. In turn, such demand declines may impact us more than our competitors.

Conversely, in times of rapidly rising demand we may face a shortfall of lead agents. To the extent our customer demand increases from current levels, our ability to adequately serve the additional customers, and in turn grow our revenue and U.S. market share by value, depends, in part, on our ability to timely hire and retain additional lead agents. To the extent we are unable to hire, either timely or at all, or retain the required number of lead agents to serve our customer demand, we will be unable to maximize our revenue and market share growth. Although we are able to refer excess demand to our partner agents, historically our partner agents have closed transactions with customers they meet at a lower rate than our lead agents and have generated lower revenue per transaction.

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Referring customers to our partner agents may harm our business.


We refer customers to third-party partner agents when we do not have a lead agent available due to high demand or geographic limitations. Our dependence on partner agents can be particularly heavy in certain new markets as we build our operations to scale in those markets.markets or during times of rapidly rising demand for our services. Our partner agents are independent licensed agents affiliated with other brokerages, and we do not have any control over their actions. We may not be able to attract and retain quality partner agents, and they may not offer the high-quality customer service that we expect. If our partner agents were to provide diminished quality ofpoor customer service, engage in malfeasance, or otherwise violate the law, MLS or other brokerlaws and rules to which we are subject, we may be subject to legal claims and regulations, our reputation and business may be harmed. Improper actions involving our

Our arrangements with third-party partner agents may also lead to direct legal claims against us based on agency, vicarious, or other theories of liability, which, if determined adversely, could increase our costs, affect the use of partner agents as part of our business model and subject us to liability for their actions, including revocation of our licenses and suspension of business operations. Our partner agents may also disagree with us and our strategies regarding the business or our interpretation of our respective rights and obligations under our partner relationships. This could lead to disputes with our partner agents. To the extent we have such disputes, the attention of our management and our partner agents will be diverted, which may harm our business.


Additionally, referring customers to partner agents limitslimit our growth and brand awareness becauseawareness. For example, referring customers to partner agents potentially redirects repeat and referral opportunities to them. Referring customers tothe partner agents may also dilute the effectiveness of our marketing efforts and may lead to customer confusion or dissatisfaction when they are offered the opportunity to work with a partner agent rather than one of our lead agents. Nevertheless, retaining more customers than we are able to serve may affect customer satisfaction by overloading our lead agents and teams. If we are unable to allocate transactions between our lead agents and partner agents efficiently, and successfully contract with high-quality partner agents, our business may be harmed.


If our current and future technology developments and service improvement efforts are not successful, our business may be harmed.

We intend to continue investing significant resources in developing technology, tools, features, and products. If we do not spendcomply with the rules, terms of service, and policies of REALTOR® associations and MLSs, our access to and use of listings data may be restricted or terminated.

We must comply with the rules, terms of service, and policies of REALTOR® associations and MLSs to access and use MLSs' listings data. We belong to numerous REALTOR® associations and MLSs, and each has adopted its own rules, terms of service, and policies governing, among other things, how MLS data may be used and how listings data must be displayed on our website and mobile application. These rules typically do not contemplate multi-jurisdictional online brokerages like ours and vary widely among markets. They also are in some cases inconsistent with the rules of other REALTOR® associations and MLSs such that we are required to customize our website, mobile application, or service to accommodate differences between rules of REALTOR® associations and MLSs. Complying with the rules of each REALTOR® association and MLS requires significant investment, including personnel, technology and development budget efficientlyresources, and the exercise of considerable judgment. In October 2023, Redfin began exiting local REALTOR® associations and the National Association of REALTORS® in some jurisdictions. We could be deemed to be noncompliant by not having these REALTOR® association memberships, or effectively on commercially successfulby having both REALTOR® and innovative technologies,non-REALTOR® agents working at the same brokerage.

If we are deemed to be noncompliant with a REALTOR® association or MLS’s rules, we may not realize the expected benefitsface disciplinary sanctions in that association or MLS, which could include monetary fines, restricting or terminating our access to that MLS’s data, or other disciplinary measures. The loss or degradation of this listings data could materially and adversely affect traffic to our strategy. Moreover, technology development is inherently challengingwebsite and expensive,mobile application, making us less relevant to consumers and the nature of development cycles may result in delays between the time we incur expenses and the time we make available new offerings and generate revenue, if any, from those investments. Anticipated customer demand for an offering we are developing could also decrease after the development cycle has commenced, and we wouldn't be able to recoup substantial costs we incurred.

For example, we've began developing proprietary offer-writing software that is designed to allow our agents to prepare an offer on a listing in as little as a few minutes. The localization required for each market is extensive and generally requires securing rights to use forms in each market. Different states, markets, MLSs, and local realtor associations require different real estate forms, and local customs around myriad deal terms differ widely, requiring us to build and support dozens of variations and addenda. There's no guarantee that we'll be able to adapt our software to, or secure rights to use local forms in our software in, major markets that we serve. Our offer-writing software may also contain errors, inaccuracies, or omissions that may harm us or our homebuying customers. In addition, we'll be required to make ongoing investments to ensure that our software reflects future changes or additions to the forms and other requirements in each market. If we fail to successfully develop and adapt our localized offer-writing software we may not achieve the desired results or returns on our investment and our business may be harmed.

In addition, our technology-powered brokerage model is relatively new and unproven, and differs significantly from traditional residential brokerages. Our success depends onrestricting our ability to innovateattract customers. It also could reduce agent and adapt our technology-powered brokerage to meet evolving industry standards and customer and agent expectations.

There are many competitors in the markets we serve, including brokerages as well as non-brokerage real estate websites, and we may not be able to effectively compete both as a brokerage and a developer of technology. We cannot assure you that we will be able to identify, design, develop, implement, and utilize, in a timely and cost-effective manner, technologies and service offerings necessary for us to compete effectively, that such technologies and service offerings will be commercially successful, or that products and services developed by others will not render our offerings noncompetitive or obsolete. If we do not achieve the desired or anticipated customer acquisition and transaction efficiency leverage from our technology and service investments, our business may be harmed.

Our introduction of new services, such as originating and underwriting mortgage loans for customers and buying and selling homes directly, could fail to produce the desired or predicted results or harm our reputation.

From time to time, we develop new services. For example, in the first quarter of 2017, we began originating and underwriting mortgage loans for customers in Texas through our wholly owned subsidiary, Redfin Mortgage LLC, or Redfin Mortgage. Redfin Mortgage recently expanded its operations to Illinois, Pennsylvania, Virginia, and Washington D.C. Redfin Mortgage funds its loans using its warehouse credit

facilities, intending to sell all loans to third-party financial institutions after a holding period. While Redfin Mortgage only originates loans upon receiving purchase commitments from third-party financial institutions, these commitments are subject to origination quality standards and these institutions still retain contractual rights to reject the loans. If Redfin Mortgage is unable to sell its loans, it may be required to repurchase them from the warehouse lenders and sell them at a discount.

In the first quarter of 2017, we also began testing an experimental new service called Redfin Now, where we buy homes directly from home sellers through a wholly owned subsidiary and resell them to homebuyers. Our estimates of what a home is worth and the algorithm we use to inform those estimates may not be accurate and we may pay more for homes than their resale value. In determining whether a particular property meets our purchase criteria, we make a number of additional assumptions, including the estimated time of possession, market conditions and proceeds on resale, renovation costs, and holding costs. These assumptions may not be accurate, particularly because properties vary widely in terms of quality, location, need for renovation, and property hazards. Unknown defects in any acquired properties may also affect their resale value. As a result, we may pay more to buy these properties than their resale value, and we may not be able to resell them as anticipated or at all. Homes that we own might suffer losses in value due to rapidly changing market conditions, natural disasters, or other forces outside our control.

We have limited experience operating services outside of our core brokerage and forecasting our revenue and other financial results for any new service is inherently uncertain; our actual results may vary significantly from what we desire or predict or the estimates of analysts. Additionally, the revenue recognition terms and gross margin profile of our new services, in particular Redfin Now, substantially differ from our core brokerage service and therefore may impact our overall results in a manner difficult for us or analysts to predict. Our new services may also fail to attract customers, reduce customer confidence in our services undermineand harm our customer-first reputation, create real or perceived conflictsbusiness.

If we fail to comply with the requirements governing the licensing of interest between usour brokerage, mortgage, and title businesses in the jurisdictions in which we operate, then our ability to operate those businesses in those jurisdictions may be revoked.

Redfin, as a brokerage, and our customers,agents must comply with the requirements governing the licensing and conduct of real estate brokerage and brokerage-related businesses in the markets where we operate. Furthermore, we are also required to comply with the requirements governing the licensing and conduct of mortgage and title and settlement businesses in the markets where we operate. Due to the geographic scope of our operations, we and our agents may not be in compliance with all of the required licenses at all times. Additionally, if we enter into new markets, we may become subject to additional licensing requirements. If we or our agents fail to obtain or maintain the required licenses for conducting our brokerage, mortgage, and title businesses or fail to strictly adhere to associated regulations, the relevant government authorities may order us to suspend relevant operations or impose fines or other penalties.

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It’s possible that the net proceeds Bay Equity receives from the sale of mortgage loans it originates may not exceed the loan amount. Additionally, Bay Equity may also be unable to sell its originated loans at all. In that situation, Bay Equity will need to service the loans and potentially foreclose on the home by itself or through a third party, and either option could impose significant costs, time, and resources on Bay Equity. Bay Equity’s inability to sell its originated loans could also expose us to adverse market conditions affecting mortgage loans.

Bay Equity intends to sell most of the mortgage loans that it originates to investors in the secondary mortgage market. Bay Equity's ability to sell its originated loans in the secondary market, and receive net proceeds from the sale that exceed the loan amount, depends largely on there being sufficient liquidity in the secondary market and its compliance with contracts with investors who have purchased the loans.

Demand in the secondary market for mortgage loans, and Bay Equity’s ability to sell the mortgage loans that it originates on favorable terms and in a timely manner, can be hindered by many factors, including changes in regulatory requirements, the willingness of the agencies, aggregators, or other investors to provide funding for and purchase mortgage loans, and general economic conditions. If Bay Equity were unable to sell its originated loans, either initially or following a repurchase, then it may need to service the loans and we would be exposed to adverse market conditions affecting mortgage loans. For example, we may be required to write down the value of the loan, which reduces the amount of our current assets. Additionally, if Bay Equity borrowed under a warehouse credit facility for the loan, then it will be required to repay the borrowed amount, which reduces our cash on hand that is available for other corporate uses. Finally, if a homeowner were unable to make his or her mortgage payments, then we may be required to foreclose on the home securing the loan. Bay Equity may be unable to retain its subservicer on economically feasible terms to foreclose a home. Furthermore, any proceeds from selling a foreclosed home may be significantly less than the remaining amount of the loan due to Bay Equity.

The growth of Rent.'s business depends on its ability to attract property managers' advertising spending.

Rent.'s growth depends on advertising revenue generated primarily through property managers. Rent.'s ability to attract and retain advertisers may be adversely affected by any of the following factors:
Rent.’s ability to generate high, and growing, levels of traffic to its family of websites and mobile applications;
a prolonged period of high occupancy within rental properties, or continued increase of new units coming on the rental market, reducing the need for our advertising services;
a prolonged period of low occupancy, putting downward pressure on the marketing budgets and operating cash flows of our property manager customers;
declining quantity and quality of renter leads it provides to property managers;
its inability to keep pace with changes in technology and features expected by renters when visiting an online rental portal;
its failure to offer an attractive return on investment to advertisers;
the inability of property managers to evict tenants for delinquent rent payments; and
increased market risks, subject usproperty manager operating costs may impact their ability to claimspay for our services.

Rent. does not have long-term contracts with many of its advertisers, and these advertisers may choose to end their relationships with Rent. with little or no advance notice. As Rent.'s existing subscriptions for advertising terminate, it may not be successful in securing new subscriptions.

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We may not realize the anticipated benefits from, and may incur substantial costs related to, undisclosed defects in homes that we sell, alleging that we have breached our dutiesacquisitions of Rent. and Bay Equity.

We acquired Rent. on April 2, 2021 and Bay Equity on April 1, 2022. The anticipated benefits of each acquisition may not come to our customers, or result in other disputes with our customers. Anyfruition. The ongoing integration of these events could harm our reputation or mean that such new services will harm our business.

New services that we introduceRent. and implement, including our mortgage offering,Bay Equity continues to be challenging and time consuming, and may subject us to new lawsadditional costs that we have not anticipated in evaluating the transaction. Furthermore, GAAP requires us to test the goodwill associated with these acquisitions at least annually and regulations.

From time to time,we review our goodwill and intangible assets for impairment when events change indicate that an impairment may be appropriate. Depending on the results of these reviews, we may introducebe required to record a non-cash charge to our earnings in the period we determined impairment was appropriate, which may negatively impact our results of operations in that period.

Cybersecurity incidents could disrupt our business or result in the loss of critical and implement newconfidential information.

Cybersecurity incidents directed at us or our third-party service providers can range from uncoordinated individual attempts to gain unauthorized access to information technology systems to sophisticated and targeted measures known as advanced persistent threats. Cybersecurity incidents are also constantly evolving, including the increase in more sophisticated phishing ransomware or malware attacks, which might interfere with our ability to detect and successfully defend against them. In the ordinary course of our business, we and our third-party service providers collect and store sensitive data, including our proprietary business information, intellectual property and data of our customers and employees, including personally identifiable information. Additionally, we rely on third parties and their security procedures for the secure storage, processing, maintenance, and transmission of information that are critical to our operations. Despite measures designed to prevent, detect, address, and mitigate cybersecurity incidents, such incidents may occur to us or our third-party providers and, depending on their nature and scope, could potentially result in the misappropriation, destruction, corruption, or unavailability of critical data and confidential or proprietary information (our own or that of third parties, including personally identifiable information of our customers and employees) and the disruption of business operations. Any real or perceived compromises to our security, or that of our third-party providers, could cause customers to lose trust and confidence in us and stop using our website and mobile applications. In addition, we may incur significant costs for remediation that may include liability for stolen assets or information, repair of system damage, and compensation to customers, employees, and business partners. We may also be subject to government enforcement proceedings and legal claims by private parties.

We process, transmit, and store personal information, and unauthorized access to, or the unintended release of, this information could result in a claim for damages, regulatory action, loss of business, or unfavorable publicity.

We process, transmit, and store personal information to provide services in highly regulated areas.
For instance,to our titlecustomers and settlement servicesas an employer. As a result, we are subject to regulation by insurancecertain contractual terms, as well as federal, state, and other regulatory authorities on the federal level and in each state in which we provide such services. Compliance with new and existing regulatory and compliance regimes is time consuming and may require significant time and effort, which may divert attention and resources from our other offerings.

Redfin Mortgage is subject to a wide array of stringent federal and state laws, regulations, and agency oversight. These includeforeign laws and regulations governingdesigned to protect personal information. While we take measures to protect the relationship between ussecurity and Redfin Mortgage,privacy of this information, it is possible that our security controls over personal data and other practices we follow may not prevent the mannerunauthorized access to, or the unintended release of, personal information. If such unauthorized access or unintended release occurred, we could suffer significant damage to our brand and reputation, customers could lose confidence in which Redfin Mortgage conducts its loan originationthe security and servicing businesses, the fees that it may charge, procedures relatingreliability of our services, and we could incur significant costs to real estate settlement, fair lending, fair credit reporting, truth in lending, loan officer licensing, property valuation, escrow, payment processing, collection, foreclosure,address and federalfix these security incidents. These incidents could also lead to lawsuits and state disclosureregulatory investigations and licensing requirements. Redfin Mortgage receives, transmits and stores personally identifiable information from our customers to process mortgage applications and transactions. The sharing, use, disclosure, andenforcement actions.

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Privacy, data protection, of such information is governed by federal, state, and international laws regarding privacy and data security, all of whichusage laws and regulations are constantlycomplex and rapidly evolving. Changes toAny failure or aalleged failure to comply with these laws and regulations could limit Redfin Mortgage’s ability to originate and fund mortgage loans, require us to change our business practices, result in revocationa claim for damages, regulatory action, loss of business, or suspensionunfavorable publicity.

We use evolving tools and technology, such as pixels, in the operation of our licenseswebsites. We are from time to time involved in, and may in the future be subject to, enforcement actions and private third-party claims arising from the laws to which we are subject. This includes third party claims relying on older legislation as the basis for allegations of consumer data privacy violations against companies using new technology. Companies using tracking technology, including Redfin, have been the subjects of recent data privacy lawsuits brought by third-parties alleging that the use of this modern technology violates consumer privacy as defined by older laws. Many of these lawsuits have not been fully litigated, or have settled, resulting in a current state of uncertainty in the law. In addition, many cyber carriers are reconsidering how, and if, to cover losses related to pixel-based claims. Our use of such technology could subject us to significant civil and criminal penalties. Any such events could harm our business.

Homes that we own are also subject to federal, state, and local laws governing hazardous substances. These laws often impose liability without regard to whether the owner was responsible for, or aware of, the release of such hazardous substances. If we take title to a property, the presence of hazardous

substances may adversely affect our ability to resell the property, and we may become liable to governmental entities or third parties for various fines, damages, or remediation costs.

If our current or future technology developments and service improvements do not meet customer or agent expectations, our business may be harmed.

Our technology-powered brokerage model is relatively new and unproven, and differs significantly from traditional residential brokerages. Our success depends on our ability to innovate and adapt our technology-powered brokerage to meet evolving industry standards and customer and agent expectations. We have expended, and expect to continue to expend, substantial time, capital, and other resources to understand the needs of customers and agentsexpensive litigation, and to develop technology and service offeringsgreater loss exposure due to meet those needs. We cannot assure you that our current and future offerings will be satisfactory to or broadly accepted by customers and agents, or competitive with the offerings of other businesses. If our current or future offerings are unable to meet industry and customer and agent expectations in a timely and cost-effective manner, our business may be harmed.insurance limits.


We could be required to cease certain activities or incur substantial costs as a result of any claim of infringement of another party’s intellectual property rights.

From time to time, we may receive claims from third parties, including our competitors, that our offerings or underlying technology infringe or violate that third party’s intellectual property rights. We may be unaware of the intellectual property rights of others that may cover some or all of our technology. If we are sued by a third party that claims our technology infringes on its rights, the litigation (with or without merit) could be expensive, time-consuming, and distracting to management. The results of such disputes or litigation are difficult to predict. The results of any intellectual property litigation to which we might become a party may require us to do one or more of the following:
cease offering or using technologies that incorporate the challenged intellectual property;
make substantial payments for judgments, legal fees, settlement payments, ongoing royalties, or other costs or damages;
obtain a license, which may not be available on reasonable terms or at all, to use the relevant technology; or
redesign our technology to avoid infringement.

If we are required to make substantial payments or undertake any of the other actions noted above as a result of any intellectual property infringement claims against us, such payments or costs could have an adverse effect on our business and financial results. Even if we were to prevail, such claims and proceedings could harm our business.

Any failure to protect our intellectual property rights could impair our ability to protect our proprietary technology and our brand.

Our success and ability to compete depends in part on our intellectual property. We primarily rely on a combination of patent, trademark, trade secret, and copyright laws, as well as confidentiality procedures and contractual restrictions with our employees, independent contractors and others to establish and protect our intellectual property rights. However, the steps we take to protect our intellectual property rights may be inadequate or we may be unable to secure intellectual property protection for all of our technology and methodologies.

If we are unable to protect our intellectual property, our competitors could use our intellectual property to market offerings similar to ours and our ability to compete effectively would be impaired. Moreover, others may independently develop technologies that are competitive to ours or infringe on our

intellectual property. The enforcement of our intellectual property rights depends on our legal actions against these infringers being successful, but we cannot be sure these actions will be successful, even when our rights have been infringed. In addition, defending our intellectual property rights might entail significant expense and diversion of management resources. Any of our intellectual property rights may be challenged by others or invalidated through administrative processes or litigation. Furthermore, legal standards relating to the validity, enforceability, and scope of protection of intellectual property rights are uncertain and constantly changing. Accordingly, despite our efforts, we may be unable to prevent third parties from infringing or misappropriating our intellectual property. Any intellectual property that we own may not provide us with competitive advantages or may be successfully challenged by third parties.

Our efforts to enforce our intellectual property rights may be met with defenses, counterclaims, and countersuits attacking the validity and enforceability of our intellectual property rights. Litigation to protect and enforce our intellectual property rights could be expensive, time-consuming and distracting to management, and could ultimately result in the impairment or loss of portions of our intellectual property.

We employ third-party licensed technology, and the inability to maintain these licenses or errors in the software we license could result in increased costs or reduced service levels, which would harm our business.levels.


Our technology employsWe use certain licensed third-party software obtained under licenses from other companies. We anticipate that we will continue to relyin our technology. Our reliance on suchthis third-party software may become costly if the licensor increases the price for the license or changes the terms of use and tools in the future. Although we believe that there arecannot find commercially reasonable alternativesalternatives. Even if we were to the third-party software we currently license, this may not always be the case, or it may be difficult or costly to replace. In addition,find an alternative, integration of our technology with new third-party software may require significant work and require substantial investment of our time and resources. Also, to the extent that our technology depends on the successful operation of third-party software, any

Any undetected errors or defects in the third-party software we license could prevent the deployment or impair the functionality of our technology, delay new service offerings, or result in a failure of our website or mobile application,application.

For example, we host our website and mobile applications using Amazon Web Services (“AWS”). A prolonged AWS service disruption affecting our website and mobile applications would negatively impact our ability to serve our customers and could damage our reputation with current and potential customers, expose us to liability, cause us to lose customers, or otherwise harm our reputation. Ourbusiness. In the event that our AWS service agreements are terminated, or there is an interruption or lapse of service, or elimination of AWS services or features that we use, we could experience interruptions in access to our subscription offerings as well as significant delays and additional expense in changing to a different cloud infrastructure provider and re-architecting our website and mobile applications for deployment on a different cloud infrastructure service provider. This could materially adversely affect our business, results of additional or alternative third-partyoperations and financial condition.

We use open source software would require us to enter into license agreements with third parties, which may not be available on commercially reasonable terms, or at all.

Somein some aspects of our technology include open source software, and any failuremay fail to comply with the terms of one or more of these open source licenses could harm our business.licenses.


Our technology incorporates software covered by open source licenses. The terms of various open source licenses have not been interpreted by U.S. courts, and there is a risk thatif they were interpreted, such licenses could be construed in a manner that imposes unanticipated conditions or restrictions on our technology. If portions of our proprietary software are determined to be subject to an open source license, we could be required to publicly release the affected portions of our source code, re-engineer all or a portion of our technologies, or otherwise be limited in our use of such software, each of which could reduce or eliminate the value of our technologies and harm our business. In addition to risks related to license requirements, use of open source software can lead to greater risks than use of third- party commercial software, as open source licensors generally do not provide warranties or controls on the origin of the software. Many of the risks associated with use of open source software cannot be eliminated and, if such risks materialize, could harm our business.technologies.


Moreover, we cannot assure you that our processes for controlling our use of open source software willmay not be effective. If we are helddo not to have compliedcomply with the terms of an applicable open source software license, we could be required to seek licenses from third parties to continue offering our services on terms that are not economically feasible, to re-engineer our technology to remove or replace the open source software, to discontinue the use of certain technology if re-engineering could not be accomplished on a timely basis, to pay monetary damages, to make generally available the source code for our proprietary technology, or to waive certain intellectual property rights, anyrights.

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RespondingWe may be unable to any infringement or other enforcement claim, regardless of its validity, could harm our business, results of operations, and financial condition, by, among other things:
resulting in time-consuming and costly litigation;
diverting management’s time and attention from developing our business;
requiring us to pay monetary damages or enter into royalty and licensing agreements that we would not normally find acceptable;
requiring us to redesign certain componentssecure intellectual property protection for all of our software using alternative non-infringing source technology or practices, which could require significant effort and expense;
disruptingmethodologies, enforce our customer relationships if we are forced to cease offering certain services;
requiring us to waive certain intellectual property rights, associated withor protect our release of open source software, or contributions to third-party open source projects;other proprietary business information.
requiring us to disclose our software source code; and
requiring us to satisfy indemnification obligations.


Our business depends on third-party network and mobile infrastructure and on our ability to maintain and scale the technology underlying our offerings.

Our brand, reputation,success and ability to attract homebuyers and home sellers and provide our offerings depend on the reliable performance of third-party network and mobile infrastructure. As the number of homebuyers and home sellers, agents, and listings sharedcompete depends in part on our websiteintellectual property and mobile applicationour other proprietary business information. To protect our proprietary rights, we rely on trademark, copyright, and patent law, trade-secret protection, and contractual provisions and restrictions. However, we may be unable to secure intellectual property protection for all of our technology and methodologies or the extent and types of data grow,steps we take to enforce our need for additional network capacity and computing power willintellectual property rights may be inadequate. Furthermore, we may also grow. Operatingbe unable to protect our underlying technology systems is expensive and complex,proprietary business information from misappropriation.

If we are unable to secure intellectual property rights, our competitors could use our intellectual property to market offerings similar to ours and we could experience operational failures. If we experience interruptionswould have no recourse to enjoin or failures in these systems, whether due to system failures, computer viruses, physical or electronic break-ins, attacks on domain name servers or other third parties on which we rely, orstop their actions. Additionally, any other reason, the security and availability of our servicesintellectual property rights may be challenged by others and technologies could be affected. Any such event could harm our reputation, result in a loss of consumers, customers and agents using our offerings, and cause us to incur additional costs.

Our website is hosted at a single facility, the failure of which would harm our business.

Our website is hosted at a single facility in Seattle, Washington. We do not currently have a back-up web hosting facility in a different geographic area. Should this facility experience outagesinvalidated through administrative processes or downtimes for any reason, including a natural disaster or some other event, such as human error, fire, flood, power loss, telecommunications failure, physical or electronic break-ins, terrorist attacks, acts of war, and similar events, we could suffer a significant interruption of our website and mobile application, which would harm our business. In addition, our website and mobile application could be interruptedlitigation. Moreover, even if this facility experiences temporary outages, which could also negatively affectwe secured our servicesintellectual property rights, others may infringe on our intellectual property and harmwe may be unable to successfully enforce our business.

Cybersecurity incidents could disrupt our business operations, result inrights against the lossinfringers because we may be unaware of critical and confidential information, and harm our business.

Global cybersecurity threats and incidents directed at usthe infringement or our third-party service providers can range from uncoordinated individual attempts to gain unauthorized access to information technology systems to sophisticated and targeted measures known as advanced persistent threats. In the ordinary course of our business, we and our third-party service providers collect and store sensitive data, includinglegal actions may not be successful. Finally, others may misappropriate our proprietary business information, and intellectual property, and thatwe may be unaware of the misappropriation or unable to enforce our customers, including personally identifiable information. Additionally, we rely increasingly on third-party providers to store and process data,

and to communicate and work collaboratively. The secure processing, maintenance, and transmission of information are critical to our operations and we rely on the security procedureslegal rights in a cost-effective manner. If any of these third-party providers. Although we employ comprehensive measures designedevents were to prevent, detect, address, and mitigate these threats (including access controls, data encryption, vulnerability assessments, and maintenance of backup and protective systems), cybersecurity incidents, depending on their nature and scope, could potentially result in the misappropriation, destruction, corruption, or unavailability of critical data and confidential or proprietary information (our own or that of third parties, including personally identifiable information of our customers) and the disruption of business operations. Any such compromises to our security, or that of our third-party providers, could cause customers to lose trust and confidence in us, and stop using our website and mobile application in their entirety. In addition, we may incur significant costs for remediation that may include liability for stolen assets or information, repair of system damage, and compensation to customers and business partners. We may also be subject to legal claims, government investigation, and additional state and federal statutory requirements.

Our software is highly complex and may contain undetected errors.

The software and systems underlying our technology and offerings are highly complex and may contain undetected errors or vulnerabilities, some of which may only be discovered after their implementation. Our development and testing processes may not be sufficient to ensure that we will not encounter technical problems. Any inefficiencies, errors, technical problems, or vulnerabilities discovered in our software and systems after release could reduce the quality of our services or interfere with our agents’ and customers’ access to and use of our technology and offerings. This could result in damage to our reputation, loss of revenue or liability for damages, any of which could harm our business.

Changes in privacy or consumer protection laws could adversely affectoccur, our ability to attract customers and harm our business.compete effectively would be impaired.


We collect informationare subject to a variety of federal, state and local laws, and our compliance with these laws, or the enforcement of our rights under these laws, may increase our expenses, require management's resources, or force us to change our business practices.

We are currently subject to a variety of, and may in the future become subject to additional, federal, state, and local laws. The laws include, but are not limited to, those relating to our customers as part of our businessreal estate, brokerage, title, mortgage, advertising, privacy and marketing activities. The collectionconsumer protection, labor and use of personal data is governed by privacyemployment, and intellectual property. These laws and their related regulations of the United Statesmay evolve frequently and other jurisdictions. Privacy regulations continue to evolve and, occasionally, may be inconsistent from one jurisdiction to another. Compliance with applicable privacy regulations may increase our operating costs or adversely affect our ability to market our services and products and serve our customers. In addition, non-compliance with applicable privacy regulations by us, or a breachAdditionally, certain of security systems storing our data, may result in fines, payment of damages, or restrictions on our use or transfer of data.

In addition, we are subject to, and may become subject to additional, laws or regulations that restrict or prohibit use of emails, similar marketing or advertising activities or other types of communication that we currently rely on. Suchthese laws and regulations currently include the CAN-SPAM Act of 2003were created for traditional real estate brokerages, and similar laws adopted by a number of states to regulate unsolicited commercial emails; the U.S. Federal Trade Commission guidelines that impose responsibilities on companies with respect to communications with consumers; federal and state laws and regulations prohibiting unfair or deceptive acts or practices; and the Telephone Consumer Protection Act that limits certain uses of automatic dialing systems, artificial or prerecorded voice messages and SMS text messages. Any further restrictions under such laws that govern our marketing and advertising activities could adverselyit may be unclear how they affect the effectiveness of our marketing and advertising activities or other customer communications. Furthermore, even if we can comply with existing or new laws and regulations, we may discontinue certain activities or communications if we become concerned that our customers or potential customers deem them intrusive or they otherwise adversely affect our reputation. If our marketing and advertising activities are restricted, our ability to attract customers could be adversely affected and harm our business.

If our promotional emails are not delivered and accepted, or are routed by email providers less favorably than other emails,us given our business may be harmed.

We rely on targeted email campaigns to generate customer interest in our products and services. If email providers implement newmodel that is unlike traditional brokerages or more restrictive email delivery policies it may become more difficult to

deliver emails to our customers. For example, certain email providers categorize commercial email as “promotional,” and direct such emails to a less readily-accessible section of a customer’s inbox. If email providers materially limit or halt the delivery of certain of our emails, or if we fail to deliver emails to customers in a manner compatible with email providers’, email handling or authentication technologies, our ability to generate customer interest in our offerings using email may be restricted, which could harm our business.

We rely on business data to make business decisions and drive our machine-learning technology, and errors or inaccuracies in such data may adversely affect our business decisions and the customer experience.

We regularly analyze business data to evaluate growth trends, measure our performance, establish budgets, and make strategic decisions. Much of this data is internally generated and calculated and hasservices that historically have not been independently verified. While our business decisions are based on what we believe tooffered by traditional brokerages.

These laws can be reasonable calculationscostly for the applicable period of measurement, there are inherent challenges in measuring and interpreting the data, and we cannot be sure that the data, or the calculations using such data, are accurate. Errors or inaccuracies in the data could result in poor business decisions, resource allocation, or strategic initiatives. For instance, if we overestimate traffic to our website and mobile application, we may not invest an adequate amount of resources in attracting new customers or we may hire more lead agents in a given market than necessary to meet customer demand. If we make poor decisions based on erroneous or inaccurate data, our business may be harmed.

We use our business data and proprietary algorithms to inform our machine learning, such as in the calculation of our Redfin Estimate. If customers disagree with us or if our Redfin Estimate fails to accurately reflect market pricing such that we are unable to attract homebuyers or help our customers sell their homes at satisfactory prices, or at all, customers may lose confidence in us, and our brand and business may be harmed.

If we fail to effectively manage the growth of our operations, technology systems, and infrastructure to service customers and agents, our business could be harmed.

We have experienced rapid and significant growth in recent years that has placed, and may continue to place, significant demands on our management and our operational and financial infrastructure. For example, we have grown from 752 employees as of December 31, 2013 to 2,422 employees as of December 31, 2017. As we continue to grow, our success will depend on our ability to expand, maintain, and improve technology that supports our business operations, as well as our financial and management information systems, disclosure controls and procedures, internal controls over financial reporting, and to maintain effective cost controls. This requires us to commit substantial financial, operational and technical resources. Our ability to manage these efforts could be affected by many factors, including a lack of adequate staffingcomply with the requisite expertise and training. If our operational technology is insufficient to reliably service our customers and agents, then the number of visitors to our website and mobile application could decrease, agents may not desire to work for us, our customer service and transaction volume could suffer, and our costs could increase. In addition, our reputation may be negatively affected. Any of these events could harm our business.

We depend on our senior management team to grow and operate our business, andor enforce. Additionally, if we are unable to hire, retain, manage,comply with and motivate our key personnel,become liable for violations of these laws, or if courts or regulatory bodies provide unfavorable interpretations of existing regulations, our new personneloperations in affected markets may become prohibitively expensive, consume significant amounts of management's time, or need to be discontinued.

We are subject to costs associated with defending and resolving proceedings brought by government entities and claims brought by private parties.

We are from time to time involved in, and may in the future be subject to, government investigations or enforcement actions and private third-party claims arising from the laws to which we are subject or the contracts to which we are a party. Such investigations, actions, and claims include, but are not limited to, matters relating to employment law (including misclassification), intellectual property, privacy and data protection, consumer protection, website accessibility, competition and antitrust laws, the Real Estate Settlement Procedures Act of 1974, the Fair Housing Act of 1968 or other fair housing statutes, cybersecurity incidents, data breaches, and commercial or contractual disputes. They may also relate to ordinary-course brokerage disputes, including, but not limited to, failure to disclose property defects, failure to meet client legal obligations, commission disputes, personal injury or property damage claims, and vicarious liability based upon conduct of individuals or entities outside of our control, including partner agents and third-party contractor agents. See Note 8 to our consolidated financial statements for a discussion of pending third-party claims that we believe may be material to us.

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Any such investigations, actions, or claims can be costly to defend or resolve, require significant time from management, or result in negative publicity. Furthermore, to the extent we are unsuccessful in defending an action or claim, we may be subject to civil or criminal penalties, including significant fines or damages, the loss of ability to operate in a jurisdiction, or the need to change certain business practices (including redesigning, or obtaining a license for, our technology or modifying or ceasing to offer certain services). Misclassification claims may also require us to reclassify independent contractor associate agents as employees, thereby subjecting them to wage and hour laws, and resulting in related tax and employment liabilities. Agents may also opt out of our platform given the loss of flexibility under an employment model.

The real estate market may be severely impacted by industry changes as the result of certain class action lawsuits or government investigations.

The real estate industry faces significant pressure from private lawsuits and investigations by the Department of Justice (the “DOJ”) into antitrust issues.

In April 2019, the National Association of Realtors (“NAR”) and certain brokerages and franchisors (including Realogy Holdings Corp., HomeServices of America, Inc. RE/MAX, and Keller Williams Realty, Inc.) were named as defendants in a class action complaint alleging a conspiracy to violate federal antitrust laws by, among other things, requiring residential property sellers in Missouri to pay inflated commission fees to buyer brokers (the “NAR Class Action”). On October 31, 2023, a jury found NAR and various of its co-defendants liable and awarded plaintiffs nearly $1.8 billion in damages (an award that is subject to trebling). Class action suits raising similar claims are already pending in this and other jurisdictions and the outcome of the NAR Class Action may result in additional such actions being filed. Subsequently, Redfin has been named as one of several defendants in similar class action suits as described under the caption “Class Act Complaint” above under Item 1. Legal Proceedings.

Defending against class action litigation is costly, may divert time and money away from our operations, and imposes a significant burden on management and employees. Also, the results of any such litigation or investigation cannot be predicted with certainty, and any negative outcome could result in payments of substantial monetary damages or fines, and/or undesirable changes to our operations or business practices, and accordingly, our business, financial condition, or results of operations could be materially and adversely affected.

In addition to the NAR Class Action and various similar private actions already pending, beginning in 2018, the DOJ began investigating NAR for violations of the federal antitrust laws. The DOJ and NAR appeared to reach a resolution in November 2020, resulting in the filing of a Complaint and Proposed Consent Judgment pursuant to which NAR agreed to adopt certain rule changes, such as increased disclosure of commission offers. The DOJ has since sought to continue its investigation of NAR, and the question of whether the earlier settlement forecloses further investigation is currently being litigated. It is uncertain what effect, if any, the resumption of the DOJ’s investigation could have on the larger real estate industry, including any further settlement that may result therefrom.

Beyond monetary damages, the various class action suits seek to change real estate industry practices and, along with the DOJ investigation, have prompted state and local real estate boards or multiple listing services to discuss and consider changes to long-established rules and regulations. To the extent adopted, such amended rules and regulations may require changes to our business model, including changes to agent and broker compensation. Even if commission sharing remains the norm, it may no longer be mandated, which may lead to the introduction of hourly or a la carte services. If buyers end up having to compensate their brokers, they may be more likely to contact listing agents directly, driving down dual agent broker commissions. Home lending rules and norms do not performcurrently allow for homebuyers to include buyer’s agent compensation in the balance of a home loan, which may impair the ability of homebuyers to pay buyers’ agent fees when purchasing a home. Such potential changes in the model for agent and broker compensation could reduce the fees we receive from our agents and, in turn, adversely affect our financial condition and results of operations.
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Risks Related to Our Indebtedness

Our term loan facility provides our lenders with a first-priority lien against substantially all of our and our subsidiaries’ assets, and contains financial covenants and other restrictions on our actions, which could limit our operational flexibility and otherwise adversely affect our financial condition.

Our term loan facility restricts our ability to, among other things:
use our accounts receivable, inventory, trademarks and most of our other assets as security in other borrowings or transactions;
incur additional indebtedness, except for (i) indebtedness secured on a pari passu basis in an amount up to $50,000,000, (ii) indebtedness secured on a junior and subordinated basis or subordinated in right of payment to our senior lenders, and (iii) unsecured indebtedness;
incur liens upon our property;
dispose of certain assets;
purchase or acquire equity interests;
declare dividends or make certain distributions;
enter into related party transactions; and
undergo a merger or consolidation or other transactions.

Our term loan facility also requires that we anticipate,maintain aggregate consolidated liquidity (defined as unrestricted cash plus cash equivalents) of $75.0 million, tested on a quarterly basis. Our ability to comply with these and other covenants is dependent upon several factors, some of which are beyond our control.

Our failure to comply with the covenants or payment requirements, or the occurrence of other events specified in our term loan facility, could result in an event of default under the term loan facility, which would give our lenders the right to terminate their commitments to provide additional loans under the term loan facility and to declare all borrowings outstanding, together with accrued and unpaid interest and fees, to be immediately due and payable. In addition, we have granted our lenders first-priority liens against substantially all of our and our subsidiaries’ assets as collateral (other than the assets of our subsidiary Bay Equity LLC). Failure to comply with the covenants or other restrictions in the term loan facility could result in a default. If the debt under our term loan facility was to be accelerated, we may not have sufficient cash on hand or be able to sell sufficient collateral to repay it, which would have an immediate adverse effect on our business and operating results.

We may be harmed.not have sufficient cash flow to make the payments required under our current indebtedness, and a failure to make payments when due may result in the entire principal amount of our indebtedness becoming due prior to maturity, which may result in our bankruptcy.


Our ability to make scheduled payments of the principal of or to pay interest on our indebtedness, including amounts payable under our 2027 notes and any borrowings under our term loan facility or other future successindebtedness, depends on having sufficient cash on hand when the payments are due. Our cash availability, in turn, depends on our continued abilityfuture performance, which is subject to identify, hire, develop, manage, motivate, and retain qualified personnel, particularly those who have specialized skills and experiencethe other risks described in technology fields andItem 1A. If we are unable to generate sufficient cash flow to make the residential brokerage industry. Further,payments when due, then we may be required to adopt one or more alternatives, such as selling assets, refinancing the notes, or raising additional capital. However, we may not be able to retain the servicesengage in any of these activities or engage in these activities on desirable terms, which could result in a default on our debt obligations.

In addition, holders of our key employees or other membersconvertible senior notes have the right to require us to repurchase their notes upon the occurrence of senior management ina fundamental change at a repurchase price equal to 100% of the future. In particular, we are highly dependent on Glenn Kelman, our Chief Executive Officer, who is criticalprincipal amount of the notes to our business, consumer-focused mission,be repurchased, plus any accrued and strategic direction.

We do not have employment agreements other than offer letters with any employee, including our senior management team, and we do not maintain key person life insurance for any employee. Any changes in our senior management team may be disruptive to our business. If we fail to retain or effectively replace membersunpaid interest. Furthermore, holders of our senior management team, ornotes have the right to convert their notes upon any of the conditions described below:
during any calendar quarter, if our senior management team fails to work together effectively and to execute our plans and strategies, our business could be harmed.

Our growth strategy also depends on our ability to expand our organization by attracting and retaining high-quality personnel, particularly lead agents and experienced technical personnel.
Identifying, recruiting, training, integrating, managing, and motivating talented individuals will require significant time, expense, and attention. Competition for talent is intense, particularly in many major markets we serve. In particular, hiring for technical personnel is highly competitive in Seattle and San Francisco, where substantially all of our technical team is located. If we are unable to effectively attract and retain qualified personnel, our business could be harmed.

Our dedication to our values and the customer experience may negatively influence our short-term financial results.

We have taken, and may continue to take, actions that we believe are in the best interests of customers and the long-term interests of our business, even if those actions do not necessarily maximize short-term financial results. For instance, we believe we could increase our profitability in the short term by engaging lead agents as independent contractors and compensating them on transaction value-based commissions, but instead we employ our lead agents and compensate them based in part on customer satisfaction. However, this approach may not result in the long-term benefits that we expect, in which case our business and results of operations could be harmed.

We may need to raise additional capital to grow our business and satisfy our anticipated future liquidity needs, and we may not be able to raise it on terms acceptable to us, or at all.

Growing and operating our business will require significant cash outlays, liquidity reserves and capital expenditures and commitments to respond to business challenges, including developing or enhancing new or existing services and technologies, and expanding our operating infrastructure. If cash on hand, cash generated from operations, and the net proceeds we received from our initial public offering are not sufficient to meet our cash and liquidity needs, we may need to seek additional capital, potentially through debt or equity financings. We may not be able to raise needed cash on terms acceptable to us, or at all. Such financings may be on terms that are dilutive or potentially dilutive to our stockholders, and the prices at which new investors would be willing to purchase our securities may be lower than the then-current marketlast reported sale price per share of our common stock. Thestock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price of the notes on each applicable trading day;
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during the five business day period after any five consecutive trading day period in which the trading price per $1,000 principal amount of the notes for each trading day of the measurement period was less than 98% of the product of the last reported sale price of our common stock and the conversion rate of the notes on each such trading day;
if we call any or all of the notes for redemption, at any time prior to the close of business on the scheduled trading day prior to the redemption date; or
upon the occurrence of specified corporate events.

If any of these conversion features under a tranche of our notes are triggered, then holders of new securitiessuch notes will be entitled to convert the notes at any time during specified periods at their option. Upon conversion, we will be required to make cash payments in respect of the notes being converted, unless we elect to deliver solely shares of our common stock to settle such conversion (other than paying cash in lieu of delivering any fractional share).

In addition, our term loan facility prohibits us from making any cash payments on the conversion or repurchase of our notes if an event of default exists under our term loan facility or if, after giving effect to such conversion or repurchase, we would not be in compliance with the financial covenants under our term loan facility. Our failure to make payments when due may alsoresult in an event of default under the indentures governing our convertible senior notes and cause (i) with respect to our 2025 notes, the remaining $193.4 million aggregate principal amount, and (ii) with respect to our 2027 notes, the entire $503.1 million aggregate principal amount, plus, in each case, any accrued and unpaid interest, to become due immediately and prior to the maturity date, and may further result in a default under our term loan facility. Any acceleration of the amounts outstanding under our indebtedness could result in our bankruptcy. In a bankruptcy, our term loan lender first, and the holders of our convertible senior notes second, would have rights, preferences, or privileges that area claim to our assets senior to thosethe claims of existing stockholders.holders of our common stock.

A substantial portion of our mortgage business’s assets are measured at fair value. If new financing sourcesour estimates of fair value are required, but are insufficient or unavailable,inaccurate, we may needbe required to modify our growth and operating plans and business strategies based on available funding, if any, which would harm our ability to grow our business.

We intend to evaluate acquisitions or investments in third-party technologies and businesses, but we may not realize the anticipated benefits from, and may have to pay substantial costs related to, any acquisitions, mergers, joint ventures, or investments that we undertake.

As partrecord a significant write down of our business strategy,assets.

Bay Equity’s mortgage servicing rights (“MSRs”), interest rate lock commitments (“IRLCs”), and mortgage loans held for sale are recorded at fair value on our balance sheet. Fair value determinations require many assumptions and complex analyses, and we evaluate acquisitionscannot control many of or investments in, a wide array of potential strategic opportunities, including third-party technologies and businesses. We may be unable to identify suitable acquisition candidates in the future or to make these acquisitions on a commercially reasonable basis, or at all. Any transactions thatunderlying factors. If our estimates are incorrect, we enter into could be materialrequired to write down the value of these assets, which could adversely affect our financial condition and results of operations. Such acquisitions

In particular, our estimates of the fair value of Bay Equity’s MSRs are based on the cash flows projected to result from the servicing of the related mortgage loans and continually fluctuate due to a number of factors, including estimated discount rate, the cost of servicing, objective portfolio characteristics, contractual service fees, default rates, prepayment rates and other market conditions that affect the number of loans that ultimately become delinquent or are repaid or refinanced. These estimates are calculated by a third party using financial models that account for a high number of variables that drive cash flows associated with MSRs and anticipate changes in those variables over the life of the MSR. The accuracy of our estimates of the fair value of our MSRs are dependent on the reasonableness of the results of such models and the variables and assumptions that are built into them. If prepayment speeds or loan delinquencies are higher than anticipated, or other factors perform worse than modeled, the recorded value of certain of our MSRs may decrease, which could adversely affect our financial condition and results of operations.

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Bay Equity relies on its warehouse credit facilities to fund the mortgage loans that it originates. If one or more of those facilities were to become unavailable, Bay Equity may be unable to find replacement financing on commercially reasonable terms, or at all, and this could adversely affect its ability to originate additional mortgage loans.

Bay Equity relies on borrowings from warehouse credit facilities to fund substantially all of the mortgage loans that it originates. To grow its business, Bay Equity depends, in part, on having sufficient borrowing capacity under its current facilities or obtaining additional borrowing capacity under new facilities. A current facility may become unavailable if Bay Equity fails to comply with its ongoing obligations under the facility or if it cannot agree with the lender on terms to renew the facility. New facilities may not be available on terms acceptable to us. If Bay Equity were unable to secure sufficient borrowing capacity through its warehouse credit facilities, then it may need to rely on our cash on hand to originate mortgage loans. If this cash were unavailable, then Bay Equity may be unable to maintain or increase the amount of mortgage loans that it originates, which will adversely affect its growth.

Each warehouse credit facility contains various restrictive and financial covenants and provides that Bay Equity’s breach or failure to satisfy certain of such covenants constitutes an event of default. In part due to decreased demand in the broader mortgage industry, occasionally Bay Equity may be unable to satisfy certain of these financial covenants. While lenders may waive any breaches of the financial covenants, there is no assurance that every lender will do so. If we were unable to secure a waiver of an event of default from an applicable lender, and such lender determines to enforce is remedies under the applicable warehouse facility, then Bay Equity may lose a portion of its assets, including pledged mortgage loans, and would be unable to rely on such facility to fund its mortgage originations, which may adversely affect Bay Equity’s business. This could trigger similar cross-defaults of Bay Equity’s other warehouse facilities.

The cross-acceleration and cross-default provisions in the agreements governing our current indebtedness may result in an immediate obligation to repay all of either our 2025 and 2027 convertible senior notes, our warehouse credit facilities, or our term loan facility.

The indentures governing our 2025 and 2027 convertible senior notes contain cross-acceleration and cross-default provisions. These provisions could have the intended benefitseffect of creating an event of default under the indenture for either our 2025 or 2027 convertible senior notes, despite our compliance with that agreement, due solely to an event of default or failure to pay amounts owed under the indenture for the other tranche of convertible senior notes. Accordingly, all or a significant portion of our outstanding convertible senior notes could become immediately payable due solely to our business,failure to comply with the terms of a single agreement governing either our 2025 or 2027 convertible senior notes. In addition, each of our warehouse credit facilities and term loan facility contain cross-acceleration and cross-default provisions. These provisions could have the effect of creating an event of default under the agreement for any such facility, despite our compliance with that agreement, due solely to an event of default or failure to pay amounts owed under the agreement for another facility. Accordingly, all or a significant portion of our outstanding warehouse indebtedness or outstanding term loan indebtedness could become immediately payable due solely to our failure to comply with the terms of a single agreement governing one of our facilities. While the cross-default provisions in our existing warehouse credit facilities do not pick up defaults under our convertible senior notes and our existing warehouse credit facilities are carved out of the cross-payment default provisions in our 2025 and 2027 senior notes given that they constitute non-recourse debt, any default under our convertible senior notes would trigger an event of default under our term loan facility and, similarly, any default under our term loan facility would trigger the cross-payment default provisions in our 2025 and 2027 senior notes.
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Risks Related to Our Convertible Preferred Stock

We may be required to make cash payments to our preferred stockholders before our preferred stock's final redemption date of November 30, 2024, and any cash payments may materially reduce our net working capital.

On November 30, 2024, we will be required to redeem all shares of our convertible preferred stock then outstanding and pay accrued dividends on those shares. A preferred stockholder has the option of receiving cash, shares of our common stock, or a combination of cash and shares for this redemption. However, before this redemption, we may be required to make cash payments to our preferred stockholders in the two situations described below, and any such cash payments will reduce our cash available for other corporate uses and may materially reduce our net working capital.

Dividends accrue on each $1,000 of our outstanding convertible preferred stock at a rate of 5.5% per year and are payable quarterly. Assuming we satisfy the "equity conditions" (as defined in the certificate of designation governing our preferred stock), we will pay dividends in shares of our common stock. These conditions principally include (i) we have ensured the liquidity and transferability of our common stock held by the preferred stockholders, (ii) we have issued common stock and paid cash to the preferred stockholders, as required by the certificate of designation, (iii) we are not successfully evaluatein bankruptcy or utilizehave had a bankruptcy proceeding instituted against us, and (iv) we have not breached an agreement that governs the acquired technology, offerings, or personnel, or accurately forecastpreferred stockholders' rights with respect to the financial effect of an acquisition transaction. The process of integrating an acquired company, business, technology, or personnel into our own company is subject to various riskspreferred stock and challenges, including:

diverting management timesuch breach materially and focus from operatingadversely impacts our business to acquisition integration;
disrupting our respective ongoing business operations;
customer and industry acceptance ofor a preferred stockholder's economic benefits under the acquired company’s offerings;
our ability to implement or remediate the controls, procedures, and policies of the acquired company;
retaining and integrating acquired employees;
failing to maintain important business relationships and contracts;
liability for activities of the acquired company before the acquisition;
litigation or other claims arising in connection with the acquired company;
impairment charges associated with goodwill and other acquired intangible assets; and
other unforeseen operating difficulties and expenditures.

Our failure to address these risks or other problems we encounter with our future acquisitions and investments could cause us to not realize the anticipated benefits of such acquisitions or investments, incur unanticipated liabilities, and harm our business.

Ifagreement. However, if we fail to maintain an effective systemsatisfy these "equity conditions," then we must pay cash dividends in amount equal to (i) the number of disclosure controls and internal control over financial reporting, we may not be able to produce timely and accurate financial statements or comply with applicable regulations. We will incur increased costs as a resultshares of operating as a public company.

As a public company, particularly after we are no longer an emerging growth company, we will incur significant legal, accounting, and other expensesour common stock that we did not incurwould have issued as a private company. In addition,dividends, assuming we satisfied the Sarbanes-Oxley Act of 2002, orconditions, multiplied by (ii) the Sarbanes-Oxley Act, and rules subsequently implemented by the U.S. Securities and Exchange Commission, or SEC, and The Nasdaq Stock Market, or Nasdaq, have imposed various requirements on public companies, including establishing and maintaining effective disclosure and financial controls and corporate governance practices. Our management and other personnel have limited experience operating a public company, which may result in operational inefficiencies or errors, or a failure to improve or maintain effective internal control over financial reporting and disclosure controls and procedures necessary to ensure timely and accurate reporting of operational and financial results. We may need to hire additional personnel, and our existing management team will need to devote a substantial amount of time to these compliance initiatives. Moreover, these rules and regulations will increase our legal and financial compliance costs and will make some activities more time-consuming and costly.

The Sarbanes-Oxley Act requires, among other things, that we maintain effective disclosure controls and procedures and internal control over financial reporting. Our disclosure controls and other procedures are designed to ensure that information required to be disclosed by us in the reports that we will file with the SEC is recorded, processed, summarized and reported within the time periods specified in SEC rules and forms and that information required to be disclosed in reports under the Exchange Act is accumulated and communicated to our principal executive and financial officers, and we continue to evaluate how to improve controls. We are also continuing to improve our internal control over financial reporting. In order to maintain and improve the effectiveness of our disclosure controls and procedures and internal control over financial reporting, we have expended, and anticipate that we will continue to expend, significant resources, including accounting-related costs and significant management oversight.

        Our current controls and any new controls that we develop may become inadequate because of changes in conditions in our business. Further, weaknesses in our disclosure controls and internal control

over financial reporting may be discovered in the future. Any failure to develop or maintain effective controls or any difficulties encountered in their implementation or improvement could harm our results of operations or cause us to fail to meet our reporting obligations and may result in a restatement of our financial statements for prior periods. Any failure to implement and maintain effective internal control over financial reporting also could adversely affect the results of periodic management evaluations and annual independent registered public accounting firm attestation reports regarding the effectiveness of our internal control over financial reporting that we will eventually be required to include in our periodic reports that will be filed with the SEC. Ineffective disclosure controls and procedures and internal control over financial reporting could also cause investors to lose confidence in our reported financial and other information, which would likely have a negative effect on the tradingvolume-weighted-average closing price of our common stock. In addition, if westock for the ten trading days preceding the date the dividends are unablepayable.

A preferred stockholder has the right to continuerequire us to meet these requirements, we may not be ableredeem its preferred stock for cash following the occurrence of a "triggering event" (as defined in the certificate of designation governing our preferred stock). These events are similar in nature to remain listedthe "equity conditions" described above. The cash payment, for each share of preferred stock, would equal the sum of (i) $1,000, (ii) any accrued dividends on Nasdaq. We are not currently requiredthe preferred stock, and (iii) an amount equal to comply withall scheduled dividend payments (excluding any accrued dividends) on the SEC rules that implement Section 404 of the Sarbanes-Oxley Act and are therefore not required to make a formal assessment of the effectiveness of our internal control over financial reportingpreferred stock for that purpose. As a public company, will be required to furnish a report by our management on our internal control over financial reporting beginning with the fiscal year ending December 31, 2018.

In addition, changing laws, regulations, and standards relating to corporate governance and public disclosure are creating uncertainty for public companies, increasing legal and financial compliance costs, and making some activities more time consuming. These laws, regulations and standards are subject to varying interpretations, in many cases due to their lack of specificity and, as a result, their application in practice may evolve over time as new guidance is provided by regulatory and governing bodies. This could result in continuing uncertainty regarding compliance matters and higher costs necessitated by ongoing revisions to disclosure and governance practices. We intend to invest resources to comply with evolving laws, regulations, and standards, and this investment may result in increased general and administrative expenses and divert management’s time and attention from revenue-generating activities to compliance activities. If our efforts to comply with new laws, regulations and standards differall remaining dividend periods from the activities intended by regulatory or governing bodies due to ambiguities related to their application and practice, regulatory authorities may initiate legal proceedings against us and our business may be harmed.date the preferred stockholder requests redemption through November 29, 2024.


Our ability to use net operating losses to offset future taxable income may be limited.

As of December 31, 2017, we had federal net operating loss carryforwards, or NOLs, we may use to reduce future taxable income or offset income taxes due. The NOLs start expiring in 2025.
Insufficient future taxable income will adversely affect our ability to deploy these NOLs and credit carryforwards. In addition, under Section 382 of the U.S. Internal Revenue Code of 1986, as amended, or the Code, a corporation that experiences a more-than 50% ownership change over a three-year testing period is limited in its ability to use its pre-change NOLs and other tax assets to offset future taxable income or income taxes due. Our existing NOLs and credit carryforwards may be subject to limitations arising from previous ownership changes; if we undergo an ownership change, then our ability to use our NOLs and credit carryforwards could be further limited by Section 382 of the Code. Future changes in our stock ownership, the causes of which may be outside our control, could result in an ownership change under Section 382 of the Code. Our NOLs may also be impaired under state law. As a result of these limitations, we may not be able to utilize a material portion of, or possibly any of, the NOLs and credit carryforwards.

Catastrophic events may disrupt our business.

Natural disasters or other catastrophic events may damage or disrupt our operations, local and regional real estate markets, or the U.S. economy, and thus could harm our business. Our headquarters is located in Seattle, Washington, an earthquake-prone area. A natural disaster or catastrophic event in Seattle could interrupt our engineering and financial functions and impair access to internal systems, documents, and equipment critical to the operation of our business. Many of the major markets we serve, such as the San Francisco Bay Area and Southern California, are also located in earthquake zones and are susceptible to natural disasters. Additionally, other significant natural disasters or catastrophic events in any of the major markets we serve could harm our business.


As we grow, the need for business continuity planning and disaster recovery plans will become increasingly important. If we are unable to develop adequate plans to ensure that our business functions continue to operate during and after a disaster, and successfully execute on those plans in the event of a disaster or emergency, our business could be harmed.

We could be subject to significant losses if banks do not honor our escrow and trust deposits.

Through Title Forward, our title and settlement services subsidiary, we act as an escrow agent for numerous customers. As an escrow agent, we receive money from customers to hold until certain conditions are satisfied. These funds are held as restricted cash on our balance sheet; because we do not have rights to the cash, a corresponding customer deposit liability in the same amount is recognized in our consolidated balance sheets in other payables. Upon the satisfaction of the applicable conditions, we release the money to the appropriate party. Although we deposit this money with various banks, we remain contingently liable for the disposition of these deposits. The banks may hold a significant amount of these deposits in excess of the federal deposit insurance limit. If any of our depository banks were to become unable to honor any portion of our deposits, customers could seek to hold us responsible for such amounts and, if the customers prevailed in their claims, we could be subject to significant losses.

Risks Relating to Ownership of Our Common Stock

The stock price of our common stock has been and will likely continue to be volatile and may decline regardless of our performance, and you could lose all or part of your investment.

The market price of our common stock has been and will likely continue to be subject to significant fluctuations. Some of the factors that may cause the market price to fluctuate include the following, many of which are beyond our control:
overall performance of the equity markets and the performance of technology or real estate companies in particular;
variations in our results of operations, cash flows, and other financial metrics and non-financial metrics, and how those results compare to analyst expectations;
changes in the financial projections we may provide to the public or our failure to meet those projections;
failure of securities analysts to maintain coverage of us, changes in financial estimates by any securities analysts who follow our company, or our failure to meet these estimates or the expectations of investors;
recruitment or departure of key personnel;
variations in general market, financial markets, economic, and political conditions in the United States;
changes in mortgage interest rates;
changes in federal, state, or local tax laws and policies;
variations in the housing market, including seasonal trends and fluctuations;
negative publicity related to the real or perceived quality of our website and mobile application, as well as the failure to timely launch new products and services that gain market acceptance;

rumors and market speculation involving us or other companies in our industry;
announcements by us or our competitors of significant technical innovations, new business models, or changes in pricing;
acquisitions, strategic partnerships, joint ventures, or capital commitments;
new laws, regulations, or executive orders, or new interpretations of existing laws or regulations applicable to our business;
changes in MLS or other broker rules and regulations, or new interpretations of rules and regulations applicable to our business;
lawsuits threatened or filed against us, or unfavorable determinations or settlements in any such suits;
developments or disputes concerning our intellectual property or our technology, or third- party proprietary rights;
changes in accounting standards, policies, guidelines, interpretations, or principles;
other events or factors, including those resulting from war, incidents of terrorism, or responses to these events;
the expiration of any contractual lock-up or market standoff agreements; and
sales of shares of our common stock by us or our stockholders.

In addition, the stock markets have experienced extreme price and volume fluctuations that have affected and continue to affect the market prices of equity securities of many companies. Stock prices of many companies, and technology companies in particular, have fluctuated in a manner unrelated or disproportionate to the operating performance of those companies. In the past, stockholders have instituted securities class action litigation following periods of market volatility. If we were to become involved in securities litigation, it could subject us to substantial costs, divert resources and the attention of management from our business, and harm our business.

If securities or industry analysts do not publish research or publish inaccurate or unfavorable research about our business, our stock price and trading volume could decline.

The trading market for our common stock will depend in part on the research and reports that securities or industry analysts publish about us or our business, our market, and our competitors. We do not have any control over these analysts. If one or more of the analysts who cover us downgrade our shares or change their opinion of our shares, our share price would likely decline. If one or more of these analysts cease covering us or fail to regularly publish reports on us, we could lose visibility in the financial markets, which could cause our share price or trading volume to decline.

Sales of a substantial number of shares of our common stock, or the perception that they might occur, may cause the price of our common stock to decline.

Sales of a substantial number of shares of our common stock into the public market, particularly sales by our directors, executive officers, and principal stockholders, or the perception that these sales might occur, could cause the market price of our common stock to decline.

As of December 31, 2017, there were 81,468,891 shares of our common stock outstanding. All lock-up restrictions entered into by security holders in connection with our initial public offering in July 2017 have

expired as of the date of this Annual Report on Form 10-K, and all shares of our common stock are available for sale in the public market, subject in certain cases to volume limitations under Rule 144 under the Securities Act of 1933, as amended, or the Securities Act, various vesting agreements, as well as our insider trading policy.

In addition, approximately 13.2 million shares of our common stock that are subject to outstanding options as of December 31, 2017 will become eligible for sale in the public market to the extent permitted by the provisions of various vesting agreements, the lock-up agreements, and Rules 144 and 701 under the Securities Act. We have also registered approximately 9.5 million shares of common stock that we may issue under our equity compensation plans.

Certain holders of our outstanding common stock have rights, subject to some conditions, to require us to file registration statements covering their shares or to include their shares in registration statements that we may file for ourselves or our stockholders.

We cannot predict what effect, if any, sales of our shares in the public market or the availability of shares for sale will have on the market price of our common stock. However, future sales of substantial amounts of our common stock in the public market, including shares issued on exercise of outstanding options, or the perception that such sales may occur, could adversely affect the market price of our common stock.
We also expect that significant additional capital may be needed in the future to continue our planned operations. To raise capital, we may sell common stock, convertible securities or other equity securities in one or more transactions at prices and in a manner we determine from time to time. These sales, or the perception in the market that the holders of a large number of shares intend to sell shares, could reduce the market price of our common stock.

We have broad discretion to use the net proceeds from our initial public offering and may not use them effectively.

Our management has broad discretion in the application of the net proceeds from our initial public offering. If we do not use the net proceeds effectively, our business, financial condition, results of operations, and prospects could be harmed, and the market price of our common stock could decline. Pending their use, we may invest the net proceeds from our initial public offering in short-term, investment-grade, interest-bearing securities such as money market accounts, certificates of deposit, commercial paper, and guaranteed obligations of the U.S. government that may not generate a high yield to our stockholders.

We do not intend to pay dividends for the foreseeable future.

We have never declared or paid any cash dividends on our common stock and do not intend to pay any cash dividends in the foreseeable future. We currently anticipate that for the foreseeable future we will retain all of our future earnings for the development, operation and growth of our business and for general corporate purposes. Accordingly, investors must rely on sales of their common stock after price appreciation, which may never occur, as the only way to realize any future gains on their investments.

Our executive officers, directors, principal stockholders and their affiliates exercise significant influence over our company, which will limit your ability to influence corporate matters and could delay or prevent a change in corporate control.

As of December 31, 2017, our executive officers, directors, five percent or greater stockholders and their respective affiliates own in the aggregate a majority of our common stock. As a result, these stockholders have the ability to influence us through this ownership position. These stockholders may be able to determine all matters requiring stockholder approval. For example, these stockholders may be able to control elections of directors, amendments of our organizational documents, or approval of any merger, sale of assets, or other major corporate transaction. This may prevent or discourage unsolicited acquisition

proposals or offers for our common stock that you may feel are in your best interest as one of our stockholders. The interests of this group of stockholders may not always coincide with your interests or the interests of other stockholders and they may act in a manner that advances their best interests and not necessarily those of other stockholders, including seeking a premium value for their common stock, and might affect the prevailing market price for our common stock.

We are an emerging growth company, and intend to take advantage of reduced disclosure requirements applicable to emerging growth companies, which could make our common stock less attractive to investors.

We are an “emerging growth company,” as defined in Section 2(a) of the Securities Act, as modified by the Jumpstart Our Business Startups Act of 2012, or JOBS Act. We will remain an emerging growth company until the earliest to occur of (1) the last day of the fiscal year in which we have total annual gross revenue of $1.07 billion or more; (2) December 31, 2022 (the last day of the fiscal year ending after the fifth anniversary of the date of the completion of our initial public offering); (3) the date on which we have issued more than $1.0 billion in non-convertible debt securities during the prior three-year period; or (4) the date we qualify as a “large accelerated filer” under the rules of the SEC, which means the market value of our common stock that is held by non-affiliates exceeds $700 million as of the last business day of our most recently completed second fiscal quarter. For so long as we remain an emerging growth company, we are permitted and intend to rely on exemptions from certain disclosure requirements that are applicable to other public companies that are not emerging growth companies.

In addition, the JOBS Act provides that an emerging growth company can take advantage of an extended transition period for complying with new or revised accounting standards. This allows an emerging growth company to delay the adoption of certain accounting standards until those standards would otherwise apply to private companies. We have irrevocably elected not to avail ourselves of this exemption from new or revised accounting standards and, therefore, we will be subject to the same new or revised accounting standards as other public companies that are not emerging growth companies.

Provisions in our corporate charter documents and under Delaware or Washington law could make an acquisition of us, which may be beneficial to our stockholders, more difficult and may prevent attempts by our stockholders to replace or remove our current management.

Provisions in our restated certificate of incorporation and our restated bylaws may discourage, delay, or prevent a merger, acquisition, or other change in control of our company that stockholders may consider favorable, including transactions in which you might otherwise receive a premium for your shares. These provisions could also limit the price that investors might be willing to pay in the future for shares of our common stock, thereby depressing the market price of our common stock. In addition, because our board of directors is responsible for appointing the members of our management team, these provisions may frustrate or prevent any attempts by our stockholders to replace or remove our current management by making it more difficult for stockholders to replace members of our board of directors. Among other things, these provisions:
establish a classified board of directors so that not all members of our board are elected at one time;
permit only the board of directors to establish the number of directors and fill vacancies on the board;
provide that directors may only be removed “for cause” and only with the approval of two-thirds of our stockholders;
require super-majority voting to amend some provisions in our restated certificate of incorporation and restated bylaws;

authorize the issuance of “blank check” preferred stock that our board could use to implement a stockholder rights plan, also known as a “poison pill”;
eliminate the ability of our stockholders to call special meetings of stockholders;
prohibit stockholder action by written consent, which requires all stockholder actions to be taken at a meeting of our stockholders;
prohibit cumulative voting; and
establish advance notice requirements for nominations for election to our board or for proposing matters that can be acted upon by stockholders at annual stockholder meetings.

Moreover, we are governed by the provisions of Section 203 of the Delaware General Corporation Law, or DGCL, which prohibits a person who owns in excess of 15% of our outstanding voting stock from merging or combining with us for a period of three years after the date of the transaction in which the person acquired in excess of 15% of our outstanding voting stock, unless the merger or combination is approved in a prescribed manner. Likewise, because our principal executive offices are located in Washington, the anti-takeover provisions of the Washington Business Corporation Act may apply to us under certain circumstances now or in the future. These provisions prohibit a “target corporation” from engaging in any of a broad range of business combinations with any stockholder constituting an “acquiring person” for a period of five years following the date on which the stockholder became an “acquiring person.”

Any of these provisions of our charter documents or Delaware or Washington law could, under certain circumstances, depress the market price of our common stock.


Our restated certificate of incorporation designates the Court of Chancery of the State of Delaware and the U.S. federal district courts as the sole and exclusive forumforums for certain types of actions and proceedings that may be initiated by our stockholders, which couldstockholders. These provisions may limit our stockholders’a stockholder's ability to obtainbring a favorableclaim in a judicial forum that it finds favorable for disputes with us or our directors, officers, or employees, or agents.which may discourage lawsuits with respect to such claims.


Our restated certificate of incorporation provides that, unless we consent in writing to an alternative forum, the Court of Chancery of the State of Delaware or the Court of Chancery, will be the sole and exclusive forum for (i) any derivative action or proceeding brought on our behalf, (ii) any action asserting a claim of breach of a fiduciary duty owed by any of our directors, officers, employees, or agentsemployees to us or our stockholders, (iii) any action asserting a claim arising pursuant to any provision of the DGCL,Delaware General Corporation Law, our restated certificate of incorporation, or our restated bylaws, (iv) any action to interpret, apply, enforce or determine the validity of our restated certificate of incorporation or our restated bylaws, or (v) any action asserting a claim that is governed by the internal affairs doctrine,doctrine. This exclusive forum provision does not apply to actions arising under the Securities Exchange Act of 1934, or, as described below, the Securities Act of 1933.

Our restated certificate of incorporation further provides that, unless we consent in each case subjectwriting to an alternative forum, the Court of Chancery having personal jurisdiction over the indispensable parties named as defendants therein and the claim not being one that is vested inU.S. federal district courts will be the exclusive jurisdictionforum for any complaint asserting a cause of a court or forum other thanaction arising under the CourtSecurities Act of Chancery or for which the Court of Chancery does1933. Notwithstanding this provision, stockholders will not have subject matter jurisdiction. Any person purchasing or otherwise acquiring any interest in any shares of our capital stock shall be deemed to have noticewaived our compliance with the federal securities laws and the rules and regulations thereunder.

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This choice of forum provision may limit our stockholders’ ability to bring a claim in a judicial forum that it finds favorable for disputes with us or our directors, officers, employees, or agents, which may discourage such lawsuits against us and our directors, officers, employees, and agents even though an action, if successful, might benefit our stockholders. Stockholders who do bring a claim in the Court of Chancery could face additional litigation costs in pursuing any such claim, particularly if they do not reside in or near Delaware. The Court of Chancery may also reach different judgments or results than would other courts, including courts where a stockholder considering an action may be located or would otherwise choose to bring the action, and such judgments or results may be more favorable to us than to our stockholders. Alternatively, if a court were to find this provision of our restated certificate of incorporation inapplicable to, or unenforceable in respect of, one or more of the specified types of actions or proceedings,

we may incur additional costs associated with resolving such matters in other jurisdictions, which could have an adverse effect on our business, financial condition or results of operations.


Item 1B. Unresolved Staff Comments


None.


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Item 1C. Cybersecurity

Overview

Our board of directors (the “Board”) recognizes the critical importance of maintaining the trust and confidence of our customers, business partners, stockholders, and employees. Our audit committee is involved in direct oversight of our risk management program, and cybersecurity represents an important component of our overall approach to enterprise risk management (“ERM”). Our cybersecurity policies, standards, processes and practices are fully integrated into our ERM program and are based on recognized frameworks established by the National Institute of Standards and Technology, the International Organization for Standardization, and other applicable industry standards. We seek to address cybersecurity risks through a comprehensive, cross-functional approach that focuses on preserving the confidentiality, security and availability of the information that we collect and store by identifying, preventing and mitigating cybersecurity threats and effectively responding to cybersecurity incidents when they occur.

Risk Management and Strategy

As one of the critical elements of our overall ERM approach, our cybersecurity program is focused on the following key areas:

Governance—Our audit committee oversees our ERM program, including the management of risks arising from cybersecurity threats, and are supported by the Information Security Steering Committee (the “ISSC”), the Cybersecurity Incident Response Team (the “CSIRT”), and our information security (“InfoSec”) team. Our audit committee receives presentations and reports on cybersecurity risks, which address a wide range of topics including recent developments, evolving standards, vulnerability assessments, third-party and independent reviews, the threat environment, technological trends and information security considerations arising with respect to our peers and third parties. The ISSC oversees the frameworks the InfoSec team uses to benchmark the controls and maturity of our security program. The ISSC is a cross-functional group that has oversight and input into the roadmap and projects reflecting the maturity benchmarks of the frameworks upon which we base our program, and receives monthly updates as to the status of the roadmap projects. The CSIRT monitors the prevention, detection, mitigation and remediation of cybersecurity threats and incidents in real time, and reports such threats and incidents to the ISSC, who then reports up to our audit committee when appropriate. The audit committee is responsible for escalating cybersecurity threats and incidents to the Board if and when appropriate. We have established frameworks so that our ISSC, audit committee, and board of directors also receive prompt and timely information regarding any cybersecurity incident that meets established reporting thresholds, as well as ongoing updates regarding any such incident until it has been addressed.

To facilitate the success of our cybersecurity risk management program, the CSIRT is composed of multidisciplinary teams throughout Redfin who are deployed to address cybersecurity threats and to respond to cybersecurity incidents. The audit committee consists of at least three members of the Board. The ISSC includes our chief financial officer (“CFO”), our chief legal officer (“CLO”), and other key leaders across the company. Our chief technology officer (“CTO”) oversees our security team. Our CFO has over 30 years of experience managing risks at Redfin, Zappos, Amazon (Home and Garden), Bain & Company and Accenture, including risks arising from cybersecurity threats. Our CLO has 16 years of experience managing risks, including risks arising from cybersecurity threats. Our CTO has over 24 years of experience, including experience managing risks arising from cybersecurity threats across several industries to include health care and business solutions.

Collaborative Approach—we have implemented a comprehensive, cross-functional approach to identifying, preventing and mitigating cybersecurity threats and incidents, while also implementing controls and procedures that provide for the prompt escalation of certain cybersecurity incidents, so that decisions regarding the public disclosure and reporting of such incidents can be made by management in a timely manner. The ISSC and the CSIRT work collaboratively to build and implement a program designed to protect our information systems from cybersecurity threats and to promptly respond to any cybersecurity incidents in accordance with our incident response and recovery plans.

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Technical Safeguards—We deploy technical safeguards that are designed to protect our information systems from cybersecurity threats, including rate-limiting and web application firewalls, anti-malware functionality, access controls, and threat detection systems including posture management tooling. We ensure the ongoing security and improves these technical safeguards through regular security reviews of components, code, libraries, and environments.

Incident Response and Recovery Planning—We have established and maintain incident response and recovery plans that address our response to a cybersecurity incident. These plans are tested and evaluated on a regular basis.

Third-Party Risk Management—We maintain a risk-based approach to identifying and overseeing cybersecurity risks presented by third parties, including vendors, service providers and other external users of our systems, as well as the systems of third parties that could adversely impact our business in the event of a cybersecurity incident affecting those third-party systems.

Education and Awareness—We provide mandatory training for our personnel regarding cybersecurity threats as a means to equip our employees with effective tools to address cybersecurity threats, and to communicate our evolving information security policies, standards, processes and practices. We engage in the periodic assessment and testing of our policies, standards, processes and practices that are designed to address cybersecurity threats and incidents. These efforts include a wide range of activities, including audits, assessments, tabletop exercises, threat modeling, vulnerability testing and other exercises focused on evaluating the effectiveness of our cybersecurity measures and planning. We regularly engage third parties to perform assessments on our cybersecurity measures, including information security maturity assessments, audits and independent reviews of our information security control environment and operating effectiveness. The results of such assessments, audits and reviews are reported to the ISSC, the audit committee, and the Board, and we adjust our cybersecurity policies, standards, processes and practices as necessary based on the information provided by these assessments, audits and reviews.

Insurance—We maintain cyber insurance coverage.

Risks from Cybersecurity Threats

To date we have not experienced any cybersecurity incidents, including any previous cybersecurity incidents, that have materially affected or are reasonably likely to affect our business, including our business strategy, results of operations or financial condition.

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Item 2. Properties


Our principal executive office is in Seattle, Washington. The facility currently consists of approximately 84,000 square feet of space, and will expand to a total of approximately 113,000 square feet of space in January 2019. Our current lease, entered into in May 2016 and amended and restated in June 2017, expires in August 2027 with two options to extend the lease for an additional seven years each.None.


We also lease additional office space in Arizona, California, Colorado, Florida, Georgia, Hawaii, Illinois, Indiana, Kentucky, Maryland, Massachusetts, Minnesota, Missouri, Nebraska, New Jersey, New York, Nevada, New Mexico, North Carolina, Ohio, Oklahoma, Oregon, Pennsylvania, South Carolina, Tennessee, Texas, Virginia, Washington, Washington, D.C., and Wisconsin. We intend to procure additional space in the future as we continue to add employees and expand our business. We believe our facilities are adequate and suitable for our current needs and that, should it be needed, suitable additional or alternative space will be available to accommodate our operations.

Item 3. Legal Proceedings


From timeSee "Legal Proceedings" under Note 7 to time we are involved in litigation, claims, and other proceedings arising in the ordinary courseour consolidated financial statements for a discussion of our business. Such litigation and other proceedings may include, but are not limited to, actions relating to employment law and misclassification, intellectual property, commercial or contractual claims, brokerage or real estate disputes, claims related to the Real Estate Settlement Procedures Act of 1974, the Fair Housing Act of 1968, or other consumer protection statutes, ordinary-course brokerage disputes like the failure to disclose property defects, commission disputes, and vicarious liability based upon conduct of individuals or entities outside of our control, including partner agents and third-party contractor agents. Litigation and other disputes are inherently unpredictable and subject to substantial uncertainties and unfavorable resolutions could occur. Often these cases raise complex factual andmaterial, pending legal issues, which are subject to risks and uncertainties and could require significant management time and resources. Litigation and regulatory proceedings could result in unexpected expenses and liabilities, and we cannot predict whether any resulting expenses or liabilities would have a material adverse effect on our financial position, results of operations, cash flows, or reputation.proceedings.


Misclassification

Third-party licensed sales associates filed three lawsuits against us in the Superior Court of the State of California in 2013 and 2014. Two of the actions, which are pled as “class actions,” were removed to, and are now pending in, the Northern District of California. One of these cases also includes representative claims under California’s Private Attorney General Act, Labor Code section 2698 et seq, or PAGA. The third action is pending in the Los Angeles County Superior Court and asserts representative claims under PAGA. All three complaints alleged that we had misclassified current and former third-party licensed sales associates in California as independent contractors and generally seek compensation for unpaid wages, overtime, and failure to provide meal and rest periods, as well as reimbursement of business expenses.
In June 2017, we entered into an agreement to settle these lawsuits for an aggregate payment of $1.8 million. The settlement agreement does not contain any admission of liability, wrongdoing, or responsibility by any of the parties. The proposed settlement class contemplated by the agreement includes all current and former third party licensed sales associates we engaged in California from January 16, 2009,

through April 29, 2017. The settlement agreement has received preliminary court approval, but remains subject to final court approval.

While we believe we have complied with all applicable laws and regulations in classifying the third-party licensed sales associates as independent contractors, these cases are inherently complex and subject to many uncertainties. In the event the settlement is not approved, the cases may continue and a class may be certified. If that happens, there can be no assurance that the plaintiffs will not seek substantial damage awards, penalties, attorneys' fees, or other remedies.

Item 4. Mine Safety Disclosures


None.Not applicable.


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PART II



Item 5. Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities


Price RangeMarket Information, Holders of Common StockRecord, and Dividends


Our common stock has beenis listed on The Nasdaq Global Select Market under the symbol “RDFN” since July 28, 2017. Prior to that date, there was no public trading market for our common stock. The following table sets forth for the periods indicated the range of high and low sales price per share of our common stock, as reported on The Nasdaq Global Select Market:“RDFN.”
Fiscal Year 2017High Low
Third Quarter (beginning July 28, 2017)$33.49
 $19.29
Fourth Quarter$31.32
 $19.50

Holders of Record


As of December 31, 2017,February 21, 2024, we had 551202 holders of record of our common stock. Because many of our shares of common stock are held by brokers and other institutions on behalf of stockholders, we are unable to estimate the total number of stockholdersbeneficial owners of our common stock represented by these record holders.


Dividends

We have not declared or paid any cashThe holders of our convertible preferred stock are entitled to dividends, which accrue daily based on our capital stock. We currently intend to retain any future earningsa 360-day fiscal year at a rate of 5.5% per annum based on the issue price and are payable quarterly in arrears on the first business day following the end of each calendar quarter. Assuming we satisfy certain conditions, we will pay dividends in shares of common stock at a rate of the dividend payable divided by $17.95. If we do not expectsatisfy such conditions, we will pay dividends in a cash amount equal to pay any cash(1) the dividend shares otherwise issuable on the dividends onmultiplied by (2) the volume-weighted average closing price of our common stock for the foreseeable future. Any determination to payten trading days preceding the date the dividends are payable. Except for the foregoing, we have no intention of paying cash dividends in the future will be at the discretion of our board of directors, subject to applicable laws, and will depend on our financial condition, operating results, capital requirements, general business conditions, and other factors that our board of directors considers relevantforeseeable future.

Securities Authorized for Issuance Under Equity Compensation Plans

The information required by this item with respect to our equity compensation plans is incorporated by reference to our Proxy Statement for the 2018 annual meeting of stockholders to be filed with the SEC within 120 days of the fiscal year ended December 31, 2017.


Stock Performance Graph


The graph below compares the cumulative total return onof a $100 investment in our common stock with thatthe cumulative total return of the same investment in the S&P 500 Index and the RDG Composite Index. The period shown commences on July 28, 2017,December 31, 2018, which was the year in which our common stock first started trading after our initial public offering ("IPO"), and ends on December 31, 2017,2023.

Item 5 graph.jpg

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Unregistered Sales of Securities

During the end of our last fiscal year. The graph assumes an investment of $100 in each of

the above on the close of market on July 28, 2017. The stock price performance graph isperiod covered by this annual report, we did not necessarily indicative of future price performance.


This performance graph issell any equity securities that were not deemed to be incorporated by reference into any of our other filingsregistered under the Exchange Act, or the Securities Act except to the extent we specifically incorporate it by reference into such filing.of 1933.

Recent Sales of Unregistered Securities

None.

Use of Proceeds

On July 27, 2017, the SEC declared our registration statement on Form S-1 (File No. 333-219093) effective for our Initial Public Offering, or IPO.

There has been no material change in the planned use of proceeds from our IPO as described in our final prospectus filed with the SEC on July 28, 2017, pursuant to Rule 424(b)(4).



Purchases of Equity Securities

During the quarter ended December 31, 2023, there were no purchases of our common stock by or on behalf of us or any of our affiliated purchasers, as such term is defined in Rule 10b-18(a)(3) under the Issuer and Affiliated PurchasersSecurities Exchange Act of 1934.


None.

Item 6. Selected Financial Data[Reserved]


The following tables summarize our consolidated financial data. We derived our selected consolidated statements of operations data for the years ended December 31, 2014, 2015, 2016, and 2017, and our selected consolidated balance sheet data as of December 31, 2014, 2015, 2016, and 2017, from our audited consolidated financial statements included elsewhere in this Annual Report on Form 10-K. The selected consolidated balance sheet data as of December 31, 2014 and 2015 is derived from our audited consolidated financial statements that are not included in this Annual Report on Form 10-K. Our historical results are not necessarily indicative of the results to be expected in the future. You should read the following selected financial data in conjunction with “Management’s Discussion and Analysis of Financial Condition and Results of Operations” and our consolidated financial statements, including the accompanying notes included elsewhere in this Annual Report on Form 10-K.

Not applicable.
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 Year Ended December 31,
 2014 2015 2016 2017
        
 
(in thousands, except share and per share data)

Consolidated Statements of Operations Data:       
Revenue$125,363
 $187,338
 $267,196
 $370,036
Cost of revenue93,272
 138,492
 184,452
 258,216
Gross profit32,091
 48,846
 82,744
 111,820
Operating expenses:       
Technology and development17,876
 27,842
 34,588
 42,532
Marketing15,058
 19,899
 28,571
 32,251
General and administrative24,240
 31,394
 42,369
 53,009
Total operating expenses57,174
 79,135
 105,528
 127,792
Income (loss) from operations(25,083) (30,289) (22,784) (15,972)
Interest income and other income, net:       
Interest income
 46
 173
 882
Other income, net24
 7
 85
 88
Total interest income and other income, net47
 53
 258
 970
Income (loss) before tax benefit (expense)(25,036) (30,236) (22,526) (15,002)
Income tax benefit (expense)306
 
 
 
Net income (loss)$(24,730) $(30,236) $(22,526) $(15,002)
Accretion of redeemable convertible preferred stock$(101,251) $(102,224) $(55,502) $(175,915)
Net income (loss) attributable to common stock—basic and diluted$(125,981) $(132,460) $(78,028)
$(190,917)
Net income (loss) per share attributable to common stock—basic and diluted$(11.76) $(9.87) $(5.42) $(4.47)
Weighted average shares used to compute net income (loss) per share attributable to common stock—basic and diluted10,716,557
 13,416,411
 14,395,067
 42,722,114

(1)Includes stock-based compensation as follows:


 Year Ended December 31,
 2014 2015 2016 2017
        
 (in thousands)
Cost of revenue$1,280
 $1,440
 $2,266
 $2,902
Technology and development962
 1,375
 2,383
 3,325
Marketing237
 298
 469
 487
General and administrative2,717
 2,449
 3,295
 4,387
Total$5,196
 $5,562
 $8,413
 $11,101
(2)See Note 8 to our consolidated financial statements included elsewhere in this Annual Report on Form 10-K for an explanation of the calculations of our net income (loss) per share attributable to common stock, basic and diluted.

 As of December 31,
 2014 2015 2016 2017
        
 (in thousands)
Consolidated Balance Sheet Data:       
Cash, cash equivalents, and short-term investments$112,127
 $87,341
 $65,779
 $208,342
Working capital106,196
 83,234
 60,445
 204,349
Total assets142,113
 125,054
 133,477
 281,955
Redeemable convertible preferred stock497,699
 599,914
 655,416
 
Total stockholders’ equity (deficit)(370,595) (495,713) (563,734) 235,430


Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations


The following discussion and analysis of our financial condition and results of operations should be read together with our consolidated financial statements, the accompanying notes, and other financial information included elsewhere in this Annual Report on Form 10-K. annual report. In particular, the risk factors contained in Item 1A may reflect trends, demands, commitments, events, or uncertainties that could materially impact our results of operations and liquidity and capital resources.

The following discussion contains forward-looking statements, that involve risks and uncertainties such as statements regarding our future operating results and financial position, our business strategy and plans, estimates,our market growth and beliefs. Our actual results could differ materially from those discussed in thetrends, and our objectives for future operations. See "Note Regarding Forward-Looking Statements" for more information about relying on these forward-looking statements below.statements. The following discussion also contains information using industry publications that generally state that thepublications. See "Note Regarding Industry and Market Data" for more information contained therein has been obtained from sources believed to be reliable, but such information may not be accurate or complete. We have not independently verified any of the data from third-party sources nor have we ascertained the underlying economic assumptions reliedabout relying on therein. We are not aware of any misstatements regarding thethese industry survey or research data provided herein, our estimates involve risks and uncertainties and are subject to change based upon various factors. Factors that could cause or contribute to those differences in our actual results and factors that may affect industry, survey or research data include, but are not limited to, those discussed below and those discussed elsewhere in this Annual Report on Form 10-K, particularly in the sections “Special Note Regarding Forward-Looking Statements” above and Part I, Item 1A. “Risk Factors” above.publications.
In the below discussion,
When we use the term basis points to"basis points" in the following discussion, we refer to units of one‑hundredth of one percent.

Overview
Redfin is
We help people buy and sell homes. Representing customers in over 100 markets in the United States and Canada, we are a technology-powered residential real estate brokerage. We represent people buying and selling homes in over 80 markets throughout the United States. Our mission is to redefine real estate in the consumer’s favor. In a commission-driven industry, we put the customer first. We do this by pairingpair our own agents with our own technology to create a service that is faster, better, and costs less. We meet customers through our listings-search website and mobile application.


We earn substantially alluse the same combination of our revenue helping our customers buytechnology and local service to originate, service, and subsequently sell homes. Our key revenue components are:
Brokerage Revenue. We earn brokerage revenue from commissions we receive from representing homebuyers. Traditional brokerage buy-side commissions typically range from 2.5% to 3% of a home’s sale price, depending on the market. We typically return a portion of this commission to our homebuyer through a commission refund or closing-cost reduction. We recognize the remaining commission amount as revenue. We also earn revenue from commissions we receive from representing home sellers. Typical traditional brokerage sell-side commissions range from 2.5% to 3% of a home’s sale price. Our sell-side commissions, which we recognize as revenue, are typically 1% to 1.5% of a home’s sale price, depending on the marketmortgage loans and subject to market-by-market minimums.
Partner Revenue. Through the Redfin Partner Program, we refer customers to partner agents when we do not have a lead agent available to serve the customer due to high demand or geographic limitations. Partner agents pay us a fee representing a portion of the commission they receive when they close a referred transaction. For the years ended December 31, 2015, 2016 and 2017, we gave a portion of this referral fee to the customer in certain circumstances and recognized the remaining amount as revenue. In December 2017, we stopped giving a portion of our referral fee to the customer.
Other Revenue. We offer services beyond helping customers buy and sell homes. For example, we currently provide title and settlement services in ten states and mortgage services in three states.services. We also license dataoffer digital platforms to connect consumers with available apartments and analytics from Walk Score, our neighborhood walk-ability tool. We operate an experimental business, Redfin Now, where we buy homes directly from homeownershouses for rent and resell themfor other advertising.

Our mission is to homebuyers.
We strive to be frugal with every expense, including capital expenditures and stock-based compensation. At the same time, we intend to continue to invest thoughtfully for long-term growth, with a focus on growing shareredefine real estate in the markets we currently serve. We’ve invested,consumer’s favor.

Adverse Macroeconomic Conditions and expect to continue to invest,Our Associated Actions

Beginning in marketing to promote the Redfin brandsecond quarter of 2022 and continuing through the fourth quarter of 2023, a number of economic factors adversely impacted the residential real estate market, including higher mortgage interest rates, lower consumer sentiment, and increased inflation. This shift in technology development to make the homebuying and home selling experience better and fastermacroeconomic backdrop adversely impacted consumer demand for our customersservices, as consumers weighed the financial implications of selling or purchasing a home and taking out a mortgage.

In response to these macroeconomic and consumer demand developments, we took action to adjust our operations and manage our business towards longer-term profitability despite these adverse macroeconomic factors.

From April 2022, after completing the acquisition of Bay Equity, through December 2023, through involuntary reductions and attrition, we reduced our total number of employees by 40%, including a reduction in lead agents while continuingof 40%. These workforce reductions were intended to lower costs.align the size of our operations with the level of consumer demand for our services at that time.
Our growth has been significant. For
In November of 2022, we decided to wind-down our properties segment, which included RedfinNow. This was a strategic decision we made in order to focus our resources on our core business in the years ended December 31, 2015, 2016, and 2017, we generated revenueface of $187.3 million, $267.2 million, and $370.0 million, respectively, representing annual growththe rising cost of 49%, 43%, and 38%, respectively.capital. We generated net lossescompleted the wind-down of $30.2 million, $22.5 million, and $15.0 millionour properties segment in the second quarter of 2023. Results for the years ended December 31, 2015, 2016,properties segment are now reported in discontinued operations for all periods presented. The following discussion and 2017, respectively

Initial Public Offering
On August 2, 2017, we completed our initial public offering, or IPO, in which we issued and sold 10,615,650 sharesanalysis of our common stock (including 1,384,650 shares pursuant to the underwriters' option to purchase additional shares) at a public offering pricefinancial condition and results of $15.00 per share. The aggregate gross proceeds were approximately $159.2 million. We received $144.4 million in net proceeds after deducting $11.1 millionoperations include our continued operations for all periods presented.
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Key Business Metrics


In addition to the measures presented in our consolidated financial statements, we use the following key metrics to evaluate our business, develop financial forecasts, and make strategic decisions.

Year Ended December 31,
202320222021
Monthly average visitors (in thousands)49,479 49,654 47,113 
Real estate services transactions
Brokerage47,244 66,554 76,680 
Partner14,676 13,649 17,899 
Total61,920 80,203 94,579 
Real estate services revenue per transaction
Brokerage$12,260 $11,269 $11,076 
Partner2,681 2,718 3,020 
Aggregate9,990 9,814 9,551 
U.S. market share by units(1)
0.76 %0.80 %0.77 %
Revenue from top-10 markets as a percentage of real estate services revenue55 %58 %62 %
Average number of lead agents1,776 2,426 2,396 
Mortgage originations by dollars (in millions)$4,268 $4,317 $988 
Mortgage originations by units (in ones)10,654 10,625 2,643 
(1) Prior to the second quarter of 2022, we reported our U.S. market share based on the aggregate home value of our real estate services transactions, relative to the aggregate value of all U.S. home sales, which we computed based on the mean sale price of U.S. homes provided by the National Association of REALTORS® (“NAR”). Beginning in the second quarter of 2022, NAR (1) revised its methodology of computing the mean sale price, (2) restated its previously reported mean sale price beginning from January 2020 (and indicated that previously reported mean sale price prior to January 2020 is not comparable), and (3) discontinued publication of the mean sale price as part of its primary data set. Due to these changes, as of the second quarter of 2022, we report our U.S. market share based on the number of homes sold, rather than the dollar value of homes sold. Our market share by number of homes sold has historically been lower than our market share by dollar value of homes sold. We also stopped reporting the aggregate home value of our real estate services transactions.


 Year Ended December 31,
 2015 2016 2017
      
Monthly average visitors (in thousands)11,705
 16,215
 22,623
Real estate transactions:     
Brokerage18,586
 25,868
 35,038
Partner8,906
 9,482
 10,755
Total27,492
 35,350
 45,793
Real estate revenue per real estate transaction:     
Brokerage$9,215
 $9,436
 $9,429
Partner1,142
 1,719
 1,971
Aggregate6,600
 7,366
 7,677
Aggregate home value of real estate transactions (in millions)12,296
 16,199
 21,280
U.S. market share by value0.44% 0.54% 0.67%
Revenue from top-10 Redfin markets as a percentage of real estate revenue76% 72% 69%
Average number of lead agents591
 763
 1,023



Monthly Average Visitors

The number of, and growth in, visitors to our website and mobile application are important leading indicators of our business activity because these channels are the primary ways we meet customers. For a particular period, monthly average visitors refers to the average of theThe number of unique visitors to our website and mobile application for each of the months in that period. Monthly average visitors areis influenced by, among other things, market conditions that affect interest in buying or selling homes, the level and success of our marketing programs, seasonality, and seasonality.how our website appears in search results. We believe we can continue to increase monthly visitors, which helps our growth.

Given the lengthy process to buy or sell a home, a visitor during one month may not convert to a revenue-generating customer until many months later, if at all.

When we refer to "monthly average visitors" for a particular period, we are referring to the average number of unique visitors to our website and our mobile applicationapplications for each of the months in that period, as measured by Google Analytics, a product that provides digital marketing intelligence. Visitors are tracked by Google Analytics tracks visitors using cookies, with a unique cookie being assigned to each browser or mobile application on a device. For any given month, we countGoogle Analytics counts all of the unique cookies that visited our website or either our iOS or Androidand mobile applicationapplications during that month;month. Google Analytics considers each such unique cookie isas a unique visitor. IfDue to third-party technological limitations, user software settings, or user behavior, it is possible that Google Analytics may assign a person accesses our mobile application usingunique cookie to different devices within a given month, each such mobile device is counted as a separate visitor for that month. Ifvisits by the same person accessesto our website using an anonymous browser, or clearsmobile application. In such instances, Google Analytics would count different visits by the same person as separate visits by unique visitors. Accordingly, reliance on the number of unique cookies counted by Google Analytics may overstate the actual number of unique persons who visit our website or resets cookies onour mobile applications for a given month.

Our monthly average visitors exclude visitors to Rent.'s websites and mobile applications.

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Real Estate Services Transactions

We record a brokerage real estate services transaction when one of our lead agents represented the homebuyer or home seller in the purchase or sale, respectively, of a home. We record a partner real estate services transaction (i) when one of our partner agents represented the homebuyer or home seller in the purchase or sale, respectively, of a home or (ii) when a Redfin customer sold his or her device, each access withhome to a new cookie is countedthird-party institutional buyer following our introduction of that customer to the buyer. We include a single transaction twice when our lead agents or our partner agents serve both the homebuyer and the home seller of the transaction. Additionally, when one of our lead agents represented RedfinNow in its sale of a home, we included that transaction as a new unique visitor for that month.brokerage real estate services transaction. We completed the wind-down of our RedfinNow business in the second quarter of 2023.

Real Estate Transactions
Increasing the number of real estate services transactions in which we or our partner agents represent homebuyers and home sellers is critical to increasing our revenue and, in turn, to achieving profitability. Real estate services transaction volume is influenced by, among other things, the pricing and quality of our services as well as market conditions that affect home sales, such as local inventory levels and mortgage interest rates. Real estate services transaction volume is also affected by seasonality and macroeconomic factors. We include a single transaction twice when we or our partner agents serve both the homebuyer and the home seller of a home.



Real Estate Services Revenue per Real Estate Transaction

Real estate services revenue per real estate transaction, together with the number of real estate services transactions, is a factor in evaluating business growth and determining pricing.revenue growth. We also use this metric to evaluate pricing changes. Changes in real estate services revenue per real estate transaction can be affected by, among other things, our pricing, the mix of transactions from homebuyers and home sellers, changes in the value of homes in the markets we serve, the geographic mix of our transactions, and the transactions we refer to partner agents.
We generally generate more revenue per real estate transaction from representing homebuyers than home sellers. From 2015 through 2017, the percentage of brokerage transactions from home sellers increased from slightly over 25% to slightly over 35%. We expect this trend to continue, because we believe that representing homes sellers has unique strategic value, including the marketing power of yard signsagents and digital marketing campaigns, and the market effect of controlling listing inventory. To keep revenue per brokerage transactions about the same from year to year, we expect to reduce our commission refund to homebuyers as more of our brokerage transactions come from home sellers. Based on prior pricing changes, we believe that home sellers are more sensitive to pricing than homebuyers.
any third-party institutional buyer. We calculate real estate services revenue per real estate transaction by dividing brokerage, partner, or aggregate revenue, as applicable, by the corresponding number of real estate services transactions in any period.


Aggregate Home Value of Real Estate Transactions
The aggregate home value ofWe generally generate more real estate transactions completed byservices revenue per transaction from representing homebuyers than home sellers. However, we believe that representing home sellers has unique strategic value, including the marketing power of yard signs and other campaigns, and the market effect of controlling listing inventory.

Prior to July 2022, homebuyers who purchased their home using our lead agents andbrokerage services would receive a commission refund in a substantial majority of theour markets. In July 2022, we began a pilot program in certain of those markets to eliminate our commission refund. Since this pilot was successful, we eliminated our commission refund in all markets in December 2022. The average refund per transaction for a homebuyer was $1,336 in 2022. The elimination of this commission refund has increased our real estate transactionsservices revenue per transaction in 2023, although this metric is also impacted by the factors discussed above. In September 2023, we referbegan a pilot program in certain markets to partner agents is an important indicator ofprovide a refund to homebuyers who sign a buyer agency agreement with us before their second home tour.

From 2022 to 2023, the health of our business because our revenue is largely based on a percentage of each home’s sale price. This metric is affected chiefly by the number of customers we serve, but also by changes inbrokerage transactions from home values in the markets we serve. We include the value of a single transaction twice when we or our partner agents serve both the homebuyer and home seller of a transaction.sellers was essentially unchanged at approximately 43%.


U.S. Market Share by ValueUnits

Increasing our U.S. market share by valueunits is critical to our ability to grow our business and achieve profitability over the long term. We believe there is a significant opportunity to increase our share in the markets we currently serve.
We calculate the aggregate value of U.S. home sales by multiplying the total number of U.S. home sales by the mean sale price of these sales, each as reported by the National Association of Realtors, or NAR.
We calculate our market share by aggregating the home valuenumber of brokerage and partner real estate transactions conductedservices transactions. We then divide that number by our lead agents or our partner agents. Then,two times the aggregate number of U.S. home sales, in order to account for both the sell- and buy-side components of each transaction, we divide that value by two-timeshome sale. We obtain the estimated aggregate valuenumber of U.S. home sales.sales from the National Association of REALTORS® ("NAR"). NAR data for the most recent period is preliminary and may subsequently be updated by NAR.


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Revenue from Top-10 Markets as a Percentage of Real Estate Services Revenue

Our top-10 markets by real estate services revenue are the metropolitan areas of Boston, Chicago, Denver (including Boulder and Colorado Springs), Los Angeles (including Santa Barbara), Maryland, Orange County,Northern Virginia, Portland (including Bend), San Diego, San Francisco, Seattle, and Virginia. We plan to continue to diversifySeattle. This metric is an indicator of the geographic concentration of our growth and to increase our market share in our newer markets.real estate services segment. We expect our revenue from top-10 markets to decline as a percentage of our total real estate services revenue over time.


Average Number of Lead Agents

The average number of lead agents, in combination with our other key metrics such as the number of brokerage transactions, is a basis for calculating agent productivity and is one indicator of the potential future growth of our business. We systematically evaluate traffic to our website and mobile application and

customer activity to anticipate changes in customer demand, helping determine when and where to hire lead agents.

We calculate the average number of lead agents by taking the average of the number of lead agents at the end of each month included in the period.

Mortgage Originations

Mortgage originations is the volume of mortgage loans originated by our mortgage business, measured by both dollar value of loans and number of loans. This volume is an indicator for the growth of our mortgage business. Mortgage originations is affected by mortgage interest rates, the ability of our mortgage loan officers to close loans, and the number of our homebuyer customers who use our mortgage business for a mortgage loan, among other factors.

Prior to April 1, 2022, our mortgage business consisted solely of Redfin Mortgage, LLC. From April 1, 2022 through June 30, 2022, our mortgage business consisted of both Bay Equity LLC and Redfin Mortgage, LLC. We dissolved Redfin Mortgage, LLC on June 30, 2022, and since that time, our mortgage business has consisted solely of Bay Equity LLC.

Components of Our Results of Operations


Revenue

We generate revenue primarily from commissions and fees charged on each real estate transactionsservices transaction closed by our lead agents or partner agents.agents, from subscription-based product offerings for our rentals business, and from the origination, sales, and servicing of mortgages.

Real Estate Services Revenue

Brokerage RevenueBrokerage revenue consists of commissions earned on real estate transactions closed byincludes our offer and listing services, where our lead agents.agents represent homebuyers and home sellers. We recognize commission-based brokerage revenue on theupon closing of a brokerage transaction, less the amount of any commission refundrefunds, closing-cost reductions, or any closing-cost reduction, commission discount, or transaction-fee adjustment.promotional offers that may result in a material right. Brokerage revenue is affected by the number of real estatebrokerage transactions we close, the mix of brokerage transactions, home-sale prices, commission rates, and the amount we give to customers.

Partner RevenuePartner revenue consists of fees paid to us from partner agents pay us when they close referred transactions,or under other referral agreements, less the amount of any payments we make to customers.homebuyers and home sellers. We recognize these fees as revenue on the closing of a transaction. Partner revenue is affected by the number of partner transactions closed, home-sale prices, and commission rates,rates. If the portion of customers we introduce to our own lead agents increases, we expect the portion of revenue closed by partner agents to decrease.

Rentals Revenue

Rentals Revenue—Rentals revenue is primarily composed of subscription-based product offerings for internet listing services, as well as lead management and digital marketing solutions. Rentals revenue is affected by the number of product offerings sold, pricing for each product, customer retention, and the amount we givemix of product offerings sold to our customers.
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Mortgage Revenue

Mortgage Revenue—Mortgage revenue includes fees from the origination and subsequent sale of loans, loan servicing income, interest income on loans held for sale, origination of IRLCs, and the changes in fair value of our IRLCs, forward sales commitments, loans held for sale, and MSRs. Mortgage revenue is affected by loan volume, loan pricing, and market factors that impact the fair value of our MSRs and loans held for sale.

Other Revenue

Other Revenue—Other services revenue consists ofincludes fees charged forearned from title and settlement services, mortgage operations, licensing and analytics fees from our Walk Score service, homes sold by Redfin Now,data services, and advertising. Substantially all fees and revenue from other services. Revenue isservices are recognized when the service is provided. Redfin Now is our experimental new service where we buy homes directly from homeowners and resell them to homebuyers. Revenue earned from homes previously purchased by Redfin Now is recorded at closing on a gross basis, representing the sales price of the home.


Cost of Revenue and Gross Margin

Cost of revenue consists primarily of personnel costs (including base pay, benefits, and benefits)stock-based compensation), stock- based compensation, transaction bonuses, home-touring and field expenses, listing expenses, customer fulfillment costs related to our rentals segment, office and occupancy expenses, interest expense on our mortgage related warehouse facilities, and depreciation and amortization related to fixed assets and acquired intangible assets, and, for Redfin Now, the cost of homes including the purchase price and capitalized improvements. We expect our personnel expenses to increase as we continue to hire more lead agents to reduce the number of homebuying customers that each lead agent serves.assets.

Gross profit is revenue less cost of revenue. Gross margin is gross profit expressed as a percentage of revenue. Our gross margin has and will continue to be affected by a number of factors, but the most important are the mix of revenue from our segments, real estate services revenue per real estate transaction, agent and support-staff productivity, and personnel costs and transaction bonuses, and, for Redfin Now, the cost of homes.bonuses.


Operating Expenses

Technology and Development


Our primary technology and development expenses are building software for our customers, lead agents, and support staff to work together on a transaction, and building a website and mobile application to meet customers looking to move. These expenses consist primarily ofinclude personnel costs (including base pay, bonuses, benefits, and stock-based compensation, data-license expenses,compensation), data licenses, software costs, and equipment, and infrastructure costs, such as for data centers and hosted services. Technology and developmentThe expenses also include amortization of acquired intangible assets, capitalized internal-use software and website and mobile application development costs. We expense research and development costs as incurred and record them in technology and development expenses.

Marketing

Marketing expenses consist primarily of media costs for online and traditionaloffline advertising, as well as personnel costs (including base pay, benefits, and stock-based compensation.compensation).

General and Administrative

General and administrative expenses consist primarily of personnel costs (including base pay, benefits, and stock-based compensation,compensation), facilities costs and related expenses for our executive, finance, human resources, and legal organizations, depreciation related to the Company'sour fixed assets, and fees for outside services. Outside services are principally comprisedcomposed of external legal, audit, and tax services. For our rentals business, personnel costs include employees in the sales department. These employees are responsible for attracting potential rental properties and agreeing to contract terms, but they are not responsible for delivering a service to the rental property.

Restructuring and Reorganization

Restructuring and reorganization expenses primarily consist of personnel-related costs associated with employee terminations, furloughs, or retention payments associated with wind-down activities.

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Interest Income, Interest Expense, Income Tax (Expense) Benefit, Gain on Extinguishment of Convertible Senior Notes, and Other (Expense) Income, Net

Interest Income

Interest income consists primarily of interest earned on our cash, cash equivalents, and investments.

Interest Expense

Interest expense consists primarily of interest payable and the amortization of debt discounts and issuance costs related to our convertible senior notes and term loan. See Note 14 to our consolidated financial statements for information regarding interest on our convertible senior notes.

Income Tax (Expense) Benefit

Income tax expense primarily relates to current state income taxes recorded for the year, partially offset by a deferred income tax benefit generated by the reduction to a deferred tax liability created through our April 2, 2021 acquisition of Rent.

Gain on Extinguishment of Convertible Senior Notes

Gain on extinguishment of convertible senior notes relates to gains recognized on the repurchase of our convertible senior notes.

Other (Expense) Income, Net

Other (expense) income, net consists primarily of realized and unrealized gains and losses on investments and other assets, including impairment costs on our subleases. See Note 4 to our consolidated financial statements for information regarding unrealized losses on our investments.

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Results of Operations

The following tables set forth our results of operations for the periods presented and as a percentage of our revenue for those periods. The period-to-period comparisons of our historical results are not necessarily indicative of the results that may be expected in the future.

Year Ended December 31,
202320222021
(in thousands)
Revenue$976,672 $1,099,574 $1,058,638 
Cost of revenue(1)
646,853 790,455 665,419 
Gross profit329,819 309,119 393,219 
Operating expenses:
Technology and development(1)
183,294 178,924 143,481 
Marketing(1)
117,863 155,309 136,851 
General and administrative(1)
238,790 243,390 208,722 
Restructuring and reorganization7,927 32,353 — 
Total operating expenses547,874 609,976 489,054 
Loss from continuing operations(218,055)(300,857)(95,835)
Interest income10,532 6,639 635 
Interest expense(9,524)(8,886)(7,491)
Income tax (expense) benefit(979)(116)6,107 
Gain on extinguishment of convertible senior notes94,019 57,193 — 
Other (expense) income, net(2,385)(3,770)5,360 
Net loss from continuing operations$(126,392)$(249,797)$(91,224)
 Year Ended December 31,
 2015 2016 2017
      
 (in thousands)
Revenue$187,338
 $267,196
 $370,036
Cost of revenue(1)
138,492
 184,452
 258,216
Gross profit48,846
 82,744
 111,820
Operating expenses:     
Technology and development(1)
27,842
 34,588
 42,532
Marketing(1)
19,899
 28,571
 32,251
General and administrative(1)
31,394
 42,369
 53,009
Total operating expenses79,135
 105,528
 127,792
Income (loss) from operations(30,289) (22,784) (15,972)
Interest income and other income, net53
 258
 970
Net income (loss)$(30,236) $(22,526) $(15,002)

(1) Includes stock-based compensation as follows:
Year Ended December 31,
202320222021
(in thousands)
Cost of revenue$12,914$15,137$12,388
Technology and development33,11126,36521,172
Marketing5,1483,9912,142
General and administrative19,52817,52613,843
Total$70,701$63,019$49,545

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Year Ended December 31,Year Ended December 31,
2023202320222021
Year Ended December 31,
2015 2016 2017
     
(in thousands)
Cost of revenue$1,440
 $2,266
 $2,902
(as a percentage of revenue)
(as a percentage of revenue)
(as a percentage of revenue)
RevenueRevenue100.0 %100.0 %100.0 %
Cost of revenue(1)
Gross profit
Operating expenses:
Technology and development(1)
Technology and development(1)
Technology and development(1)1,375
 2,383
 3,325
Marketing(1)298
 469
 487
General and administrative(1)2,449
 3,295
 4,387
Total$5,562
 $8,413
 $11,101
Restructuring and reorganization
Total operating expenses
Loss from continuing operations
Interest income
Interest expense
Income tax (expense) benefit
Gain on extinguishment of convertible senior notes
Other (expense) income, net
Net loss from continuing operationsNet loss from continuing operations(12.9)%(22.6)%(8.6)%



 Year Ended December 31,
 2015 2016 2017
      
 (as a percentage of revenue)
Revenue100.0 % 100.0 % 100.0 %
Cost of revenue(1)
73.9
 69.0
 69.8
Gross profit26.1
 31.0
 30.2
Operating expenses:     
Technology and development(1)
14.9
 12.9
 11.6
Marketing(1)
10.6
 10.7
 8.7
General and administrative(1)
16.7
 15.9
 14.3
Total operating expenses42.2
 39.5
 34.6
Income (loss) from operations(16.1) (8.5) (4.4)
Interest income and other income, net
 0.1
 0.3
Net income (loss)(16.1)% (8.4)% (4.1)%
(1) Includes stock-based compensation as follows:
Year Ended December 31,
202320222021
(as a percentage of revenue)
Cost of revenue1.3 %1.4 %1.2 %
Technology and development3.4 2.4 2.0 
Marketing0.5 0.4 0.2 
General and administrative2.0 1.6 1.3 
Total7.2 %5.8 %4.7 %
 Year Ended December 31,
 2015 2016 2017
      
 (as a percentage of revenue)
Cost of revenue0.8% 0.8% 0.8%
Technology and development0.7
 0.9
 0.9
Marketing0.2
 0.2
 0.1
General and administrative1.3
 1.2
 1.2
Total3.0% 3.1% 3.0%

Comparison of the Years Ended December 31, 20162023 and 20172022


Revenue
Year Ended December 31,Change
20232022DollarsPercentage
(in thousands, except percentages)
Real estate services
Brokerage$579,226 $749,985 $(170,759)(23)%
Partner39,351 37,091 2,260 
Total real estate services618,577 787,076 (168,499)(21)
Rentals184,812 155,910 28,902 19 
Mortgage134,108 132,904 1,204 
Other39,175 23,684 15,491 65 
Total revenue$976,672 $1,099,574 $(122,902)(11)
Percentage of revenue
Real estate services
Brokerage59.3 %68.2 %
Partner4.0 3.4 
Total real estate services63.3 71.6 
Rentals18.9 14.2 
Mortgage13.7 12.1 
Other4.1 2.1 
Total revenue100.0 %100.0 %

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 Year Ended December 31, Change
 2016 2017 Dollars Percentage
        
 (in thousands, except percentages)
Real estate revenue:       
Brokerage revenue$244,079
 330,372
 $86,293
 35%
Partner revenue16,304
 21,198
 4,894
 30
Total real estate revenue260,383
 351,570
 91,187
 35
Other revenue6,813
 18,466
 11,653
 171
Revenue$267,196
 370,036
 $102,840
 38
Percentage of revenue       
Real estate revenue:       
Brokerage91.4% 89.3%    
Partner revenue6.1
 5.7
    
Total real estate revenue97.5
 95.0
    
Other revenue2.5
 5.0
    
Revenue100.0% 100.0%    



In 2017,2023, revenue increaseddecreased by $102.8$122.9 million, or 38%11%, as compared with 2016.2022. This decrease was partially offset by $134.1 million resulting from our acquisition of Bay Equity, and there were $130.2 million of such revenues in 2022. Excluding these revenues from Bay Equity, this decrease in revenue was primarily attributable to a $168.5 million decrease in real estate services revenue. Brokerage revenue represented $86.3decreased by $170.8 million or 84%, of the increase.and partner revenue increased by $2.3 million. Brokerage revenue grew 35%decreased 23% during the period, driven by a 35%29% decrease in brokerage transactions and partially offset by a 9% increase in brokerage real estate transactions and offset by a 0.1% decrease in real estate revenue per brokerage transaction. The increase in brokerage transactions was attributable to higher levels of customer awareness of Redfin and increasing customer demand. Other revenue increased $11.7 million, or 171%, as compared with 2016. $10.5 million of the $11.7 million increase was attributed to Redfin Now. There was no Redfin Now revenue in 2016.


Cost of Revenue and Gross Margin
Year Ended December 31,Change
20232022DollarsPercentage
(in thousands, except percentages)
Cost of revenue
Real estate services$462,625 $608,027 $(145,402)(24)%
Rentals42,086 33,416 8,670 26 
Mortgage118,178 126,552 (8,374)(7)
Other23,964 22,460 1,504 
Total cost of revenue$646,853 $790,455 $(143,602)(18)
Gross profit
Real estate services$155,952 $179,049 $(23,097)(13)%
Rentals142,726 122,494 20,232 17 
Mortgage15,930 6,352 9,578 151 
Other15,211 1,224 13,987 1,143 
Total gross profit$329,819 $309,119 $20,700 
Gross margin (percentage of revenue)
Real estate services25.2 %22.7 %
Rentals77.2 78.6 
Mortgage11.9 4.8 
Other38.8 5.2 
Total gross margin33.8 28.1 
 Year Ended December 31, Change
 2016 2017 Dollars Percentage
        
 (in thousands, except percentages)
Cost of revenue       
Real estate$176,408
 $237,832
 $61,424
 35%
Other8,044
 20,384
 12,340
 153
Total cost of revenue$184,452
 $258,216
 $73,764
 40
        
Gross profit       
Real estate$83,975
 $113,738
 $29,763
 35%
Other(1,231) (1,918) (687) 56
Total gross profit$82,744
 $111,820
 $29,076
 35
        
Gross margin (percentage of revenue)       
Real estate32.3 % 32.4 %    
Other(18.1) (10.4)    
Total gross margin31.0
 30.2
    

In 2017,2023, total cost of revenue increaseddecreased by $73.8$143.6 million, or 40%18%, as compared with 2016. This increase2022. Included in the decrease was $118.0 million resulting from our acquisition of Bay Equity, and there were $118.1 million of expenses in 2022. Excluding these expenses from Bay Equity, this decrease in cost of revenue was primarily attributable to a $27.1$128.1 million increasedecrease in personnel costs and stock-based compensationtransaction bonuses, due to increased lead agentdecreased headcount and related support-staff headcount, a $15.6 million increase in transaction bonuses, an $11.9 million increase in home-touring and field costs and a $9.5 million increase in the cost of homes purchased through Redfin Now.decreased brokerage transactions, respectively.

Total gross margin decreased 75 basis points for 2017 as compared with 2016.
In 2017, real estate gross margin increased 10570 basis points as compared with 2016.2022, driven primarily by increases in real estate services, mortgage, and other gross margins, and the relative growth of our rentals business compared to our other businesses. This was partially offset by decreases in rentals gross margin.

In 2023, real estate services gross margin increased 250 basis points as compared with 2022. This was primarily attributable to a 38 basis-point decrease in transaction bonuses, a 12 basis-point decrease in operating expenses, and a 10 basis-point410 basis point decrease in personnel costs and stock-based compensation, each as a percentage of revenue. This was partially offset by a 29 basis-point increase in office and occupancy expensestransaction bonuses, and a 23 basis-point increase50 basis point decrease in home-touring and field costs, each as a percentage of revenue.
In 2017, other gross margin increased 769 basis points as compared with 2016. The year-over-year change was impacted by the introduction of Redfin Now, which includes the cost of homes in the cost of revenue. This other gross margin increase was primarily attributable to a 2,952 basis-point decrease in personnel costs and stock-based compensation, an 1,860 basis-point decrease in operating expenses, a 584 basis-point decrease in depreciation and amortization and a 541 basis-point decrease in office and occupancy expenses, each as a percentage of revenue. This was partially offset by a 5,156 basis-point120 basis point increase in home repair costs, a 40 basis point increase in listing expenses, and a 40 basis point increase in costs from our annual, in-person company event, which we did not conduct in the costsame period in 2022, each as a percentage of homes, resulting from the salerevenue.

In 2023, rentals gross margin decreased by 140 basis points. This was primarily attributable to a 420 basis point increase in marketing expense as a percentage of homes purchased through Redfin Now.revenue and due to expanded services. This was partially offset by a 150 basis point reduction in personnel costs as a percentage of revenue.

In 2023, mortgage gross margin increased by 710 basis points. This was primarily attributable to a 910 basis point decrease in personnel costs and transaction bonuses as a percentage of revenue. This was partially offset by a 310 basis point increase in production costs as a percentage of revenue.

33

In 2023, other gross margin increased by 3,360 basis points. This was primarily attributable to a 2,270 basis point decrease in personnel costs and transaction bonuses, and a 590 basis point decrease in production costs, each as a percentage of revenue.

Operating Expenses

Year Ended December 31,Change
20232022DollarsPercentage
(in thousands, except percentages)
Technology and development$183,294 $178,924 $4,370 %
Marketing117,863 155,309 (37,446)(24)
General and administrative238,790 243,390 (4,600)(2)
Restructuring and reorganization7,927 32,353 (24,426)(75)
Total operating expenses$547,874 $609,976 $(62,102)(10)
Percentage of revenue
Technology and development18.8 %16.3 %
Marketing12.1 14.1 
General and administrative24.4 22.1 
Restructuring and reorganization0.8 2.9 
Total operating expenses56.1 %55.4 %
 Year Ended December 31, Change
 2016 2017 Dollars Percentage
        
 (in thousands, except percentages)
Technology and development$34,588
 $42,532
 $7,944
 23%
Marketing28,571
 32,251
 3,680
 13
General and administrative42,369
 53,009
 10,640
 25
Total operating expenses$105,528
 $127,792
 $22,264
 21
Percentage of revenue       
Technology and development12.9% 11.6%    
Marketing10.7
 8.7
    
General and administrative15.9
 14.3
    
Total operating expenses39.5% 34.6%    

In 2017,2023, technology and development expenses increased by $7.9$4.4 million, or 23%2%, as compared with 2016. The2022. Included in the increase was $1.7 million resulting from our acquisition of Bay Equity, and there were $1.8 million of expenses in 2022. Excluding these expenses Bay Equity, the increase was primarily attributable to a $7.1$3.9 million increase in personnel costs and stock-based compensation due to increased headcount and a $0.5 million increase in outside services including cloud-based technology.costs.

In 2017,2023, marketing expenses increaseddecreased by $3.7$37.4 million, or 13%24%, as compared with 2016. The increase2022. Included in the decrease was $4.0 million resulting from our acquisition of Bay Equity, and there were $4.7 million of expenses in 2022. Excluding these expenses from Bay Equity, the decrease was primarily attributable to a $3.7$37.3 million increasedecrease in marketing media costs as we expandedreduced advertising. Personnel costs and stock-based compensation were flat as compared with 2016.

In 2017,2023, general and administrative expenses increaseddecreased by $10.6$4.6 million, or 25%2%, as compared with 2016. The increase2022. Included in the decrease was $24.7 million resulting from our acquisition of Bay Equity, and there were $22.8 million of expenses in 2022. Excluding these expenses from Bay Equity, the decrease was primarily attributable to a $6.4$6.9 million decrease in personnel costs, a $2.4 million decrease in acquisition-related expenses, and a $2.1 million decrease in legal expenses. This was partially offset by $5.9 million in costs associated with our annual, in-person company event, which we did not conduct in the same period in 2022, and a $0.7 million increase in personnel costsoffice and stock-based compensation, largelyoccupancy expenses as we terminated a lease.

In 2023, restructuring and reorganization expenses decreased by $24.4 million, or 75%, as compared with the resultsame period in 2022. This decrease is primarily attributable to a lower volume of increasesrestructuring activities as compared with 2022, when we decided to wind-down our properties segment.

34

Interest Income, Interest Expense, Income Tax Expense, Gain on Extinguishment of Convertible Senior Notes, and Other Expense, Net

Year Ended December 31,Change
20232022DollarsPercentage
(in thousands, except percentages)
Interest income$10,532 $6,639 $3,893 59 %
Interest expense(9,524)(8,886)(638)
Income tax expense(979)(116)(863)744 
Gain on extinguishment of convertible senior notes94,019 57,193 36,826 64 
Other expense, net(2,385)(3,770)1,385 (37)
Interest income, interest expense, income tax expense, gain on extinguishment of convertible senior notes, and other expense, net$91,663 $51,060 $40,603 80 
Percentage of revenue
Interest income1.1 %0.6 %
Interest expense(1.0)(0.8)
Income tax expense(0.1)— 
Gain on extinguishment of convertible senior notes9.6 5.2 
Other expense, net(0.2)(0.3)
Interest income, interest expense, income tax expense, gain on extinguishment of convertible senior notes, and other expense, net9.4 %4.7 %

In 2023, interest income, interest expense, income tax expense, gain on extinguishment of convertible senior notes, and other expense, net increased by $40.6 million, as compared with 2022.

Interest income increased by $3.9 million primarily due to higher interest rates on our cash, cash equivalents, and investments compared with 2022.

Interest expense increased by $0.6 million primarily due to our term loan due in headcount to support continued growth, a $1.6 million increase in outside services expenses, and a $1.5 million increase in occupancy and office expenses. Included in the 2016 expenses is $1.8 million related to the proposed settlement of three lawsuits, as described in2028. See Note 1014 to our consolidated financial statements included elsewherefor further information on our debt.

Income tax expense increased by $0.9 million primarily due to state income tax expenses, and items associated with our acquisitions of Rent. and Bay Equity. See Note 13 to our consolidated financial statements.

Gain on extinguishment of convertible senior notes increased by $36.8 million, due to our paying down a portion of our 2025 and 2027 notes at a discount, where there was $57.2 million of such activity in this Annual Report2022. See Note 14 to our consolidated financial statements for further information on Form 10-K.these transactions.

Other expense, net decreased by $1.4 million primarily due to due to the sale of one of our equity investments at a loss in 2022, and we had no such transaction in 2023.
35

Comparison of the Years Ended December 31, 20152022 and 20162021

Revenue
Year Ended December 31,Change
20222021DollarsPercentage
(in thousands, except percentages)
Real estate services
Brokerage$749,985 $849,288 $(99,303)(12)%
Partner37,091 54,046 (16,955)(31)
Total real estate services787,076 903,334 (116,258)(13)
Rentals155,910 121,877 34,033 28 
Mortgage132,904 19,818 113,086 571 
Other23,684 13,609 10,075 74 
Total revenue$1,099,574 $1,058,638 $40,936 
Percentage of revenue
Real estate services
Brokerage68.2 %80.2 %
Partner3.4 5.1 
Total real estate services71.6 85.3 
Rentals14.2 11.5 
Mortgage12.1 1.9 
Other2.1 1.3 
Total revenue100.0 %100.0 %
 Year Ended December 31, Change
 2015 2016 Dollars Percentage
        
 (in thousands, except percentages)
Real estate revenue:       
Brokerage revenue$171,276
 $244,079
 $72,803
 43%
Partner revenue10,170
 16,304
 6,134
 60
Total real estate revenue181,446
 260,383
 78,937
 44
Other revenue5,892
 6,813
 921
 16
Revenue$187,338
 $267,196
 $79,858
 43
Percentage of revenue       
Real estate revenue:       
Brokerage revenue91.5% 91.4%    
Partner revenue5.4
 6.1
    
Total real estate revenue96.9
 97.5
    
Other revenue3.1
 2.5
    
Revenue100.0% 100.0%    

In 2016,2022, revenue increased by $79.9$40.9 million, or 43%4%, as compared with 2015.2021. Included in the increase was $155.9 million from our acquisition of Rent., and there was $121.9 million of such revenue in 2021. Also included in the increase was $130.2 million resulting from our acquisition of Bay Equity, and there was no such revenue in 2021. Excluding these revenues from Rent. and Bay Equity, revenue decreased by $123.3 million due to a $116.3 million decrease in real estate services revenue. Brokerage revenue represented $72.8decreased by $99.3 million or 91%, of the increase.and partner revenue decreased by $17.0 million. Brokerage revenue also grew 43%decreased 12% during the period,

driven by a 39% increase13% decrease in brokerage real estate transactions and partially offset by a 2% increase in real estatebrokerage revenue per brokerage transaction. The increase in brokerage transactions was attributable to higher levels

36

In late 2015, we reduced the amount of our average commission refund or closing-cost adjustment by approximately $550. This change in pricing positively affected our real estate revenue per brokerage transaction in early 2016 as those transactions began to close. In early 2016, we changed pricing and the structure of the Redfin Partner Program. Instead of paying 15% of the commissions partner agents earned through the program to us, partner agents began paying us 30%. At the same time, we began directly issuing a $500 check to certain partner program customers, partially offsetting the increase in referral fees paid by partner agents. These changes to our partner program positively affected our real estate revenue per partner transaction in 2016. At the end of 2017, we discontinued issuing the $500 check to partner program customers entirely.

Cost of Revenue and Gross Margin
Year Ended December 31,Change
20222021DollarsPercentage
(in thousands, except percentages)
Cost of revenue
Real estate services$608,027 $603,320 $4,707 %
Rentals33,416 21,739 11,677 54 
Mortgage126,552 26,096 100,456 385 
Other22,460 14,264 8,196 57 
Total cost of revenue$790,455 $665,419 $125,036 19 
Gross profit
Real estate services$179,049 $300,014 $(120,965)(40)%
Rentals122,494 100,138 22,356 22 
Mortgage6,352 (6,278)12,630 (201)
Other1,224 (655)1,879 (287)
Total gross profit$309,119 $393,219 $(84,100)(21)
Gross margin (percentage of revenue)
Real estate services22.7 %33.2 %
Rentals78.6 82.2 
Mortgage4.8 (31.7)
Other5.2 (4.8)
Total gross margin28.1 37.1 
 Year Ended December 31, Change
 2015 2016 Dollars Percentage
        
 (in thousands, except percentages)
Cost of revenue       
Real estate$131,522
 $176,408
 $44,886
 34%
Other6,970
 8,044
 1,074
 15
Total cost of revenue$138,492
 $184,452
 $45,960
 33
        
Gross profit       
Real estate$49,924
 $83,975
 $34,051
 68%
Other(1,078) (1,231) (153) 14
Total gross profit$48,846
 $82,744
 $33,898
 69
        
Gross margin (percentage of revenue)       
Real estate27.5 % 32.3 %    
Other(18.3) (18.1)    
Total gross margin26.1
 31.0
    

In 2016,2022, total cost of revenue increased by $46.0$125.0 million, or 33%19%, as compared with 2015. This2021. Included in the increase was $33.4 million resulting from our acquisition of Rent., and there were $21.7 million of such expenses in 2021. Also included in the increase was $118.1 million resulting from our acquisition of Bay Equity, and there were no such expenses in 2021. Excluding these expenses from Rent. and Bay Equity, cost of revenue decreased by $4.8 million, primarily due to the shut-down of Redfin Mortgage.

Total gross margin decreased 900 basis points as compared with 2021, driven primarily by decreases in real estate services and rentals gross margin. This was partially offset by increases in mortgage and other gross margin.

In 2022, real estate services gross margin decreased 1,050 basis points as compared with 2021. This was primarily attributable to a $17.9930 basis point increase in personnel costs and transaction bonuses as a percentage of revenue.

In 2022, rentals gross margin decreased by 360 basis points. This was primarily attributable to a 210 basis point increase in marketing expenses and a 210 basis point increase in personnel costs, each as a percentage of revenue and due to expanded services. This was partially offset by a 90 basis point reduction in outside services costs as a percentage of revenue.

In 2022, mortgage gross margin increased by 3,650 basis points. This was primarily attributable to a 3,160 basis point decrease in personnel costs and transaction bonuses as a percentage of revenue.

In 2022, other gross margin increased by 1,000 basis points. This was primarily attributable to a 470 basis point decrease in personnel costs and transaction bonuses as a percentage of revenue.

37

Operating Expenses
Year Ended December 31,Change
20222021DollarsPercentage
(in thousands, except percentages)
Technology and development$178,924 $143,481 $35,443 25 %
Marketing155,309 136,851 18,458 13 
General and administrative243,390 208,722 34,668 17 
Restructuring and reorganization32,353 — 32,353 N/A
Total operating expenses$609,976 $489,054 $120,922 25 
Percentage of revenue
Technology and development16.3 %13.6 %
Marketing14.1 12.9 
General and administrative22.1 19.7 
Restructuring and reorganization2.9 0.0 
Total operating expenses55.4 %46.2 %

In 2022, technology and development expenses increased by $35.4 million, or 25%, as compared with 2021. Included in the increase was $52.3 million resulting from our acquisition of Rent., and there were $39.0 million such expenses in 2021. Also included in the increase was $1.8 million resulting from our acquisition of Bay Equity, and there were no such expenses in 2021. Excluding these expenses from Rent. and Bay Equity, technology and development expenses increased by $20.3 million. The increase was primarily attributable to a $12.5 million increase in personnel costs.

In 2022, marketing expenses increased by $18.5 million, or 13%, as compared with 2021. Included in the increase was $51.1 million resulting from our acquisition of Rent., and there were $36.1 million such expenses in 2021. Also included in the increase was $4.7 million resulting from our acquisition of Bay Equity, and there were no such expenses in 2021. Excluding these expenses from Rent. and Bay Equity, marketing expenses decreased by $1.2 million. The decrease was primarily attributable to a $2.1 million decrease in marketing media costs. This was partially offset by a $2.8 million increase in personnel costs.

In 2022, general and administrative expenses increased by $34.7 million, or 17%, as compared with 2021. Included in the increase was $90.8 million resulting from our acquisition of Rent., and there were $71.5 million in such expenses in 2021. Also included in the increase was $22.8 million resulting from our acquisition of Bay Equity, and there were no such expenses in 2021. Excluding these expenses from Rent. and Bay Equity, general and administrative expenses decreased by $7.5 million. The decrease was primarily attributable to a $7.3 million decrease in advertising campaign and contractor expenses for recruiting employees, and a $6.5 million decrease in acquisition transaction expenses. This was partially offset by a $4.2 million increase in internet-based services, and a $2.2 million increase in personnel costs due to increased lead agentheadcount.

In 2022, restructuring and related support staff headcount, a $13.3 million increase in transaction bonuses, and a $8.1 million increase in home touring and field costs.
Gross margin increased 489 basis points for 2016 as compared with 2015. This was primarily attributable to a 253 basis-point reduction in personnel costs and a 77 basis-point reduction in home-touring and field costs, each as a percentage of revenue.

Operating Expenses


 Year Ended December 31, Change
 2015 2016 Dollars Percentage
        
 (in thousands, except percentages)
Technology and development$27,842
 $34,588
 $6,746
 24%
Marketing19,899
 28,571
 8,672
 44
General and administrative31,394
 42,369
 10,975
 35
Total operating expenses$79,135
 $105,528
 $26,393
 33
Percentage of revenue       
Technology and development14.9% 12.9%    
Marketing10.6
 10.7
    
General and administrative16.7
 15.9
    
Total operating expenses42.2% 39.5% 



  
In 2016, technology and developmentreorganization expenses increased by $6.7$32.4 million or 24%,and there were no such expenses in 2021.

38

Interest Income, Interest Expense, Income Tax (Expense) Benefit, Gain on Extinguishment of Convertible Senior Notes, and Other (Expense) Income, Net

Year Ended December 31,Change
20222021DollarsPercentage
(in thousands, except percentages)
Interest income$6,639 $635 $6,004 946 %
Interest expense(8,886)(7,491)(1,395)(19)
Income tax (expense) benefit(116)6,107 (6,223)102 
Gain on extinguishment of convertible senior notes57,193 — 57,193 N/A
Other (expense) income, net(3,770)5,360 (9,130)(170)
Interest income, interest expense, income tax (expense) benefit, gain on extinguishment of convertible senior notes, and other (expense) income, net$51,060 $4,611 $46,449 (1,007)
Percentage of revenue
Interest income0.6 %0.1 %
Interest expense(0.8)(0.7)
Income tax (expense) benefit0.0 0.6 
Gain on extinguishment of convertible senior notes5.2 0.0 
Other (expense) income, net(0.3)0.5 
Interest income, interest expense, income tax (expense) benefit, gain on extinguishment of convertible senior notes, and other (expense) income, net4.7 %0.5 %

In 2022, interest income, interest expense, income tax (expense) benefit, gain on extinguishment of convertible senior notes, and other (expense) income, net increased by $46.4 million as compared with 2015. The increase wasto the same period in 2021.

Interest income increased by $6.0 million primarily attributable to a $5.4 million increase in personnel costs and stock-based compensation due to higher interest rates on our cash, cash equivalents, and investments compared with 2021.

Interest expense increased headcount. The increase was alsoby $1.4 million primarily due to a $0.9full year of amortization for our 2027 notes as compared to a partial year in 2021, resulting in $0.5 million increase in office and occupancy expenses. The increase was partially offsetadditional expense in 2022.

Income tax (expense) benefit decreased by a $0.3$6.2 million decreaseprimarily due to reduced usea one-time income tax benefit from the Rent. acquisition in 2021, where no such benefit was recognized in 2022.

Gain on extinguishment of contract software developers.
In 2016, marketing expensesconvertible senior notes increased by $8.7$57.2 million, or 44%, as compared with 2015. The increasedue to our paying down a portion of our 2025 notes at a discount, where there was primarily attributable to a $9.4 million increaseno such activity in marketing media costs as we expanded advertising, partially offset by a $0.9 million decrease in personnel costs.
In 2016, general and administrative expenses increased by $11.0 million, or 35%, as compared with 2015. The increase was attributable to a $4.5 million increase in personnel costs, largely the result of increases in headcount to support continued growth and a $1.0 million increase in occupancy and office expenses. Included in the 2016 expenses is $1.8 million related to the proposed settlement of three lawsuits, as described in2021. See Note 1014 to our consolidated financial statements included elsewherefor further information on these transactions.

In 2022, other income, net became other expense, net, a change of $9.1 million primarily due to (1) the fair value of one of our investments being recorded in 2021, where we did not have this Annual Reportrecording during 2022, and the subsequent sale of that investment at a loss, (2) impairment of leases, and (3) losses on Form 10-K.various property and equipment disposals.

Quarterly Results of Operations and Key Business Metrics

The following tables set forth our unaudited quarterly statements of operations data for each of the ninemost recent eight quarters, in the period ended December 31, 2017, as well as the percentage that each line item represents of our revenue for each quarter presented. The information for each quarter has been prepared on a basis consistent with our audited consolidated financial statements included elsewhere in this 10-K, and reflect, in the opinion of management, all adjustments of a normal, recurring nature that are necessary for a fair presentation of the financial information contained in those statements. Our historical results are not necessarily indicative of the results that may be expected in the future. The following quarterly financial data should be read in conjunction with our audited consolidated financial statements included elsewhere in this 10-K.statements.


39

Quarterly Results

 Three Months Ended
 Dec. 31, 2015 Mar. 31, 2016 June 30, 2016 Sep. 30, 2016 Dec. 31, 2016 Mar. 31, 2017 June 30, 2017 Sep. 30, 2017 Dec. 31, 2017
                  
 (in thousands)
Revenue$45,733
 $41,636
 $77,714
 $81,064
 $66,782
 $59,868
 $104,935
 $109,479
 $95,754
Cost of revenue(1)
35,018
 38,505
 50,303
 50,147
 45,497
 53,492
 67,975
 70,166
 66,583
Gross profit10,715
 3,131
 27,411
 30,917
 21,285
 6,376
 36,960
 39,313
 29,171
Operating expenses:                 
Technology and development(1)
7,459
 7,898
 8,060
 9,781
 8,849
 9,672
 10,090
 11,483
 11,287
Marketing(1)
4,888
 9,211
 8,486
 5,436
 5,438
 10,459
 10,132
 5,588
 6,072
General and administrative(1)
7,157
 10,385
 9,526
 10,037
 12,421
 14,367
 12,466
 11,995
 14,181
Total19,504
 27,494
 26,072
 25,254
 26,708
 34,498
 32,688
 29,066
 31,540
Income (loss) from operations(8,789) (24,363) 1,339
 5,663
 (5,423) (28,122) 4,272
 10,247
 (2,369)
Interest income and other income, net18
 84
 49
 37
 88
 56
 32
 311
 571
Net income (loss)$(8,771) $(24,279) $1,388
 $5,700
 $(5,335) $(28,066) $4,304
 $10,558
 $(1,798)


(1) Includes stock-based compensation as follows:
 Three Months Ended
 Dec. 31, 2015 Mar. 31, 2016 June 30, 2016 Sep. 30, 2016 Dec. 31, 2016 Mar. 31, 2017 June 30, 2017 Sep. 30, 2017 Dec. 31, 2017
                  
 (in thousands)
Cost of revenue$455
 $518
 $525
 $546
 $677
 $714
 $699
 $715
 $774
Technology and development404
 539
 559
 555
 730
 731
 751
 819
 1,024
Marketing90
 110
 112
 114
 133
 119
 123
 121
 124
General and administrative568
 654
 718
 940
 983
 1,117
 1,065
 1,054
 1,151
Total$1,517
 $1,821
 $1,914
 $2,155
 $2,523
 $2,681
 $2,638
 $2,709
 $3,073


Three Months Ended
Dec. 31, 2015 Mar. 31, 2016 June 30, 2016 Sep. 30, 2016 Dec. 31, 2016 Mar. 31, 2017 June 30, 2017 Sep. 30, 2017 Dec. 31, 2017
                 
(as a percentage of revenue)
Three Months EndedThree Months Ended
Dec. 31, 2023Dec. 31, 2023Sep. 30, 2023Jun. 30, 2023Mar. 31, 2023Dec. 31, 2022Sep. 30, 2022Jun. 30, 2022Mar. 31, 2022
Revenue100.0 % 100.0 % 100.0% 100.0% 100.0 % 100.0 % 100.0% 100.0% 100.0 %
Cost of revenue(1)76.6
 92.5
 64.7
 61.9
 68.1
 89.3
 64.8
 64.1
 69.5
Cost of revenue(1)
Gross profit23.4
 7.5
 35.3
 38.1
 31.9
 10.7
 35.2
 35.9
 30.5
Operating expenses:                 
Technology and development(1)16.3
 19.0
 10.4
 12.1
 13.3
 16.2
 9.6
 10.5
 11.8
Marketing(1)10.7
 22.1
 10.9
 6.7
 8.1
 17.5
 9.7
 5.1
 6.3
General and administrative(1)15.6
 24.9
 12.3
 12.3
 18.6
 24.0
 11.8
 11.0
 14.9
Technology and development(1)
Technology and development(1)
Technology and development(1)
Marketing(1)
General and administrative(1)
Restructuring and reorganization
Total42.6
 66.0
 33.6
 31.1
 40.0
 57.7
 31.1
 26.6
 33.0
Income (loss) from operations(19.2) (58.5) 1.7
 7.0
 (8.1) (47.0) 4.1
 9.3
 (2.5)
Interest income and other income, net
 0.2
 0.1
 
 0.1
 0.1
 
 0.3
 0.6
Net income (loss)(19.2)% (58.3)% 1.8% 7.0% (8.0)% (46.9)% 4.1% 9.6% (1.9)%
Loss from continuing operations
Interest income
Interest expense
Income tax (expense) benefit
Gain on extinguishment of convertible senior notes
Other expense, net
Net loss from continuing operations
Net loss from continuing operations attributable to common stock
Net loss from continuing operations per share—diluted
(1) Includes stock-based compensation as follows:

Three Months Ended
Dec. 31, 2023Sep. 30, 2023Jun. 30, 2023Mar. 31, 2023Dec. 31, 2022Sep. 30, 2022Jun. 30, 2022Mar. 31, 2022
Cost of revenue$2,741 $3,037 $3,001 $4,135 $4,367 $4,165 $3,615 $2,990 
Technology and development8,352 8,391 8,241 8,127 6,135 6,353 6,768 7,109 
Marketing1,312 1,337 1,254 1,245 1,052 1,002 894 1,043 
General and administrative3,148 6,035 5,025 5,320 4,504 4,904 4,009 4,109 
Total$15,553 $18,800 $17,521 $18,827 $16,058 $16,424 $15,286 $15,251 
40

Three Months EndedThree Months Ended
Dec. 31, 2023Dec. 31, 2023Sep. 30, 2023Jun. 30, 2023Mar. 31, 2023Dec. 31, 2022Sep. 30, 2022Jun. 30, 2022Mar. 31, 2022
Three Months Ended
Dec. 31, 2015 Mar. 31, 2016 June 30, 2016 Sep. 30, 2016 Dec. 31, 2016 Mar. 31, 2017 June 30, 2017 Sep. 30, 2017 Dec. 31, 2017
                 
(as a percentage of revenue)
Cost of revenue1.0% 1.2% 0.7% 0.7% 1.0% 1.2% 0.7% 0.7% 0.8%
(as a percentage of revenue)
(as a percentage of revenue)
(as a percentage of revenue)
RevenueRevenue100.0 %100.0 %100.0 %100.0 %100.0 %100.0 %100.0 %100.0 %
Cost of revenue(1)
Gross profit
Operating expenses
Technology and development(1)
Technology and development(1)
Technology and development(1)0.9
 1.3
 0.7
 0.7
 1.1
 1.2
 0.7
 0.7
 1.1
Marketing(1)0.2
 0.3
 0.1
 0.1
 0.2
 0.2
 0.1
 0.1
 0.1
General and administrative(1)1.2
 1.6
 0.9
 1.2
 1.5
 1.9
 1.0
 1.0
 1.2
Restructuring and reorganization
Total3.3% 4.4% 2.4% 2.7% 3.8% 4.5% 2.5% 2.5% 3.2%
Loss from continuing operations
Interest income
Interest expense
Income tax (expense) benefit
Gain on extinguishment of convertible senior notes
Other expense, net
Net loss from continuing operationsNet loss from continuing operations(10.4)%(7.1)%(9.8)%(26.8)%(12.2)%(15.1)%(21.4)%(45.8)%
Revenue for(1) Includes stock-based compensation as follows:
Three Months Ended
Dec. 31, 2023Sep. 30, 2023Jun. 30, 2023Mar. 31, 2023Dec. 31, 2022Sep. 30, 2022Jun. 30, 2022Mar. 31, 2022
(as a percentage of revenue)
Cost of revenue1.3 %1.1 %1.1 %1.9 %2.0 %1.4 %1.0 %1.3 %
Technology and development3.8 3.1 3.0 3.8 2.8 2.1 1.9 3.3 
Marketing0.6 0.5 0.5 0.6 0.5 0.3 0.3 0.5 
General and administrative1.3 2.3 1.8 2.5 1.9 1.6 1.2 1.8 
Total7.0 %7.0 %6.4 %8.8 %7.2 %5.4 %4.4 %6.9 %

Our revenue and cost of revenue have typically followed the periods above has followed a seasonal pattern consistent withof the residential real estate industry. Accordingly,As such, revenue in 2016 and 2017 increasedcost of revenue increase sequentially from the first quarter throughto the second and third quarters. Fourth quarter revenue typically declines sequentially from the third quarter. Revenue in the fourth quarters of 2016

Our 2023 revenue and 2017, as well as the first quarters of 2016 and 2017, declined sequentially.
Cost of revenue has also reflected seasonality. Cost of revenue in 2016 and 2017 increased sequentially from the first quarter through the second quarter. In the third quarter of 2016, cost of revenue decreased sequentially as we kept the average numberwere impacted by macroeconomic conditions; see “Adverse Macroeconomic Conditions and Our Associated Actions” under Item 7. We completed our acquisition of lead agents flat with the second quarter. In the third quarter of 2017,Bay Equity on April 1, 2022. The acquisition increased revenue, cost of revenue, increased sequentially as we continued to hire lead agents and our Redfin Now business grew. In the fourth quarters of 2016 and 2017, the cost of revenue declined sequentially due to lower real estate transaction volume.
Technology and developmentoperating expenses are influenced period to period by the timing of development project expenses, including the additional use of contract software developers as well as the utilization of interns, who typically work with the company during the third quarter. Marketing expenses are influenced by seasonal factors and the timing of advertising campaigns. We typically spend more on advertising during the first half of the year thanin the second halfquarter, third quarter, and fourth quarter of the year.2022 over their seasonal pattern, because there were no such results in prior quarters.

41


Quarterly Key Business Metrics

Dec. 31, 2023Sep. 30, 2023Jun. 30, 2023Mar. 31, 2023Dec. 31, 2022Sep. 30, 2022Jun. 30, 2022Mar. 31, 2022
Monthly average visitors (in thousands)43,861 51,309 52,308 50,440 43,847 50,785 52,698 51,287 
Real estate services transactions
Brokerage10,152 13,075 13,716 10,301 12,743 18,245 20,565 15,001 
Partner3,186 4,351 3,952 3,187 2,742 3,507 3,983 3,417 
Total13,338 17,426 17,668 13,488 15,485 21,752 24,548 18,418 
Real estate services revenue per transaction
Brokerage$12,248 $12,704 $12,376 $11,556 $10,914 $11,103 $11,692 $11,191 
Partner2,684 2,677 2,756 2,592 2,611 2,556 2,851 2,814 
Aggregate9,963 10,200 10,224 9,438 9,444 9,725 10,258 9,637 
U.S. market share by units(1)
0.72 %0.78 %0.75 %0.79 %0.76 %0.80 %0.83 %0.79 %
Revenue from top-10 Redfin markets as a percentage of real estate services revenue55 %56 %55 %53 %57 %58 %59 %57 %
Average number of lead agents1,692 1,744 1,792 1,876 2,022 2,293 2,640 2,750 
Mortgage originations by dollars (in millions)$885 $1,110 $1,282 $991 $1,036 $1,557 $1,565 $159 
Mortgage originations by units (in ones)2,293 2,786 3,131 2,444 2,631 3,720 3,860 414 
(1) Prior to the second quarter of 2022, we reported our U.S. market share based on the aggregate home value of our real estate services transactions, relative to the aggregate value of all U.S. home sales, which we computed based on the mean sale price of U.S. homes provided by the National Association of REALTORS® (“NAR”). Beginning in the second quarter of 2022, NAR (1) revised its methodology of computing the mean sale price, (2) restated its previously reported mean sale price beginning from January 2020 (and indicated that previously reported mean sale price prior to January 2020 is not comparable), and (3) discontinued publication of the mean sale price as part of its primary data set. Due to these changes, as of the second quarter of 2022, we report our U.S. market share based on the number of homes sold, rather than the dollar value of homes sold. Our market share by number of homes sold has historically been lower than our market share by dollar value of homes sold. We also stopped reporting the aggregate home value of our real estate services transactions.
 Three Months Ended
 Dec. 31, 2015 Mar. 31, 2016 June 30, 2016 Sep. 30, 2016 Dec. 31, 2016 Mar. 31, 2017 June 30, 2017 Sep. 30, 2017 Dec. 31, 2017
                  
Monthly average visitors (in thousands)11,142
 13,987
 17,021
 17,795
 16,058
 20,162
 24,400
 24,518
 21,377
Real estate transactions:                 
Brokerage4,510
 4,005
 7,497
 7,934
 6,432
 5,692
 10,221
 10,527
 8,598
Partner2,273
 1,936
 2,602
 2,663
 2,281
 2,041
 2,874
 3,101
 2,739
Total6,783
 5,941
 10,099
 10,597
 8,713
 7,733
 13,095
 13,628
 11,337
Real estate revenue per real estate transaction:                 
Brokerage$9,242
 $9,485
 $9,524
 $9,333
 $9,428
 $9,570
 $9,301
 $9,289
 $9,659
Partner1,177
 1,224
 1,633
 1,932
 1,991
 1,911
 1,945
 1,960
 2,056
Aggregate$6,539
 $6,793
 $7,491
 $7,474
 $7,481
 $7,548
 $7,687
 $7,621
 $7,822
Aggregate home value of real estate transactions (in millions)$2,984
 $2,599
 $4,684
 $4,898
 $4,018
 $3,470
 $6,119
 $6,341
 $5,350
U.S. market share by value0.46% 0.48% 0.53% 0.57% 0.56% 0.58% 0.64% 0.71% 0.71%
Revenue from top-10 Redfin markets as a percentage of real
estate revenue
73% 71% 74% 72% 71% 68% 69% 69% 69%
Average number of lead agents667
 743
 756
 756
 796
 935
 1,010
 1,028
 1,118

Similar to our revenue, monthly average visitors to our website and mobile application has typically followed athe seasonal pattern increasing sequentially in 2016 and 2017 fromof the first quarter through the third quarter.residential real estate industry. Monthly average visitors fell sequentially duringin 2022 were impacted by adverse macroeconomic conditions. See section “Adverse Macroeconomic Conditions and Our Associated Actions” under Item 7.

Segment Financial Information

The tables below present, for each of our reportable and other segments, financial information on a GAAP basis and adjusted EBITDA, which is a non-GAAP financial measure, for the fourth quartersyears ended December 31, 2023, 2022, and 2021.

See Note 3 to our consolidated financial statements for more information regarding our GAAP segment reporting.

To supplement our consolidated financial statements that are prepared and presented in accordance with GAAP, we also compute and present adjusted EBITDA, which is a non-GAAP financial measure. We believe adjusted EBITDA is useful for investors because it enhances period-to-period comparability of 2016our financial statements on a consistent basis and 2017 following seasonality.provides investors with useful insight into the underlying trends of the business. The presentation of this financial measure is not intended to be considered in isolation or as a substitute of, or superior to, our financial information prepared and presented in accordance with GAAP. Our calculation of adjusted EBITDA may be different from adjusted EBITDA or similar non-GAAP financial measures used by other companies, limiting its usefulness for comparison purposes. Our adjusted EBITDA for the years ended December 31, 2023, 2022, and 2021 is presented below, along with a reconciliation of adjusted EBITDA to net (loss) income from continuing operations.

42

Year ended December 31, 2023
Real estate servicesRentalsMortgageOtherCorporate OverheadTotal
Revenue(1)
$618,577 $184,812 $134,108 $39,175 $— $976,672 
Cost of revenue462,625 42,086 118,178 23,964 — 646,853 
Gross profit155,952 142,726 15,930 15,211 — 329,819 
Operating expenses
Technology and development108,201 63,934 2,871 4,504 3,784 183,294 
Marketing59,746 53,952 4,064 60 41 117,863 
General and administrative76,851 94,252 25,012 4,017 38,658 238,790 
Restructuring and reorganization— 503 — — 7,424 7,927 
Total operating expenses244,798 212,641 31,947 8,581 49,907 547,874 
(Loss) income from continuing operations(88,846)(69,915)(16,017)6,630 (49,907)(218,055)
Interest income, interest expense, income tax expense, gain on extinguishment of convertible senior notes, and other expense, net59 215 (392)712 91,069 91,663 
Net (loss) income from continuing operations$(88,787)$(69,700)$(16,409)$7,342 $41,162 $(126,392)
(1) Included in revenue is $1.2 million from providing services to our discontinued properties segment.

Year ended December 31, 2023
Real estate servicesRentalsMortgageOtherCorporate OverheadTotal
Net (loss) income from continuing operations$(88,787)$(69,700)$(16,409)$7,342 $41,162 $(126,392)
Interest income(1)
(59)(338)(11,238)(712)(9,407)(21,754)
Interest expense(2)
— — 12,055 — 9,417 21,472 
Income tax expense— 123 289 — 567 979 
Depreciation and amortization16,020 39,876 3,864 1,002 2,000 62,762 
Stock-based compensation(3)
44,002 14,653 1,466 2,246 8,334 70,701 
Acquisition-related costs(4)
— — — — 
Restructuring and reorganization(5)
— 503 — — 7,424 7,927 
Impairment(6)
— — — — 1,948 1,948 
Gain on extinguishment of convertible senior notes— — — — (94,019)(94,019)
Adjusted EBITDA$(28,824)$(14,883)$(9,973)$9,878 $(32,566)$(76,368)
(1) Interest income includes $11.2 million of interest income related to originated mortgage loans for the year ended December 31, 2023.
(2) Interest expense includes $11.9 million of interest expense related to our warehouse credit facilities for the year ended December 31, 2023.
(3) Stock-based compensation consists of expenses related to stock options, restricted stock units, and our employee stock purchase program. See Note 11 to our consolidated financial statements for more information.
(4) Acquisition-related costs consist of fees for external advisory, legal, and other professional services incurred in connection with our acquisition of other companies.
(5) Restructuring and reorganization expenses primarily consist of personnel-related costs associated with employee terminations, furloughs, or retention due to the restructuring and reorganization activities.
(6) Impairment consists of impairment losses due to subleasing two of our operating leases.

43

Year ended December 31, 2022
Real estate servicesRentalsMortgageOtherCorporate OverheadTotal
Revenue(1)
$787,076 $155,910 $132,904 $23,684 $— $1,099,574 
Cost of revenue608,027 33,416 126,552 22,460 — 790,455 
Gross profit179,049 122,494 6,352 1,224 — 309,119 
Operating expenses
Technology and development105,196 59,899 6,034 3,591 4,204 178,924 
Marketing98,673 51,064 4,889 199 484 155,309 
General and administrative88,171 92,728 25,680 3,307 33,504 243,390 
Restructuring and reorganization— — — — 32,353 32,353 
Total operating expenses292,040 203,691 36,603 7,097 70,545 609,976 
Loss from continuing operations(112,991)(81,197)(30,251)(5,873)(70,545)(300,857)
Interest income, interest expense, income tax benefit, gain on extinguishment of convertible senior notes, and other expense, net(123)1,389 (114)140 49,768 51,060 
Net loss from continuing operations$(113,114)$(79,808)$(30,365)$(5,733)$(20,777)$(249,797)
(1) Included in revenue is $17.8 million from providing services to our discontinued properties segment.
Year ended December 31, 2022
Real estate servicesRentalsMortgageOtherCorporate OverheadTotal
Net loss from continuing operations$(113,114)$(79,808)$(30,365)$(5,733)$(20,777)$(249,797)
Interest income(1)
— (24)(10,499)(143)(6,447)(17,113)
Interest expense(2)
— — 8,580 — 8,778 17,358 
Income tax expense— (1,077)— — 1,193 116 
Depreciation and amortization17,526 38,683 3,438 1,089 1,836 62,572 
Stock-based compensation(3)
36,652 11,319 4,132 1,496 9,420 63,019 
Acquisition-related costs(4)
— — — — 2,437 2,437 
Restructuring and reorganization(5)
— — — — 32,353 32,353 
Impairment(6)
— — — — 1,136 1,136 
Gain on extinguishment of convertible senior notes— — — — (57,193)(57,193)
Adjusted EBITDA$(58,936)$(30,907)$(24,714)$(3,291)$(27,264)$(145,112)
(1) Interest income includes $10.5 million of interest income related to originated mortgage loans for the year ended December 31, 2022.
(2) Interest expense includes $8.5 million of interest expense related to our warehouse credit facilities for the year ended December 31, 2022.
(3) Stock-based compensation consists of expenses related to stock options, restricted stock units, and our employee stock purchase program. See Note 11 to our consolidated financial statements for more information.
(4) Acquisition-related costs consist of fees for external advisory, legal, and other professional services incurred in connection with our acquisition of other companies.
(5) Restructuring and reorganization expenses primarily consist of personnel-related costs associated with employee terminations, furloughs, or retention due to the restructuring and reorganization activities from our acquisitions of Bay Equity and Rent., and from our June and October 2022 workforce reductions.
(6) Impairment consists of an impairment loss due to subleasing one of our operating leases.

44

Year ended December 31, 2021
Real estate servicesRentalsMortgageOtherCorporate OverheadTotal
Revenue(1)
$903,334 $121,877 $19,818 $13,609 $— $1,058,638 
Cost of revenue603,320 21,739 26,096 14,264 — 665,419 
Gross profit300,014 100,138 (6,278)(655)— 393,219 
Operating expenses
Technology and development81,588 41,492 10,396 2,528 7,477 143,481 
Marketing98,746 36,174 561 209 1,161 136,851 
General and administrative84,655 71,943 8,306 2,288 41,530 208,722 
Total operating expenses264,989 149,609 19,263 5,025 50,168 489,054 
Income (loss) from continuing operations35,025 (49,471)(25,541)(5,680)(50,168)(95,835)
Interest income, interest expense, and other income, net(87)3,301 1,392 4,611 
Net income (loss) from continuing operations$34,938 $(46,170)$(25,538)$(5,678)$(48,776)$(91,224)
(1) Included in revenue is $16.5 million from providing services to our discontinued properties segment.

Year ended December 31, 2021
Real estate servicesRentalsMortgageOtherCorporate OverheadTotal
Net income (loss) from continuing operations$34,938 $(46,170)$(25,538)$(5,678)$(48,776)$(91,224)
Interest income(1)
— — (1,598)(2)(629)(2,229)
Interest expense(2)
— — 1,666 — 7,490 9,156 
Income tax expense— (2,699)— — (3,408)(6,107)
Depreciation and amortization13,282 27,607 1,406 761 1,962 45,018 
Stock-based compensation(3)
34,662 1,311 2,985 856 9,731 49,545 
Acquisition-related costs(4)
— — — — 7,925 7,925 
Adjusted EBITDA$82,882 $(19,951)$(21,079)$(4,063)$(25,705)$12,084 
(1) Interest income includes $1.6 million of interest income related to originated mortgage loans for the year ended December 31, 2021.
(2) Interest expense includes $1.7 million of interest expense related to our warehouse credit facilities for the year ended December 31, 2021.
(3) Stock-based compensation consists of expenses related to stock options, restricted stock units, and our employee stock purchase program. See Note 11 to our consolidated financial statements for more information.
(4) Acquisition-related costs consist of fees for external advisory, legal, and other professional services incurred in connection with our acquisitions.

Liquidity and Capital Resources


On August 2, 2017, we closed our IPO of 10,615,650 shares of our common stock at a public offering price of $15.00 per share. We received approximately $144.4 million in net proceeds after deducting underwriting discounts and commission, and offering costs.
Prior to our IPO, our principal sources of liquidity were the net proceeds we received through private sales of our equity securities. From our inception through our IPO, we completed several rounds of sales of shares of our redeemable convertible preferred stock to investors, with total gross proceeds of approximately $167.5 million.
In the first quarter of 2017, we introduced Redfin Mortgage to originate and underwrite mortgage loans, and began testing a new service called Redfin Now, where we buy homes directly from home sellers, intending to resell those homes. To date, neither business has had a material impact on our liquidity. As of December 31, 2017,2023, we held $3.4had cash and cash equivalents of $149.8 million and investments of $45.1 million, which consist primarily of operating cash on deposit with financial institutions, money market instruments, U.S. treasury securities, and agency bonds.

As of December 31, 2023, we had $696.6 million aggregate principal amount of convertible senior notes outstanding across two issuances maturing between October 15, 2025 and April 1, 2027. See Note 14 to our consolidated financial statements for our obligations to pay semi-annual interest and to repay any outstanding amounts at the notes' maturity. In addition, our 2023 convertible senior notes were fully repaid in cash on July 15, 2023. During the year ended December 31, 2023, we repurchased and retired $320.3 million of home inventory. Ifour 2025 convertible senior notes pursuant to the repurchase program authorized by our board of directors on October 17, 2022, using $241.8 million in cash. As of December 31, 2023, we decidehave repurchased a total of $462.8 million of our 2025 convertible senior notes, using $325.4 million in cash. As of December 31, 2023, we have $124.6 million remaining under the repurchase program for future repurchases. On October 19, 2023, our board of directors increased the amount of cash authorized for use in the existing note repurchase program from $300.0 million in aggregate to significantly expand these new product offerings,$450.0 million in aggregate. The repurchase program includes both our 2025 and 2027 convertible senior notes. The program has no expiration date and will continue until suspended, terminated, or modified by our board of directors.

In addition, as part of the closing of our term loan, we repurchased and retired $76.9 million of our 2025 and 2027 convertible senior notes, using $50.8 million in cash. As of December 31, 2023, we had $124.7 million principal amount of our term loan, maturing on October 20, 2028.

Also, as of December 31, 2023, we had 40,000 shares of convertible preferred stock outstanding. See Note 10 to our consolidated financial statements for our obligations to pay quarterly interest and to redeem any outstanding shares on November 30, 2024.

45

Our mortgage business has significant cash requirements due to the period of time between its origination of a mortgage loan and the sale of that loan. We have relied on warehouse credit facilities with different lenders to fund substantially the entire portion of the mortgage loans that our mortgage business originates. Once our mortgage business sells a loan in the secondary mortgage market, we use the proceeds to reduce the outstanding balance under the related facility. See Note 14 to our consolidated financial statements for more information regarding our warehouse credit facilities.

We believe that our existing cash and cash equivalents and investments, together with cash we expect to generate from future operations, and borrowings from our mortgage warehouse credit facilities, will provide sufficient liquidity to meet our operational needs and our growth, and fulfill our payment obligations with respect to our convertible senior notes and convertible preferred stock. However, our liquidity assumptions may change or prove to be incorrect, and we could exhaust our available financial resources sooner than we currently expect. As a result, we may seek new sources of credit financing or elect to raise additional capitalfunds through equity, equity-linked, or debt-financing arrangements to fund this expansion.debt financing arrangements. We cannot assure you that any additional financing will be available to us on acceptable terms or at all.


Our title and settlement business holds cash in escrow that we do not record in our consolidated balance sheets. See Note 7 to our consolidated financial statements for more information regarding these amounts.

Cash Flows

The following table summarizes our cash flows for the periods indicated:

Year Ended December 31,
202320222021
(in thousands)
Net cash provided by (used in) operating activities$56,758 $40,491 $(301,568)
Net cash provided by (used in) investing activities97,482 (184,338)(576,306)
Net cash (used in) provided by financing activities(245,415)(332,094)650,341 

 Year Ended December 31,
 2015 2016 2017
      
 (in thousands)
Net cash provided by (used in) operating activities$(22,221) $(9,352) $5,355
Net cash used in investing activities(4,567) (13,567) (10,364)
Net cash provided by financing activities$3,545
 $1,744
 $149,822

Net Cash Flows fromProvided By (Used In) Operating Activities

Our operating cash flows result primarily from cash generated by commissions paid to us from our real estate services business and sales of homes from our discontinued properties business. Our primary uses of cash from operating activities include payments for personnel-related costs, including employee benefits and bonus programs, marketing and advertising activities, purchases of homes for our properties business, office and occupancy costs, and outside services costs. Additionally, our mortgage business generates a significant amount operating cash flow activity from the origination and sale of loans held for sale.

Net cash provided by operating activities was $56.8 million for the year ended December 31, 2023, primarily attributable to changes in 2017 consistedassets and liabilities of $15.0$126.1 million and $60.7 million of net losses, an $18.3 million positive impact from non-cash items an $8.4related to stock-based compensation, depreciation and amortization, changes in the fair value of mortgage servicing rights, gain on extinguishment of convertible senior notes, amortization of debt discounts and issuances costs, lease expense related to right-of-use assets, and other non-cash items. This was offset by a net loss of $130.0 million. The primary source of cash related to changes in our assets and liabilities was a $114.2 million reductiondecrease in miscellaneous receivables when the landlord forinventory related to our Seattle headquarters office reimbursed us for tenant improvements,properties business. The primary use of cash related to changes in our assets and liabilities was a $4.9$20.4 million net increasedecrease in accrued expenses and accounts payable dueand accrued and other liabilities related to the timing of when amounts came due. These benefits were partiallyvendor payments and payroll-related expenses.

Net cash provided by operating activities was $40.5 million for the year ended December 31, 2022, primarily attributable to changes in assets and liabilities of $244.7 million and $116.9 million of non-cash items related to stock-based compensation, depreciation and amortization, gain on extinguishment of convertible senior notes, amortization of debt discounts and issuance costs, lease expense related to right-of-use assets, and other non-cash items. This was offset by a $4.2net loss of $321.1 million. The primary source of cash related to changes in our assets and liabilities was a $243.9 million increasedecrease in prepaid expenses, the introduction of $3.4 million in home purchases from testing Redfin Now, a $2.7 million increase in accrued revenue dueinventory related to the collectionwind-down of RedfinNow. The primary use of cash related to changes in our assets and liabilities was a $48.9 million decrease in accounts payable and accrued and other liabilities related to the timing of real estate transactions that had closed,vendor payments and $1.9 million in mortgage loans funded but not yet sold.payroll related expenses.
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Net cash used in operating activities in 2016 consistedwas $301.6 million for the year ended December 31, 2021, primarily attributable to a net loss of $22.5$109.6 million, offset by $114.8 million of net losses, a $14.7 million positive impact from non-cash items a $7.2 million net increaserelated to stock-based compensation, depreciation and amortization expenses, amortization of debt discounts and issuances costs, lease expense related to right-of-use assets, impairment charges related to one of our cost-method investments, and other non-cash items. Changes in accrued expensesassets and accounts payable due to the timing of when amounts came due, and a $2.2 million decrease in prepaid expenses. These benefits were partially offset by a $6.0 million increase in other long-term assets, including a $5.4 million deposit with the landlord for our new Seattle headquarters office space. We also incurred a $5.0 million increase in accrued revenue due to the collection and timing of real estate transactions that closed.
Netliabilities decreased cash used in operating activities by $306.8 million. The primary source of cash related to changes in 2015 consisted of $30.2 million of net losses,our assets and liabilities was a $10.0 million positive impact from non-cash items, and a $3.9$28.9 million increase in accounts payable and other accrued expenses dueliabilities related to the timing of when amounts came due. These benefits werevendor payments and payroll related expenses. The primary use of cash related to changes in our assets and liabilities was a $309.1 million increase in inventory related to our properties business.

Net Cash Provided By (Used In) Investing Activities

Our primary investing activities include acquisitions of other companies and the purchase of investments and property and equipment, primarily related to capitalized software development expenses and leasehold improvements.

Net cash provided by investing activities was $97.5 million for the year ended December 31, 2023, primarily attributable to $109.5 million in net sales and maturities of U.S. government securities, partially offset by a $4.0$12.1 million increase in prepaid expenses,purchases of property and a $2.7 million increase in accrued revenue due to the collection and timing of real estate transactions that had closed.equipment.

Cash Flows from Investing Activities


Net cash used in investing activities in 2017 consisted of $12.1was $184.3 million of fixed asset purchases, including $6.5 million of leasehold improvements, equipment and furnishingsfor the year ended December 31, 2022, primarily attributable to cash paid for our new Seattle headquarters office spaceacquisition of Bay Equity of $97.3 million, $65.5 million in net investments in U.S. government securities, and $4.4$21.5 million in purchases of capitalized software development expenses. This was partially offset by a net $1.8 million from the saleproperty and maturity of short-term investments.equipment.

Net cash used in investing activities in 2016 consisted of $13.6was $576.3 million of fixed asset purchases, including $8.0 million of construction in progressfor the year ended December 31, 2021, primarily attributable to cash paid for our new Seattle headquarters office spaceacquisition of Rent. of $608.0 million, $59.2 million in net investments in U.S. government securities, and $3.2$17.6 million of capitalized software development expenses.

Net Cash (Used In) Provided By Financing Activities

Our primary financing activities have come from (i) our initial public offering in August 2017, (ii) sales of our common stock and 2023 notes in July 2018, our common stock and convertible preferred stock in April 2020, our 2025 notes in October 2020, and our 2027 notes in March 2021, (iii) our term loan entered into in October 2023, and (iv) the sale of our common stock pursuant to stock option exercises and our ESPP. Additionally, we generate a significant amount of financing cash flow activity due to borrowings from and repayments to our warehouse credit facilities and, historically, our secured revolving credit facility, which we terminated on December 29, 2022.

Net cash used in investingfinancing activities was $245.4 million for the year ended December 31, 2023, primarily attributable to $241.8 million used in 2015 consistedconnection with repurchases of $4.6our 2025 notes, $57.1 million used to extinguish a portion of purchasesour 2025 and 2027 notes as part of fixed assets, including internal use software development.the closing of our term loan, $23.5 million used to pay the remaining principal of our 2023 notes, and a $38.5 million decrease in net borrowings under our warehouse credit facilities. This was partially offset by $125.0 million cash proceeds from the closing of our term loan.


Cash Flows from Financing ActivitiesNet cash used in financing activities was $332.1 million for the year ended December 31, 2022, primarily attributable to a $199.8 million decrease in net borrowings under our secured revolving credit facility, $83.6 million used in connection with repurchases of our 2025 notes, and a $51.1 million decrease in net borrowings under our warehouse credit facilities.

Net cash provided by financing activities in 2017 consisted of $144.5was $650.3 million for the year ended December 31, 2021, primarily attributable to $498.9 million in net proceeds from the issuance of our IPO, $3.02027 notes offering, a $175.8 million increase in net borrowings under our secured revolving credit facility, and $22.8 million in proceeds from the exerciseissuance of common stock options and $2.0 million in net borrowing from our warehouse credit facilities for mortgage origination.
Net cash provided by financing activities in 2016 consisted of $1.5 million in proceeds from the exercise of stock options.
Net cash provided by financing activities in 2015 consisted of $1.7 million from proceeds from the exercise of stock options.
Contractual Obligations
Contractual obligations are cash amounts that we are obligated to pay as part of certain contracts that we have entered into during the normal course of business. Below is a table that shows our contractual obligations as of December 31, 2017:
 Payments Due by Period:
 Total Less than 1 Year 1-3 Years 3-5 Years More Than 5 Years
          
 (in thousands)
Operating leases$58,740
 $7,595
 $15,282
 $13,453
 $22,410
Purchase obligations5,106
 3,003
 2,103
 
 
Total$63,846
 $10,598
 $17,385
 $13,453
 $22,410
In May 2016, we entered into a lease for a new corporate headquarters in Seattle, Washington, which was subsequently amended and restated in June 2017. This amendment had no effect on our contractual obligations. The minimum lease payments total $43.8 million, which will be due over 133 months, beginning in mid-2017 and lasting through 2027.
Our purchase obligations primarily relate to the noncancelable portion of commitments relatedpursuant to our network infrastructure and annual employee meeting. We do not include in the table above obligations under contracts that we can cancel without significant penalty. We also include the purchase pricesequity compensation plans.

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Critical Accounting Policies and Estimates

Discussion and analysis of our financial condition and results of operations are based on our financial statements, which have been prepared in accordance with GAAP. PreparingThe preparation of these financial statements requires us to make estimates and judgments that affect the reported amounts of assets and liabilities and related disclosure of contingent assets and liabilities, revenue, and expenses at the date of

the financial statements. Generally, we base our estimates on historical experience and on various other assumptions in accordance with GAAP that we believe to be reasonable under the circumstances. Actual results may differ from these estimates under different assumptions or conditions.

Critical accounting policies and estimates are those that we consider the most important to the portrayal of our financial condition and results of operations because they require our most difficult, subjective, or complex judgments, often as a result of the need to make estimates about the effect of matters that are inherently uncertain. OurBased on this definition, we have identified the critical accounting policies and estimates include those relatedaddressed below. In addition, we have other key accounting policies and estimates that are described in Note 1 to revenue recognition and stock-based compensation.our consolidated financial statements.


Revenue Recognition
Revenue primarily consists
Our key revenue components are brokerage revenue, partner revenue, rentals revenue, mortgage revenue, and other revenue. Of these, we consider the most critical of our revenue recognition policies to be those related to commissions and fees charged on each real estate transaction completedbrokerage transactions closed by us or our partnerlead agents. We recognize commission-based brokerage revenue upon closing of a real estatebrokerage transaction, netless the amount of any commission refund,refunds, closing-cost adjustment, commission discountreductions, or promotional offers that may result in a material right. We determined that brokerage revenue primarily contains a single performance obligation that is satisfied upon the closing of a transaction, fee adjustment. Partner revenue consists of fees earned by referring customersat which point the entire transaction price is earned. We evaluate our brokerage contracts and promotional pricing to partner agents. Partnerdetermine if there are any additional material rights and allocate the transaction price based on standalone selling prices.

Rentals revenue is earned andprimarily recognized when partner agents closeon a referred transaction,straight-line basis over the term of the contract, which is generally less than one year. Revenue is presented net of any refund providedsales allowances, which are not material.

Mortgage revenue is recognized (1) when an interest rate lock commitment is made to customers. Revenue earned from selling homes previously purchased by Redfin Nowa customer, adjusted for a pull-through percentage, (2) for origination fees, when the purchase or refinance of a loan is complete, and (3) when the fair value of our interest rate lock commitments, forward sale commitments, and loans held for sale are recorded at closing on a gross basis, representing the sales price of the home.current market quotes.
Revenue earned but not received is recorded as accrued revenue on the accompanying consolidated balance sheets. Fees and revenue from other services are recognized when the service is provided.
We have completed our analysis ofutilized the new revenue standard, practical expedient in ASC 606, Revenue from Contracts with Customers (Topic 606), and determined the adoption willelected not to capitalize contract costs for contracts with customers with durations less than one year. We do not have a material impact on our financial statements. For further discussion of the new revenue standard, please seesignificant remaining performance obligations or contract balances.

See Note 1 to our consolidated financial statements included elsewherefor further discussion of our revenue recognition policy.

Acquired Intangible Assets and Goodwill

We recognize separately identifiable intangible assets acquired in Annual Report on Form 10-K.

Stock-based Compensation
Stock-based compensation is measured at the grant date based ona business combination. Determining the fair value of the awardintangible assets acquired requires management’s judgment, often utilizes third-party valuation specialists, and is recognized as expense, netinvolves the use of estimated forfeitures, oversignificant estimates and assumptions with respect to the requisite service period, which is generallytiming and amounts of future cash flows, discount rates, replacement costs, and asset lives, among other estimates.

The judgments made in the vesting perioddetermination of the respective award.
Determining theestimated fair value of stock options atassigned to the grant date is highly complexintangible assets acquired and subjective and requires significant judgment. We use the Black-Scholes-Merton option-pricing model to determine the fair value of stock options, the output of which is affected by a number of variables.
These variables include the fair value of our common stock, our expected common stock price volatility over the expectedestimated useful life of each asset could significantly impact our consolidated financial statements in periods after the options,acquisition, such as through depreciation and amortization expense.

We evaluate intangible assets for impairment whenever events or circumstances indicate that they may not be recoverable. We measure recoverability by comparing the carrying amount of an asset group to future undiscounted net cash flows expected termto be generated.

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Goodwill represents the excess of the stock option, risk-free interest rates and expected dividends, which are estimated as follows:
Fair Value of Our Common Stock. Prior to our IPO,purchase price over the fair value of the shares of our common stock underlying stock options was established by our board of directors with the assistance of an independent third-party valuation firm. Because there was no public market for our common stock, our board of directors has relied on this independent valuationnet tangible assets and other factors to establish the fair value of our common stock at the time of grant of the option.
Expected Life. The expected term was estimated using the simplified method allowed under SEC guidance.
Volatility. Prior to our IPO, the expected stock price volatility for our common stock was estimated by taking the average historical price volatility for industry peers based on daily price observations. Industry peers consist of several public companies in the real estate brokerage and technology industries. In 2015, we changed the group of industry peers due to external mergers and acquisitions in the real estate industry.

Risk-Free Rate. The risk-free interest rate is based on the yields of U.S. Treasury securities with maturities similar to the expected term of the options for each option group.
Dividend Yield. We have never declared or paid any cash dividends and do not presently plan to pay cash dividends in the foreseeable future. Consequently, we used an expected dividend yield of zero.
On January 1, 2017, we adopted Accounting Standards Update, or ASU, 2016-09 and elected to book forfeitures as they occur, using the modified retrospective approach through a cumulative-effect adjustment of approximately $0.5 million to beginning accumulative deficit. The adoption of this guidance did not have a material impact on our financial position, results of operations or cash flows.
In late 2017, we began issuing restricted stock units (RSUs) as the primary form of equity compensation for our employees. Compensation cost for restricted stock units is measured at the fair value on the grant date and recognized as expense over the related service period.

Valuation of Common Stock and Redeemable Convertible Preferred Stock
Prior to our IPO, given the absence of a public trading market for our common stock, and in accordance with the American Institute of Certified Public Accountants Practice Guide, Valuation of Privately Held Company Equity Securities Issued as Compensation, our board of directors exercised reasonable judgment and considered numerous and subjective factors to determine the best estimate of fair value of our common stock, including the following:
contemporaneous unrelated third-party valuations of our common stock;
the prices at which we sold shares of our redeemable convertible preferred stock to outside investors in arm’s-length transactions;
the rights, preferences, and privileges of our redeemable convertible preferred stock relative to those of our common stock;
our results of operations, financial position and capital resources;
current business conditions and projections;
the lack of marketability of our common stock;
the hiring of key personnel and the experience of our management;
the fact that the option grants involve illiquid securitiesidentifiable intangible assets acquired in a private company;
business combination. Goodwill is not amortized, but is subject to impairment testing. We assess the likelihoodimpairment of achievinggoodwill on an annual basis, during the fourth quarter, or whenever events or changes in circumstances indicate that goodwill may be impaired. We assess goodwill for possible impairment by performing a liquidity event, such as an initial public offering or a sale of our company, given the prevailing market conditions;
industry trends and competitive environment;
trends in the U.S. residential real estate market; and
overall economic indicators, including gross domestic product, employment, inflation, and interest rates.
We performed valuations of our common stock that took into account the factors described above and used a combination of valuation methods as deemed appropriate under the circumstances applicable

at the valuation datequalitative assessment to determine our business enterprise value, or BEV, including the following approaches:
The market approach estimates value based on a comparison of the subject company to comparable public companies in a similar line of business. To determine our peer group of companies, we considered a combination of public enterprises using Internet-based technology and incurring similar costs to deliver services and selected those that are similar in business operations, products, size, growth, financial performance, and geographic location. From the comparable companies, a representative market value multiple is determined, which is applied to the subject company’s operating results to estimate the value of the subject company. The market value multiple was determined based on consideration of revenue multiples and earnings before interest, taxes, depreciation and amortization, or EBITDA, and gross margin to each of the companies’ last 12-month revenue and the next fiscal year 12-month revenue. The multiples are calculated and then applied to the business being valued. The estimated value is then discounted by a non-marketability factor (discount for lack of marketability) due to the fact that stockholders of private companies do not have access to trading markets similar to those enjoyed by stockholders of public companies, which affects liquidity.
The income approach estimates value based on the expectation of future cash flows that a company will generate over a discrete projection period, as well as for the terminal period. The projected free cash flows include earnings before interest and taxes, less taxes, plus depreciation and amortization, less capital expenditures plus an increase or decrease in working capital. These future cash flows are discounted to their present values using a discount rate derived from an analysis of the cost of capital of comparable publicly traded companies in similar lines of business as of each calculations date and is adjusted to reflect the risks inherent in our cash flows. In addition, we also consider an appropriate discount adjustment to recognize the lack of marketability due to being a private company.
The prior sale of company stock approach estimates value by considering any prior arm’s length sales of our equity. When considering prior sales of our equity, the valuation considers the size of the equity sale, the relationship of the parties involved in the transaction, the timing of the equity sale, and our financial condition at the time of the sale.
Once the equity value is determined, one of the following methods was used to allocate the BEV to each of our classes of stock: (1) the option pricing method, or OPM; (2) a probability weighted expected return method, or PWERM; (3) the current value method, or CVM; or (4) the hybrid method, which is a hybrid between the OPM, PWERM or CVM methods.
The OPM treats common stock and preferred stock as call options on a business, with exercise prices based on the liquidation preference of the preferred stock. Therefore, the common stock only has value if the funds available for distribution to the holders of common stock exceeds the value of the liquidation preference of the preferred stock at the time of a liquidity event, such as a merger, sale, or initial public offering, assuming the business has funds available to make a liquidation preference meaningful and collectible by stockholders. The common stock is modeled as a call option with a claim on the business at an exercise price equal to the remaining value immediately after the preferred stock is liquidated. The OPM uses the Black-Scholes-Merton option pricing model to price the call option.
The PWERM employs various market approach calculations depending upon the likelihood of various liquidation scenarios. For each of the various scenarios, an equity value is estimated and the rights and preferences for each stockholder class are considered to allocate the equity value to common shares. The common share value is then multiplied by a discount factor reflecting the calculated discount rate and the timing of the event. Lastly, the common share value is multiplied by an estimated probability for each scenario. The probability and timing of each scenario are based on discussions between our board of directors and our management team. Under the PWERM, the value of our common stock is based upon possible future exit events for our company.

The CVM allocates the enterprise value derived from one or more of the methods described above to the various series of a company’s preferred stock based on their respective liquidation preferences or conversion values, in accordance with the terms of the prevailing certificate of incorporation, assuming that each class of stock takes the course of action that maximizes its return. The fundamental assumption of this method is that the manner in which each class of preferred stockholders will exercise its rights and achieve its return is determined based on the enterprise value as of the valuation date and not at some future date. Accordingly, depending upon the equity value and the nature and amount of the various liquidation preferences, preferred stockholders will participate in equity value allocation either as holders of preferred stock or, if conversion would provide them with better economic results, as holders of common stock. We utilized CVM to account for certain secondary transactions involving our common stock. Specifically, we considered pricing, investor participation, visibility of information between the parties, and the purpose and size of the transaction.
Following our IPO, we have relied on the closing price of our common stock as reported by The NASDAQ Global Select Market on the date of grant to determine the fair value of our common stock.
Income Taxes
Income taxes are accounted for using an asset and liability approach that requires the recognition of deferred tax assets and liabilities for the expected future tax consequences of temporary differences between the consolidated financial statement and tax bases of assets and liabilities at the applicable enacted tax rates. We will establish a valuation allowance for deferred tax assets if it is more likely than not that these items will either expire before we are able to realize their benefit or that future deductibility is uncertain.
We believe that it is currently more likely than not that our deferred tax assets will not be realized and as such, we have recorded a full valuation allowance for these assets of $29.8 million. We evaluate the likelihood of the ability to realize deferred tax assets in future periods on a quarterly basis, and when appropriate evidence indicates we release our valuation allowance accordingly. The determination to provide a valuation allowance depends on the assessment of whether it is more likely than not that sufficient taxablethe fair value of the reporting unit is less than its carrying amount. When utilizing a quantitative assessment, we determine fair value at the reporting unit level based on a combination of an income approach and market approach. The income approach is based on estimated future cash flows, discounted at a rate that approximates the cost of capital of a market participant, while the market approach is based on guideline public company multiples and adjusted for the specific size and risk profile of the reporting units.

Based on our annual goodwill impairment test performed in the fourth quarter of 2023, the estimated fair values of all reporting units substantially exceeded their carrying values. No goodwill impairment charges were recorded in fiscal 2023 or 2022.

Debt Issuances

On October 20, 2023, we entered into a definitive agreement with Apollo Capital Management, L.P. and its affiliates (“Apollo”) whereby Apollo agreed to commit up to $250 million of financing for us in the form of a first lien term loan facility. We borrowed half of the loan on October 20, 2023 and the remainder will be generatedavailable as a delayed draw during the following 12 months. As part of the transaction, we repurchased $5 million principal amount of our 2025 convertible notes held by Apollo and $71.9 million principal amount of 2027 convertible notes held by Apollo for an aggregate repurchase price of $57.1 million using cash on our balance sheet. See Note 14 to utilizeour consolidated financial statements for a further description of this transaction.

We considered the deferred tax assets. Basednature of this debt issuance, the associated fees, and the associated gains or losses on the weightrepurchases of the available evidence, which includesconvertible notes as part of our historical operating losses, lack of taxable income, and accumulated deficit, we provided a full valuation allowance against the U.S. tax assets resulting from the tax loss and credits carried forward.
In addition, current tax laws impose substantial restrictions on the utilization of research and development credit and net operating loss, or NOL, carryforwards in the event of an ownership change, as defined by Internal Revenue Code Sections 382 and 383. Such an event, having occurred in the past or in the future, may significantly limit our ability to utilize our NOL carryforwards and research and development tax credit carryforwards. In the three months ended March 31, 2017, we completed a Section 382 limitation study. The study determined that we underwent an ownership change in 2006, and NOL and research and development tax credit carryforwards of $1,506 thousand and $32 thousand, respectively, are unavailable.
On December 22, 2017, the U.S. government enacted comprehensive tax legislation that, among other changes, reduced the U.S. federal corporate tax rate from 35 percent to 21 percent. As a result of these changes, we recorded a $12.7 million reduction in gross deferred tax assets with a corresponding net adjustment to deferred income tax expense of $12.7 million. These adjustments are fully offset by a decrease in the valuation allowance for 2017. As such, there was no net impact to our tax expense.
Off-Balance Sheet Arrangements
We have no off-balance sheet arrangements as defined in Item 303(a)(4) of Regulation S-K.
JOBS Act

We are an “emerging growth company,” as defined in the Jumpstart Our Business Startups Act, or JOBS Act. Under the JOBS Act, emerging growth companies can delay adopting new or revised accounting standards issued subsequent to the enactment of the JOBS Act until such time as those standards apply to private companies. We have irrevocably elected not to avail ourselvesrecording of this exemption from new or revised accounting standards and, therefore, will be subject to the same new or revised accounting standards as other public companies that are not emerging growth companies.transaction.

Recent Accounting Standards


For information on recent accounting standards, see Note 1 to our consolidated financial statements included elsewhere in this filing.statements.



Item 7A. Quantitative and Qualitative Disclosures About Market Risk


The principalOur primary operations are within the United States and in the first quarter of 2019 we launched limited operations in Canada. We are exposed to market risk we face isrisks in the ordinary course of our business. These risks primarily consist of fluctuations in interest rate risk. We had cash,rates.

Interest Rate Risk

Our investment policy allows us to maintain a portfolio of cash equivalents and short-term investments in a variety of $65.8 million assecurities, including U.S. treasury and agency issues, bank certificates of December 31, 2016deposit that are 100% insured by the Federal Deposit Insurance Corporation, and $208.3 million asSEC-registered money market funds that consist of December 31, 2017.a minimum of $1 billion in assets and meet the above requirements. The goals of our investment policy are liquidity and capital preservation. We do not enter into investments for trading or speculative purposes. Our investment policy allows us to maintain a portfolio

As of December 31, 2023, we had cash and cash equivalents of $149.8 million and investments in a variety of securities, including U.S. government treasury and agency issues, bank certificates$45.1 million. Our investments are composed of deposit that are 100% Federal Deposit Insurance Corporation insured, and SEC-registered money market fundsavailable-for-sale securities that consist primarily of a minimumU.S. treasury securities with maturities of $1 billion in assets and meet the above requirements.two years or less. We believe that we do not have any material exposure to changes in the fair value of these assets as a result of changes in interest rates due to the short termrelatively short-term nature and risk profile of our cash, cash equivalents and short-term investments.portfolio. Declines in interest rates, however, would reduce future investment income. A 100 basis-point declineAssuming no change in our outstanding cash, cash equivalents, and investments during the first quarter of 2024, a hypothetical 10% change in interest rates, occurring January 1, 2017during and sustained throughout the fourththat quarter, of 2017, would not have been material.a material impact on our financial results for that quarter.


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We are exposed to interest rate risk on our mortgage loans held for sale and IRLCs associated with our mortgage loan origination services. We manage this interest rate risk through the use of forward sales commitments on both a best efforts whole loans basis and on a mandatory basis. Forward sales commitments entered into on a mandatory basis are done through the use of commitments to sell mortgage-backed securities. We do not currently have any operations outsideenter into or hold derivatives for trading or speculative purposes. The fair value of our IRLCs and forward sales commitments are reflected in other current assets and accrued and other liabilities, as applicable, with changes in the fair value of these commitments recognized as revenue. The net fair value change for the periods presented were not material. See Note 4 to our consolidated financial statements for a summary of the United Statesfair value of our forward sales commitments and as a result,our IRLCs.

Foreign Currency Exchange Risk

As our operations in Canada have been limited, and we do not maintain a significant balance of foreign currency, we do not currently face significant risk with respect to foreign currency exchange rates.rate risk.

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Item 8. Financial Statements and Supplementary Data



REDFIN CORPORATION
INDEX TO CONSOLIDATED FINANCIAL STATEMENTS

Index to Consolidated Financial Statements

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REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

To the stockholders and the Board of Directors of Redfin Corporation
Seattle, Washington


Opinion on the Financial Statements


We have audited the accompanying consolidated balance sheets of Redfin Corporation and subsidiaries (the "Company") as of December 31, 20162023 and 2017,2022, the related consolidated statements of operations,comprehensive loss, cash flows, and changes in redeemable convertible preferred stockmezzanine equity and stockholders’ equity/(deficit), and cash flows,stockholders' equity, for each of the three years in the period ended December 31, 2017,2023, and the related notes (collectively referred to as the "financial statements"). In our opinion, the financial statements present fairly, in all material respects, the financial position of the Company as of December 31, 2017,2023 and 2022, and the results of its operations and its cash flows for each of the three years in the period ended December 31, 2017,2023, in conformity with accounting principles generally accepted in the United States of America.

We have also audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the Company's internal control over financial reporting as of December 31, 2023, based on criteria established in Internal Control — Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission and our report dated February 27, 2024, expressed an unqualified opinion on the Company's internal control over financial reporting.

Basis for Opinion

These financial statements are the responsibility of the Company's management. Our responsibility is to express an opinion on the Company's financial statements based on our audits. We are a public accounting firm registered with the Public Company Accounting Oversight Board (United States) (PCAOB)PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material misstatement, whether due to error or fraud. The Company is not required to have, nor were we engaged to perform, an audit of its internal control over financial reporting. As part of our audits, we are required to obtain an understanding of internal control over financial reporting but not for the purpose of expressing an opinion on the effectiveness of the Company’s internal control over financial reporting. Accordingly, we express no such opinion.
Our audits included performing procedures to assess the risks of material misstatement of the financial statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall presentation of the financial statements. We believe that our audits provide a reasonable basis for our opinion.

Emphasis of Matter

As discussed in Note 2 to the financial statements, the accompanying financial statements have been retrospectively adjusted for discontinued operations.

Critical Audit Matter

The critical audit matter communicated below is a matter arising from the current-period audit of the financial statements that was communicated or required to be communicated to the audit committee and that (1) relates to accounts or disclosures that are material to the financial statements and (2) involved our especially challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the financial statements, taken as a whole, and we are not, by communicating the critical audit matter below, providing a separate opinion on the critical audit matter or on the accounts or disclosures to which it relates.

Convertible Senior Notes –Transaction with Apollo –– Refer to Footnote 14 to the Financial Statements

Critical Audit Matter Description

During the year ended December 31, 2023, the Company entered into an agreement with Apollo Capital Management, L.P. and its affiliates (“Apollo”), who committed up to $250 million of financing for the Company. As part of the agreement, the Company borrowed $125 million on the initial agreement date, with the remainder being available as a delayed draw term loan during the following 12 months. As part of the transaction, the Company repurchased existing convertible notes due in 2025 and 2027 that were held by Apollo. Management determined the repurchase of existing convertible notes held by Apollo represented an extinguishment. This resulted in the Company recognizing a gain of $18.815 million related to the extinguishment of the convertible notes.

Given the significant judgment required by management in evaluating the transaction with Apollo and whether the related repurchase of convertible notes represented an extinguishment, we identified the accounting for this transaction as a critical audit matter. Auditing the Company’s accounting for the transaction with Apollo and related repurchase of convertible notes required a high degree of auditor judgment and an increased extent of effort due to the nature and extent of specialized skill and knowledge required.

How the Critical Audit Matter Was Addressed in the Audit

Our audit procedures related to the Company’s accounting for the transaction with Apollo and related repurchase of convertible notes included the following, among others:

We tested the effectiveness of controls over the Company’s accounting for the transaction with Apollo, including the related extinguishment of convertible notes.

With the assistance of professionals within our firm having expertise in accounting for debt transactions, we read the underlying agreements and evaluated the Company's accounting analysis for the transaction with Apollo under accounting principles generally accepted in the United States of America, including the determination of the balance sheet classification of the Apollo term loan, identification of any derivatives included in the arrangements, and determination that repurchase of the convertible notes represented an extinguishment.

/s/ Deloitte & Touche LLP
Seattle, Washington
February 22, 201827, 2024

We have served as the Company's auditor since 2013.

52



REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

To the stockholders and the Board of Directors of Redfin Corporation

Opinion on Internal Control over Financial Reporting

We have audited the internal control over financial reporting of Redfin Corporation and subsidiaries (the “Company”) as of December 31, 2023, based on criteria established in Internal Control — Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO). In our opinion, the Company maintained, in all material respects, effective internal control over financial reporting as of December 31, 2023, based on criteria established in Internal Control — Integrated Framework (2013) issued by COSO.

We have also audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the consolidated financial statements as of and for the year ended December 31, 2023, of the Company and our report dated February 27, 2024, expressed an unqualified opinion on those financial statements.

Basis for Opinion

The Company’s management is responsible for maintaining effective internal control over financial reporting and for its assessment of the effectiveness of internal control over financial reporting, included in the accompanying Management's Report on Internal Control Over Financial Reporting. Our responsibility is to express an opinion on the Company’s internal control over financial reporting based on our audit. We are a public accounting firm registered with the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audit in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether effective internal control over financial reporting was maintained in all material respects. Our audit included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, testing and evaluating the design and operating effectiveness of internal control based on the assessed risk, and performing such other procedures as we considered necessary in the circumstances. We believe that our audit provides a reasonable basis for our opinion.

Definition and Limitations of Internal Control over Financial Reporting

A company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles. A company’s internal control over financial reporting includes those policies and procedures that (1) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (2) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are being made only in accordance with authorizations of management and directors of the company; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of the company’s assets that could have a material effect on the financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.

/s/ Deloitte & Touche LLP
Seattle, Washington
February 27, 2024
53


Redfin Corporation and Subsidiaries
Consolidated Balance Sheets
(in thousands, except share and per share amounts)

December 31,
20232022
Assets
Current assets
Cash and cash equivalents$149,759 $232,200 
Restricted cash1,241 2,406 
Short-term investments41,952 122,259 
Accounts receivable, net of allowances for credit losses of $3,234 and $2,22351,738 46,375 
Loans held for sale159,587 199,604 
Prepaid expenses33,296 34,006 
Other current assets7,472 7,449 
Current assets of discontinued operations— 132,159 
Total current assets445,045 776,458 
Property and equipment, net46,431 54,939 
Right-of-use assets, net31,763 40,889 
Mortgage servicing rights, at fair value32,171 36,261 
Long-term investments3,149 29,480 
Goodwill461,349 461,349 
Intangible assets, net123,284 162,272 
Other assets, noncurrent10,456 11,247 
Noncurrent assets of discontinued operations— 1,309 
Total assets$1,153,648 $1,574,204 
Liabilities, mezzanine equity, and stockholders' equity
Current liabilities
Accounts payable$10,507 $11,065 
Accrued and other liabilities90,360 106,763 
Warehouse credit facilities151,964 190,509 
Convertible senior notes, net— 23,431 
Lease liabilities15,609 18,560 
Current liabilities of discontinued operations— 4,311 
Total current liabilities268,440 354,639 
Lease liabilities, noncurrent29,084 36,906 
Convertible senior notes, net, noncurrent688,737 1,078,157 
Term loan124,416 — 
Deferred tax liabilities264 243 
Noncurrent liabilities of discontinued operations— 392 
Total liabilities1,110,941 1,470,337 
Commitments and contingencies (Note 7)
Series A convertible preferred stock—par value $0.001 per share; 10,000,000 shares authorized; 40,000 and 40,000 shares issued and outstanding at December 31, 2023 and 2022, respectively39,959 39,914 
Stockholders’ equity
Common stock—par value $0.001 per share; 500,000,000 shares authorized; 117,372,171 and 109,696,178 shares issued and outstanding at December 31, 2023 and 2022, respectively117 110 
Additional paid-in capital826,146 757,951 
Accumulated other comprehensive loss(182)(801)
Accumulated deficit(823,333)(693,307)
Total stockholders’ equity2,748 63,953 
Total liabilities, mezzanine equity, and stockholders’ equity$1,153,648 $1,574,204 

 December 31,
 2016 2017
    
Assets:   
Current assets:   
Cash and cash equivalents$64,030
 $208,342
Restricted cash3,815
 4,316
Short-term investments1,749
 
Prepaid expenses4,388
 8,613
Accrued revenue, net10,625
 13,334
Other current assets8,781
 3,710
Loans held for sale
 1,891
Total current assets93,388
 240,206
Property and equipment, net19,226
 22,318
Intangible assets, net3,782
 3,294
Goodwill9,186
 9,186
Deferred offering costs720
 
Other assets7,175
 6,951
Total assets:$133,477
 $281,955
Liabilities, redeemable convertible preferred stock and stockholders' equity/(deficit):   
Current liabilities:   
Accounts payable$5,385
 $1,901
Accrued liabilities22,253
 26,605
Other payables3,793
 4,068
Loan facility
 2,016
Current portion of deferred rent1,512
 1,267
Total current liabilities32,943
 35,857
Deferred rent, net of current portion8,852
 10,668
Total liabilities41,795
 46,525
Commitments and contingencies (Note 10)
 
Redeemable convertible preferred stock—par value $0.001 per share; As of December 31, 2016: 166,266,114 shares authorized; 55,422,002 issued and outstanding; and aggregate liquidation preference of $167,488. As of December 31, 2017: no shares authorized, issued, and outstanding.655,416
 
Stockholders’ equity/(deficit):   
Common stock—par value $0.001 per share; 290,081,638 and 500,000,000 shares authorized, respectively; 14,687,024 and 81,468,891 shares issued and outstanding, respectively15
 81
Preferred stock—par value $0.001 per share; As of December 31, 2016: no shares authorized, issued and outstanding. As of December 31, 2017: 10,000,000 shares authorized and no shares issued and outstanding.
 
Additional paid-in capital
 364,352
Accumulated deficit(563,749) (129,003)
Total stockholders’ equity/(deficit)(563,734) 235,430
Total liabilities, redeemable convertible preferred stock and stockholders’ equity/(deficit):$133,477
 $281,955
The accompanying notes are an integral part of theseSee Notes to the consolidated financial statements.

54

Redfin Corporation and Subsidiaries
Consolidated Statements of OperationsComprehensive Loss
(in thousands, except share and per share amounts)

Year Ended December 31,
202320222021
Revenue$976,672 $1,099,574 $1,058,638 
Cost of revenue646,853 790,455 665,419 
Gross profit329,819 309,119 393,219 
Operating expenses
Technology and development183,294 178,924 143,481 
Marketing117,863 155,309 136,851 
General and administrative238,790 243,390 208,722 
Restructuring and reorganization7,927 32,353 — 
Total operating expenses547,874 609,976 489,054 
Loss from continuing operations(218,055)(300,857)(95,835)
Interest income10,532 6,639 635 
Interest expense(9,524)(8,886)(7,491)
Income tax (expense) benefit(979)(116)6,107 
Gain on extinguishment of convertible senior notes94,019 57,193 — 
Other (expense) income, net(2,385)(3,770)5,360 
Net loss from continuing operations(126,392)(249,797)(91,224)
Net loss from discontinued operations(3,634)(71,346)(18,389)
Net loss$(130,026)$(321,143)$(109,613)
Dividends on convertible preferred stock(1,074)(1,560)(7,269)
Net loss from continuing operations attributable to common stock—basic and diluted$(127,466)$(251,357)$(98,493)
Net loss attributable to common stock—basic and diluted$(131,100)$(322,703)$(116,882)
Net loss from continuing operations per share attributable to common stock—basic and diluted$(1.13)$(2.33)$(0.94)
Net loss per share attributable to common stock—basic and diluted$(1.16)$(2.99)$(1.12)
Weighted-average shares used to compute net loss per share attributable to common stock—basic and diluted113,152,752 107,927,464 104,683,460 
Net loss$(130,026)$(321,143)$(109,613)
Other comprehensive income
Foreign currency translation adjustments(71)94 
Unrealized gain on available-for-sale securities690 533 379 
Comprehensive loss$(129,407)$(320,516)$(109,228)

 Year End December 31,
 2015 2016 2017
      
Revenue$187,338
 $267,196
 $370,036
Cost of revenue138,492
 184,452
 258,216
Gross profit48,846
 82,744
 111,820
Operating expenses:     
Technology and development27,842
 34,588
 42,532
Marketing19,899
 28,571
 32,251
General and administrative31,394
 42,369
 53,009
Total operating expenses79,135
 105,528
 127,792
Income (loss) from operations(30,289) (22,784) (15,972)
Interest income and other income, net:     
Interest income46
 173
 882
Other income, net7
 85
 88
Total interest income and other income, net53
 258
 970
Net income (loss)$(30,236) $(22,526) $(15,002)
Accretion of redeemable convertible preferred stock$(102,224) $(55,502) $(175,915)
Net income (loss) attributable to common stock—basic and diluted$(132,460) $(78,028) $(190,917)
Net income (loss) per share attributable to common stock—basic and diluted$(9.87) $(5.42) $(4.47)
Weighted average shares used to compute net income (loss) per share attributable to common stock—basic and diluted13,416,411
 14,395,067
 42,722,114



The accompanying notes are an integral part of theseSee Notes to the consolidated financial statements.


55

Redfin Corporation and Subsidiaries
Consolidated Statements of Cash Flows
(in thousands)
Year Ended December 31,
202320222021
Operating Activities
Net loss$(130,026)$(321,143)$(109,613)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities:
Depreciation and amortization62,851 64,907 46,906 
Stock-based compensation70,935 68,257 54,722 
Amortization of debt discount and issuance costs3,620 6,137 4,989 
Non-cash lease expense16,269 16,234 11,630 
Impairment costs1,948 1,136 — 
Net (gain) loss on IRLCs, forward sales commitments, and loans held for sale(1,992)14,427 815 
Change in fair value of mortgage servicing rights, net3,198 (801)— 
Gain on extinguishment of convertible senior notes(94,019)(57,193)— 
Other(2,113)3,791 (4,227)
Change in assets and liabilities:
Accounts receivable, net3,286 24,411 (7,149)
Inventory114,232 243,948 (309,063)
Prepaid expenses and other assets6,004 (5,904)(12,248)
Accounts payable(1,323)(2,472)3,059 
Accrued and other liabilities, deferred tax liabilities, and payroll tax liabilities, noncurrent(19,085)(46,454)25,791 
Lease liabilities(18,998)(18,452)(13,268)
Origination of mortgage servicing rights(565)(3,140)— 
Proceeds from sale of mortgage servicing rights1,457 1,662 — 
Origination of loans held for sale(3,525,987)(3,949,442)(986,982)
Proceeds from sale of loans originated as held for sale3,567,066 4,000,582 993,070 
Net cash provided by (used in) operating activities56,758 40,491 (301,568)
Investing activities
Purchases of property and equipment(12,056)(21,531)(27,492)
Purchases of investments(76,866)(182,466)(146,274)
Sales of investments124,681 17,545 98,687 
Maturities of investments61,723 99,455 106,773 
Cash paid for acquisition, net of cash, cash equivalents, and restricted cash acquired— (97,341)(608,000)
Net cash provided by (used in) investing activities97,482 (184,338)(576,306)
Financing activities
Proceeds from the issuance of common stock pursuant to employee equity plans9,613 11,528 22,772 
Tax payments related to net share settlements on restricted stock units(16,348)(7,498)(27,066)
Borrowings from warehouse credit facilities3,532,119 3,938,265 942,993 
Repayments to warehouse credit facilities(3,570,664)(3,989,407)(948,979)
Borrowings from secured revolving credit facility— 565,334 624,828 
Repayments to secured revolving credit facility— (765,114)(448,996)
Cash paid for secured revolving credit facility issuance costs— (733)(527)
Proceeds from issuance of convertible senior notes, net of issuance costs— — 561,529 
Purchases of capped calls related to convertible senior notes— — (62,647)
Conversions of convertible senior notes— — (2,159)
Principal payments under finance lease obligations(89)(855)(796)
Repurchases of convertible senior notes(241,808)(83,614)— 
Repayments of convertible senior notes(23,512)— — 
Repayment of term loan principal(313)— — 
Extinguishment of convertible senior notes associated with closing of term loan(57,075)— — 
Payments of debt issuance costs(2,338)— — 
Proceeds from term loan125,000 — — 
Other financing payables— — (10,611)
Net cash (used in) provided by financing activities(245,415)(332,094)650,341 
Effect of exchange rate changes on cash, cash equivalents, and restricted cash(71)(94)(6)
Net change in cash, cash equivalents, and restricted cash(91,246)(476,035)(227,539)
Cash, cash equivalents, and restricted cash:
Beginning of period(1)
242,246 718,281 945,820 
End of period(2)
$151,000 $242,246 $718,281 
Supplemental disclosure of cash flow information
Cash paid for interest$15,589 $20,107 $7,592 
Non-cash transactions
Stock-based compensation capitalized in property and equipment4,003 3,660 4,059 
Property and equipment additions in accounts payable and accrued liabilities34 99 659 
Leasehold improvements paid directly by lessor20 118 1,334 
 Year End December 31,
 2015 2016 2017
      
Operating Activities     
Net income (loss)$(30,236) $(22,526) $(15,002)
Adjustments to reconcile net income (loss) to net cash used in operating activities:     
Depreciation and amortization4,395
 6,293
 7,176
Stock-based compensation.5,562
 8,413
 11,101
Change in assets and liabilities:     
Prepaid expenses(3,963) 2,244
 (4,225)
Accrued revenue(2,685) (5,021) (2,709)
Other current assets721
 (8,778) 5,070
Other long-term assets(36) (5,964) 223
Accounts payable152
 638
 (252)
Accrued expenses3,890
 6,581
 5,115
Deferred lease liability(21) 8,768
 749
Origination of loans held for sale
 
 (11,008)
Proceeds from sale of loans held for sale
 
 9,117
Net cash provided by (used in) operating activities(22,221) (9,352) 5,355
Investing activities     
Sales and maturities of short-term investments1,590
 1,744
 2,741
Purchases of short-term investments(1,550) (1,744) (992)
Purchases of property and equipment(4,607) (13,567) (12,113)
Net cash used in investing activities(4,567) (13,567) (10,364)
Financing activities     
Issuance costs of redeemable convertible preferred stock(9) 
 
Proceeds from tender offer2,659
 
 
In-substance dividend paid in relation to tender offer(2,659) 
 
Proceeds from exercise of stock options1,732
 1,495
 3,003
Payment of initial public offering costs
 (150) (3,558)
Proceeds from initial public offering, net of underwriting discounts
 
 148,088
Borrowings from warehouse credit facilities
 
 10,746
Repayments of warehouse credit facilities
 
 (8,730)
Other payables - customer escrow deposits related to title services1,822
 399
 273
Net cash provided by financing activities3,545
 1,744
 149,822
Net change in cash, cash equivalents, and restricted cash(23,243) (21,175) 144,813
Cash, cash equivalents, and restricted cash:     
Beginning of period112,263
 89,020
 67,845
End of period$89,020
 $67,845
 $212,658
Supplemental disclosure of non-cash investing and financing activities     
Conversion of redeemable convertible preferred stock to common stock$
 $
 $831,331
Accretion of redeemable convertible preferred stock$(102,224) $(55,502) $(175,915)
Stock-based compensation capitalized in property and equipment$(49) $(100) $(268)
Deferred initial public offering cost accruals$
 $(570) $
Property and equipment additions in accounts payable and accrued expenses$
 $(3,466) $(31)
Leasehold improvements paid directly by lessor$
 $(520) $(822)


(1) Cash, cash equivalents, and restricted cash consisted of the following:
The accompanying notes are an integral part of these
As of December 31,
202320222021
Continuing operations
Cash and cash equivalents$149,759 $232,200 $571,384 
Restricted cash1,241 2,406 5,244 
Total151,000 234,606 576,628 
Discontinued operations
Cash and cash equivalents— 7,640 19,619 
Restricted cash— — 122,034 
Total— 7,640 141,653 
Total cash, cash equivalents, and restricted cash$151,000 $242,246 $718,281 


See Notes to the consolidated financial statements.

56

Redfin Corporation and Subsidiaries
Consolidated Statements of Changes in Redeemable Convertible Preferred StockMezzanine Equity and Stockholders’ Equity/(Deficit)Equity
(in thousands, except for shares)share amounts)

Series A Convertible
Preferred Stock
Common StockAdditional
Paid-in Capital
Accumulated DeficitAccumulated Other Comprehensive LossTotal Stockholders' Equity
SharesAmountSharesAmount
Balance, December 31, 202040,000 $39,823 103,000,594 $103 $860,556 $(270,313)$211 $590,557 
Issuance of convertible preferred stock, net— 45 — — — — — — 
Issuance of common stock as dividend on convertible preferred stock— — 122,560 — — — — — 
Issuance of common stock pursuant to employee stock purchase program— — 334,248 — 13,787 — — 13,787 
Issuance of common stock pursuant to exercise of stock options— — 1,709,324 8,978 — — 8,980 
Issuance of common stock pursuant to settlement of restricted stock units— — 1,559,425 (2)— — — 
Common stock surrendered for employees' tax liability upon settlement of restricted stock units— — (458,152)(1)(27,066)— — (27,067)
Cumulative-effect adjustment from accounting changes— — — — (170,240)7,762 — (162,478)
Purchases of capped calls related to convertible senior notes— — — — (62,647)— — (62,647)
Issuance of common stock in connection with conversion of convertible senior notes— — 40,768 — (63)— — (63)
Stock-based compensation— — — — 58,781 — — 58,781 
Other comprehensive loss— — — — — — (385)(385)
Net loss— — — — — (109,613)— (109,613)
Balance, December 31, 202140,000 $39,868 106,308,767 $106 $682,084 $(372,164)$(174)$309,852 
Issuance of convertible preferred stock, net— 46 — — — — — — 
Issuance of common stock as dividend on convertible preferred stock— — 122,560 — — — — — 
Issuance of common stock pursuant to employee stock purchase program— — 1,170,106 6,464 — — 6,465 
Issuance of common stock pursuant to exercise of stock options— — 700,333 4,986 — — 4,987 
Issuance of common stock pursuant to settlement of restricted stock units— — 1,972,441 (2)— — — 
Common stock surrendered for employees' tax liability upon settlement of restricted stock units— — (578,029)— (7,498)— — (7,498)
Stock-based compensation— — — — 71,917 — — 71,917 
Other comprehensive loss— — — — — — (627)(627)
Net loss— — — — — (321,143)— (321,143)
Balance, December 31, 202240,000 $39,914 109,696,178 $110 $757,951 $(693,307)$(801)$63,953 
Issuance of convertible preferred stock, net— 45 — — — — — — 
Issuance of common stock as dividend on convertible preferred stock— — 122,560 — — — — — 
Issuance of common stock pursuant to employee stock purchase program— — 1,491,040 7,200 — — 7,201 
Issuance of common stock pursuant to exercise of stock options— — 801,866 2,411 — — 2,412 
Issuance of common stock pursuant to settlement of restricted stock units— — 6,955,493 (7)— — — 
Common stock surrendered for employees' tax liability upon settlement of restricted stock units— — (1,694,966)(2)(16,347)— — (16,349)
Stock-based compensation— — — — 74,938 — — 74,938 
Other comprehensive income— — — — — — 619 619 
Net loss— — — — — (130,026)— (130,026)
Balance, December 31, 202340,000 $39,959 117,372,171 $117 $826,146 $(823,333)$(182)$2,748 

 Redeemable Convertible
Preferred Stock
  Common Stock Additional
Paid-in Capital
 Accumulated Deficit Total Stockholders' Deficit
 Shares Amount  Shares Amount   
               
Balance, January 1, 201555,422,002
 $497,699
  12,629,479
 $13
 $
 $(370,608) $(370,595)
               
Exercise of stock options
 
  1,430,122
 1
 1,730
 
 1,731
Redeemable convertible preferred stock issuance costs
 (9)  
 
 
 
 
Stock-based compensation
 
    
 5,611
 
 5,611
In-substance dividend issued in tender offer
 
  
 
 2,659
 (2,659) 
Accretion of redeemable convertible preferred stock
 102,224
  
 
 (10,000) (92,224) (102,224)
Net income (loss)
 
  
 
 
 (30,236) (30,236)
Balance, December 31, 201555,422,002
 $599,914
  14,059,601
 $14
 $
 $(495,727) $(495,713)
               
Exercise of stock options
 
  627,423
 1
 1,494
 
 1,495
Stock-based compensation
 
  
 
 8,512
 
 8,512
Accretion of redeemable convertible preferred stock
 55,502
  
 
 (10,006) (45,496) (55,502)
Net income (loss) (unaudited)
 
  
 
 
 (22,526) (22,526)
Balance, December 31, 201655,422,002
 $655,416
  14,687,024
 $15
 $
 $(563,749) $(563,734)
               
Cumulative stock-based compensation adjustment
 
  
 
 522
 (522) 
Proceeds from initial public offering, net of underwriters' discounts
 
  10,615,650
 10
 148,078
 
 148,088
Initial public offering costs
 
  
 
 (3,708) 
 (3,708)
Exercise of stock options
 
  744,215
 1
 3,000
 
 3,001
Stock-based compensation
 
  
 
 11,369
 
 11,369
Accretion of redeemable convertible preferred stock
 175,915
  
 
 (8,690) (167,225) (175,915)
Conversion of redeemable convertible preferred stock to common stock(55,422,002) (831,331)  55,422,002
 55
 213,781
 617,495
 831,331
Net income (loss)
 
  
 
 
 (15,002) (15,002)
Balance, December 31, 2017
 $
  81,468,891
 $81
 $364,352
 $(129,003) $235,430


The accompanying notes are an integral part of theseSee Notes to the consolidated financial statements.

57


Index to Notes to Consolidated Financial Statements
58

Redfin Corporation and Subsidiaries
Notes to Consolidated Financial Statements
(in thousands)thousands, except share and per share amounts)

Note 1: Description of Business and Summary of Significant Accounting Policies:Policies


Description of Business—Redfin Corporation (“Redfin” or the “Company”) was incorporated in October 2002 and is headquartered in Seattle, Washington. The Company operatesWe operate an online real estate marketplace and providesprovide real estate services, including assisting individuals in the purchase or sale of their residential property. The Companyhome. We also providesprovide title and settlement services, originates and sells mortgages,originate, service, and buys and sells residential property. The Company hassell mortgages. In addition, we use digital platforms to connect consumers with rental properties. We have operations located in multiple states nationwide.across the United States and certain provinces in Canada.


Basis of Presentation—The consolidated financial statements and accompanying notes have been prepared in accordance with generally accepted accounting principles in the United States of America (“GAAP”). The Company had no components of other comprehensive income (loss) during any of

Certain amounts presented in the years presented, as such, aprior period consolidated statementstatements of comprehensive income (loss) isloss have been reclassified to conform to the current period financial statement presentation. The change in classification does not presented. All amounts are presentedaffect previously reported total revenue or expenses in thousands, except share and per share data.the consolidated statements of comprehensive loss.


Principles of Consolidation—The consolidated financial statements include the accounts of Redfin and its wholly owned subsidiaries. Intercompany transactions and balances have been eliminated.


Certain Significant Risks and Business UncertaintiesThe Company is subject to the risks and challenges associated with companies at a similar stage of development. These include dependence on key individuals, successful development and marketing of its offerings, and competition with larger companies with greater financial, technical, and marketing resources. Further, during the period required to achieve substantially higher revenue in order to become profitable, the Company may require additional funds that may not be readily available or may not be on terms that are acceptable to the Company.

The Company operatesWe operate in the onlineresidential real estate marketplaceindustry and accordingly, can beare a technology-focused company. Accordingly, we are affected by a variety of factors. For example, management of the Company believesfactors that any of the following factors could have a significant negative effect on the Company’sour future financial position, results of operations, and cash flows: unanticipated fluctuations in operating results due to seasonality and cyclicality inflows. These factors include: negative macroeconomic factors affecting the health of the U.S. residential real estate industry, negative factors disproportionately affecting markets where we derive most of our revenue, intense competition in the U.S. residential real estate industry, industry changes in home sale prices and transaction volumes,as the Company’s ability to increase market share, competition and U.S. economic conditions. Since inception through December 31, 2017, the Company has incurred losses from operations and accumulated a deficit of $129,003, and has been dependent on equity financing to fund operations.

Reverse Stock Split—On July 8, 2017, the Company’s board of directors approved an amendment to its certificate of incorporation to effect a reverse split of shares of the issued and outstanding common stock and redeemable convertible preferred stock at a 3-to-1 ratio. The reverse stock split was approved by the Company’s stockholders and effected on July 10, 2017. The par value of the common stock and the par value of the redeemable convertible preferred stock were not adjusted as a result of the reverse stock split. All issuedcertain class action lawsuits or government investigations, our inability to maintain or improve our technology offerings, our failure to obtain and outstanding shares of common stockprovide comprehensive and redeemable convertible preferred stock, dividend rates, conversion rates, options to purchase common stock, exercise prices, and the related per-share amounts contained in these consolidated financial statements have been retroactively adjusted to reflect this reverse stock split for all periods presented.

Initial Public Offering—On August 2, 2017, the Company completed an initial public offering (the "IPO") whereby 10,615,650 shares of common stock were sold at a price of $15.00 per share, which included 1,384,650 shares pursuant to the underwriters' option to purchase additional shares. The Company received net proceeds of $144,380 after deducting the underwriting discount and offering expenses directly attributable to the IPO. Upon the closing of the IPO, all shares of the outstanding redeemable convertible preferred stock automatically converted into 55,422,002 shares of common stock on a one-for-one basis.

Initial Public Offering Costs—Costs, including legal, accounting and other fees and costs relating to the IPO are accounted for a reduction in additional paid-in capital. Costs incurred prior to the IPO were

capitalized and included as a noncurrent assetaccurate real estate listings, errors or inaccuracies in the consolidated balance sheets. There were $720 of capitalized deferred offering costs as of December 31, 2016. Aggregate offering expenses totaled $3,708.business data that we rely on to make decisions, and our inability to attract homebuyers and home sellers to our website and mobile application.


Use of Estimates—The preparation of consolidated financial statements, in conformity with GAAP, requires our management to make estimates and assumptions that affect the reported amounts of
assets and liabilities and results of operations during the respective periods. The Company’s more significantOur estimates include, but are not limited to, valuation of deferred income taxes, stock-based compensation, fair value of common stock and redeemable convertible preferred stock, capitalization of website and software development costs, the incremental borrowing rate for the determination of the present value of lease payments, recoverability of intangible assets with finite lives, fair value of our mortgage loans held for sale (“LHFS”) and themortgage servicing rights, estimated useful life of intangible assets, fair value of reporting units for purposes of allocating and evaluating goodwill for impairment.impairment, and current expected credit losses on certain financial assets. The amounts ultimately realized from the affected assets or ultimately recognized as liabilities will depend on, among other factors, general business conditions and could differ materially in the near term from the carrying amounts reflected in the consolidated financial statements.


Cash and Cash EquivalentsThe Company considersWe consider all highly liquid investments originally purchased by us with original maturities of three months or less at the date of purchase to be cash equivalents. Cash equivalents consist primarily of money market instruments.


Restricted Cash and Other Payables—Restricted cash primarily consists of cash held in escrow on behalfthat is specifically designated to repay borrowings under warehouse credit facilities.
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Accounts Receivable, Net and Allowance for Credit Losses—We have two material classes of receivables: (i) real estate buyers using the Company’s titleservices receivables and settlement services. Since the Company does(ii) receivables from customers in relation to our rentals business. Accounts receivable related to these classes represent closed transactions for which cash has not have rightsyet been received. The majority of our transactions are processed through escrow and collectibility is not a significant risk. For transactions not directly processed through escrow, we establish an allowance for expected credit losses based on historical experience of collectibility, current external economic conditions that may affect collectibility, and current or expected changes to the cash, a corresponding customer deposit liabilityregulatory environment in which we operate our businesses. We evaluate for changes in credit quality indicators on an annual basis or in the same amount is recognizedevent of a material economic event or material change in the regulatory environment in which we operate.

Investments—We have investments in marketable securities that are available to support our operational needs, which are included in our consolidated balance sheets inas short-term and long-term investments. Our short-term and long-term investments consist primarily of U.S. treasury securities, including inflation protected securities, and other payables. Whenfederal or local government issued securities. Available-for-sale debt securities are recorded at fair value, and unrealized holding gains and losses are recorded as a real estate transaction closes, the restricted cash transfers from escrow and the corresponding deposit liability is reduced.
Short-Term Investments—The Company’s short-term investments consistedcomponent of certificates of depositaccumulated other comprehensive loss. Securities with maturities of 12 monthsone year or less fromand those identified by management at the balance sheet date. Short-termtime of purchase to be used to fund operations within one year are classified as short-term. All other securities are classified as long-term. We evaluate our available-for-sale debt securities, both ones classified as cash equivalents and as investments, are reported at cost,for expected credit losses on a quarterly basis. An expected credit loss reserve is charged against the fair value of an available-for-sale debt security when it is identified, with a credit loss charged against net earnings. We review factors to determine whether an expected credit loss exists based on credit quality indicators, such as the extent to which approximatesthe fair value as of each balance sheet date. Asthe reporting date is less than the amortized cost basis, present value of December 31, 2017 the Company no longer held any short-term investments.

Concentration of Credit Risk—Financial instruments that potentially subject the Company to concentrations of credit risk are primarily cash and cash equivalents. The Company generally places its cash and cash equivalents and short-term investments with high-credit-quality counterparties to make sure the financial institutions are stable when the Company’s deposits exceed Federal Deposit Insurance Corporation limits, and by policy, limit the amount of credit exposure to any one counterparty based on the Company’s analysis of the counterparty’s relative credit standing. The Company maintains its cash accounts with financial institutions where, at times, deposits exceed federal insurance limits.

Other Assets and Other Current Assets—Other assets consists primarily of leased building security deposits. In May 2016, the Company signed a new lease for its corporate headquarters with a security deposit of $5,424.

At December 31, 2016 other current assets consisted primarily of a receivable, for $8,470, due from the landlord related to the Company's corporate headquarters leasehold improvements. The Company collected the receivable in April 2017. Additionally, in January 2017, RDFN Ventures, Inc. (“Redfin Now”), a wholly owned subsidiary of the Company, began purchasing residential properties with the intent of resale. Direct property acquisition and improvement costs are capitalized and tracked directly with each specific property. Home inventories are stated at cost unless the utility of the properties is no longer as great as their cost, in which case it is written down to “market.” As of December 31, 2017 there were $3,382 in home inventories included in other current assets. Of the $3,382 in home inventories, $2,335 were listed for sale and $1,047 were in process and being made ready for sale. As of December 31, 2017, all properties were carried at cost.

Loans Held for Sale—Redfin Mortgage, LLC (“Redfin Mortgage”), a wholly owned subsidiary of the Company, began originating residential mortgage loans in March 2017. Such mortgage loans are intended to be sold in the secondary mortgage market within a short period of time following origination. Mortgage loans held for sale consist of single-family residential loans collateralized by the underlying property. Mortgage

loans held for sale are stated at the lower of cost or market value. As of December 31, 2017 there were $1,891 of mortgage loans held for sale.

Property and Equipment—Property and equipment are recorded at cost and depreciated using the straight-line method over the estimated useful life of two to seven years. Depreciation and amortization is included in cost of revenue, technology and development, and general and administrative and is allocated based on estimated usage for each class of asset.

Leasehold improvements are amortized over the shorter of the lease term or the estimated useful life of the related asset. Upon retirement or sale, the cost of assets disposed of and the related accumulated depreciation are removed from the accounts, and any resulting gain or loss is reflected in the consolidated statements of operations. Repair and maintenance costs are expensed as incurred.

Costs incurred in the preliminary stages of website and software development are expensed as incurred. Once an application has reached the development stage, direct internal and external costs relating to upgrades or enhancements that meet the capitalization criteria are capitalized in property and equipment and amortized on a straight-line basis over their estimated useful lives. Maintenance and enhancement costs (including those costs in the post- implementation stages) are typically expensed as incurred, unless such costs relate to substantial upgrades and enhancements to the websites (or software) that result in added functionality, in which case the costs are capitalized as well.

Capitalized software development activities placed in service are amortized over the expected useful lives of those releases. The Company views capitalized software costs as either internal use or expansion. Currently, internal use and expansion useful lives are estimated at one year and three years, respectively.

Estimated useful lives of website and software development activities are reviewed annually or whenever events or changes in circumstances indicate that intangible assets may be impaired and adjusted as appropriate to reflect upcoming development activities that may include significant upgrades or enhancements to the existing functionality. The Company capitalized software development costs of $2,824, $3,194, and $4,619 during the years ended December 31, 2015, 2016, and 2017, respectively.

Intangible Assets—Intangible assets are finite lived and mainly consist of trade names, developed technology and customer relationships and are amortized over their estimated useful lives of ten years. The useful lives were determined by estimating future cash flows generated by the acquired intangible assets. Amortization expense is included in cost of revenue.

Impairment of Long-Lived Assets—Long-lived assets are reviewed for impairment whenever events or changes in circumstances indicate that the carrying amount of such assets may not be recoverable. Recoverability of assets to be held and used is measured first by a comparison of the carrying amount of an asset to future undiscounted net cash flows expected to be generated bycollected, the asset. If such asset were considered to be impaired, an impairment loss would be recognized when the carrying amountfinancial condition and prospects of the asset exceeds the fair value of the asset. To date, no such impairment has occurred.
Goodwill—Goodwill represents the excess of the purchase price over the fair value of the net tangible assets and identifiable intangible assets acquired in a business combination. Goodwill is not amortized, but is subject to impairment testing. The Company assesses the impairment of goodwill on an annual basis, on October 1, or whenever events or changes in circumstances indicate that goodwill may be impaired. The Company assesses goodwill for possible impairment by performing a qualitative assessment to determine whether it is more likely than not that the fair value of the reporting unit is less than its carrying amount. If the Company qualitatively determines that it is not more likely than not that the fair value of the reporting unit is less than its carrying amount, then no additional impairment steps are necessary.

For the Company’s most recent impairment assessment performed as of October 1, 2017, the Company performed a qualitative assessment and determined that it was not more likely than not that the fair value of its reporting unit for which goodwill has been assigned was less than its carrying amount. In evaluating whether it was more likely than not that the fair value of its reporting unit was less than its carrying

amount the Company considered macroeconomicissuer, adverse conditions industry and market considerations, cost factors, its overall financial performance, other relevant entity-specific events, potential events affecting its reporting unit, and changes in the fair value of the Company’s common stock. The primary qualitative factors the Company considered in its analysis as of October 1, 2017 were the Company’s overall financial performance and the fair value of the reporting unit for which goodwill was assigned, which was substantially in excess of its book value. The aggregate carrying value of goodwill was $9,186 at December 31, 2016 and 2017. Goodwill is assigned to the Company’s real estate services reporting unit, and there have been no accumulated impairments to goodwill.

Leases—The Company categorizes leases at their inception as either operating or capital leases. On certain lease agreements, the Company may receive rent holidays and other incentives. The Company recognizes lease costs on a straight-line basis without regard to deferred payment terms, such as rent holidays, that defer the commencement date of required payments. Additionally, incentives the Company receives are treated as a reduction of rent expense over the term of the agreement and are presented in leasehold improvements and deferred rent on the balance sheet.

Derivative Instruments—Redfin Mortgage is party to interest rate lock commitments (“IRLCs”) with customers resulting from mortgage origination operations. IRLCs for single family mortgage loans that Redfin Mortgage intends to sell are considered free-standing derivatives. All free-standing derivatives are required to be recorded on the Company’s consolidated balance sheets at fair value. Because Redfin Mortgage can terminate a loan commitment if the borrower does not comply with the terms of the contract, and some loan commitments may expire without being drawn upon, these commitments do not necessarily represent future cash requirements. The Company does not use derivatives for trading purposes.

Interest rate market risk,specifically related to the residential mortgage loans held for salesecurity, and IRLCs, is offset using investor loan commitments. Changes inany changes to the fair value of IRLCs and forward sales commitments are recognized in revenue, and the fair values are reflected in other current assets and accrued liabilities, as applicable. The Company considers several factors in determining the fair value including the fair value in the underlying loan resulting from the exercisecredit rating of the commitmentsecurity by a rating agency. Realized gains and the probability that the loan will not fund according to the terms of the commitment (referred to as a pull-through factor). The value of the underlying loan is affected primarily by changes in interest rates.

Income Taxes—Income taxeslosses are accounted for using an assetthe specific identification method. Purchases and liability approach that requires the recognition of deferred tax assets and liabilitiessales are recorded on a trade date basis.

Fair Value—We account for the expected future tax consequences of temporary differences between the consolidated financial statement and tax bases ofcertain assets and liabilities at the applicable enacted tax rates. The Company will establish a valuation allowance for deferred tax assets if it is more likely than not that these items will expire before either the Company is able to realize their benefit or that future deductibility is uncertain.

The Company believes that it is currently more likely than not that its deferred tax assets will not be realized and as such, it has recorded a full valuation allowance for these assets. The Company evaluates the likelihood of the ability to realize deferred tax assets in future periods on a quarterly basis, and when appropriate evidence indicates it would release its valuation allowance accordingly. The determination to provide a valuation allowance is dependent upon the assessment of whether it is more likely than not that sufficient taxable income will be generated to utilize the deferred tax assets. Based on the weight of the available evidence, which includes the Company’s historical operating losses, lack of taxable income, and accumulated deficit, the Company provided a full valuation allowance against the U.S. tax assets resulting from the tax losses and credits carried forward.

In addition, current tax laws impose substantial restrictions on the utilization of research and development credit and net operating loss (“NOL”) carryforwards in the event of an ownership change, as defined by Internal Revenue Code Sections 382 and 383. Such an event, having occurred in the past or in the future, may significantly limit the Company’s ability to utilize its NOLs and research and development tax credit carryforwards. In 2017, the Company completed a Section 382 study. The study determined that the

Company underwent an ownership change in 2006. Due to the Section 382 limitation determined on the date of the ownership change in 2006, NOL and R&D credits were reduced by $1,506 and $32, respectively.
Revenue Recognition—Revenue primarily consists of commissions and fees charged on each real estate transaction completed by the Company or its partner agents. The Company’s key revenue components are brokerage revenue, partner revenue, and other revenue. The Company recognizes commission-based brokerage revenue upon closing of a real estate transaction, net of any commission refund or any closing-cost reduction. Partner revenue consists of fees earned by referring customers to partner agents. Partner revenue is earned and recognized when partner agents close a referred transaction, net of any refund provided to customers. Fees and revenue from other services are recognized when the service is provided. Revenue earned from selling homes previously purchased by Redfin Now is recorded at closing on a gross basis, representing the sales price of the home.

Revenue earned but not received is recorded as accrued revenue on the accompanying consolidated balance sheets, net of an allowance for doubtful accounts. Commission revenue is known and is clearing escrow, and therefore it is not estimated.

The Company establishes an allowance for doubtful accounts after reviewing historical experience, age of accounts receivable balances and any other known conditions that may affect collectability. The allowance for doubtful accounts balance was $150 as of December 31, 2016 and $160 as of December 31, 2017. During the year ended December 31, 2016 there were $290 of charges and $140 of write-offs to the allowance. During the year ended December 31, 2017 there were $81 of charges and $71 of write-offs to the allowance.

Cost of Revenue—Cost of revenue consists of personnel costs (including base pay and benefits), stock-based compensation, transaction bonuses, home-touring and field expenses, listing expenses, office and occupancy expenses, depreciation and amortization related to fixed assets and acquired intangible assets, and, for Redfin Now, the cost of homes including the purchase price and capitalized improvements.

Technology and Development—Technology and development costs, which include research and development costs, are expensed as incurred and primarily include personnel costs (including base pay and benefits), stock-based compensation, data licenses, software and equipment, and infrastructure such as for data centers and hosted services. Technology and development expenses also include amortization of capitalized internal-use software and website and mobile application development costs.

Advertising and Advertising Production Costs—The Company expenses advertising costs as they are incurred and production costs as of the first date the advertisement takes place. Advertising costs totaled $8,394, $17,570, and $21,902 in 2015, 2016, and 2017 respectively, and are included in marketing expenses. Advertising production costs totaled $1,661, $1,640, and $1,609 in 2015, 2016, and 2017, respectively, and are included in marketing expenses.

Stock-based Compensation—The Company measures expense for options to purchase common stock and restricted stock units at fair value on the grant date and recognizes the expense over the requisite service period on a straight-line basis. The fair value of options to purchase common stock was calculated using the Black-Scholes-Merton option-pricing model. Through December 31, 2016, the Company recognized compensation expense for only the portion of options expected to vest using an estimated forfeiture rate that is derived from historical employee termination behavior. On January 1, 2017, the Company adopted Accounting Standards Update (“ASU”) 2016-09 and elected to recognize forfeitures as they occur rather than estimate forfeitures. The Company has a stock-based compensation plan that is more fully described in Note 7.

Recently Adopted Accounting Pronouncements—In November 2016, the Financial Accounting Standards Board ("FASB") issued guidance on the classification and presentation of changes in restricted cash on the statement of cash flows. This guidance is effective for interim and annual reporting periods beginning after December 15, 2017, and early adoption is permitted. The adoption of this guidance requires a

retrospective transition method to each period presented. The Company early adopted this guidance on October 1, 2017. Upon adoption, the following balances were reclassified: restricted cash to the reconciliation of change in cash, cash equivalents and restricted cash, and other payables related to cash held in escrow on behalf of customers to financing activities. In the Company’s capacity as fiduciary, the cash receipt is a function of providing the customer with a service (title). Therefore, the escrow funds payable are akin to a repayment of debt, a financing activity, whereby the Company in its role as fiduciary is temporarily holding cash in its restricted accounts on behalf of its customers and subsequently releases the cash to settle the customers' contractual obligation. This reclassification will maintain an accurate reflection of the Company's cash flows from operating activities. The reconciliation of amounts previously reported to the revised amounts upon adoption are as follows:

 Previously reported Adjustments As revised
      
Year Ended December 31, 2015     
Operating activities$(22,160) $(61) $(22,221)
Financing activities1,723
 1,822
 3,545
Net change in cash, cash equivalents, and restricted cash (1)$(25,004) $(1,761) $(23,243)
      
Year Ended December 31, 2016     
Operating activities$(9,345) $(7) $(9,352)
Financing activities1,345
 399
 1,744
Net change in cash, cash equivalents, and restricted cash (1)$(21,567) $(392) $(21,175)
      
(1) Previously titled: net change in cash and cash equivalents     


In January 2017, the FASB issued guidance simplifying the test for goodwill impairment. Step 2 from the goodwill impairment test is no longer required, instead requiring an entity to recognize a goodwill impairment charge for the amount by which the goodwill carrying amount exceeds the reporting unit’s fair value. This guidance is effective for interim and annual goodwill impairment tests in fiscal years beginning after December 15, 2019, and early adoption is permitted. This guidance must be applied on a prospective basis. The Company adopted this guidance for interim and annual goodwill impairment tests performed on testing dates after January 1, 2017. The Company performs its goodwill assessment annually on October 1 of each year or as events merit, with the last test performed on October 1, 2017. The adoption of this guidance did not have any impact on the Company's financial position, results of operations or cash flows.

In March 2016, the FASB issued guidance on several aspects of the accounting for share-based payment transactions, including the income tax consequences, impact of forfeitures, classification of awards as either equity or liabilities and classification on the statement of cash flows. This guidance is effective for interim and annual reporting periods beginning after December 15, 2016, and early adoption is permitted. The Company adopted this guidance on January 1, 2017 using the modified retrospective approach through a cumulative-effect adjustment of $522 to beginning accumulated deficit, and the Company elected to account for forfeitures as they occur beginning on January 1, 2017. The adoption of this guidance did not have a material impact on the Company’s financial position, results of operations or cash flows.

Recently Issued Accounting Pronouncements—In August 2016, the FASB issued guidance on the classification of certain cash receipts and cash payments in the statement of cash flows. This new standard will make eight targeted changes to how cash receipts and cash payments are presented and classified in the statement of cash flows. The new standard is effective for fiscal years beginning after December 15, 2017, which means that it will be effective for the Company in its fiscal year beginning January 1, 2018. The new standard will require adoption on a retrospective basis unless it is impracticable to apply, in which case the Company would be required to apply the amendments prospectively as of the earliest date practicable. The adoption of this standard is not expected to have a material impact on the Company’s statement of cash flows.

In February 2016, the FASB issued a new standard to account for leases. This standard requires the recognition of a right-of-use asset and lease liability on the balance sheet for all leases. This standard also requires more detailed disclosures to enable users of financial statements to understand the amount, timing, and uncertainty of cash flows arising from leases. This guidance is effective for interim and annual reporting periods beginning after December 15, 2018, and should be applied through a modified retrospective transition approach for leases existing at, or entered into after, the beginning of the earliest comparative period presented in the financial statements, and early adoption is permitted. The Company expects to adopt this guidance on January 1, 2019. Although the Company is in the process of evaluating the impact of adoption of the ASU on its consolidated financial statements, the Company currently believes the most significant changes will be related to the recognition of new right-of-use assets and lease liabilities on the Company's balance sheet for real estate operating leases.

In May 2014, the FASB issued a new standard to account for revenue. This guidance provides that an entity should recognize revenue to depict the transfer of promised goods or services to customers in an amount that reflects the consideration to which the entity expects to be entitled in exchange for those goods or services. This guidance also requires more detailed disclosures to enable users of financial statements to understand the nature, amount, timing, and uncertainty of revenue and cash flows arising from contracts with customers. The Company will adopt this guidance on January 1, 2018, using the modified retrospective adoption methodology. Both real estate and other revenue contain single performance obligations and the Company believes the timing of the satisfaction of the performance obligations, triggering the recognition of revenue, will not differ from the Company's current timing for recognizing revenue. The assessment of the policy changes and quantitative and qualitative impacts is complete and as the amounts and timing of real estate and other revenue will not change, the Company will not recognize a cumulative adjustment to retained earnings upon adoption.


Note 2: Fair Value of Financial Instruments:

The Company’s financial instruments consist of cash and cash equivalents, short-term investments, accrued revenue, restricted cash, accounts payable, certain accrued liabilities, interest rate lock commitments, forward sales commitments, and redeemable convertible preferred stock. The fair value of the Company’s financial instruments approximates their recorded values due to their short period to maturity. Fair value is defined as the exchange price that would be received for an asset or an exit price paid to transfer a liability in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Valuation techniques used to measure fair value must maximize the use of observable inputs and minimize the use of unobservable inputs. The current accounting guidance for fair value measurements defines a three-level valuation hierarchy for disclosures as follows:


Level I1—Unadjusted quoted prices in active markets for identical assets or liabilities.


Level II2—Inputs other than quoted prices included within Level I1 that are observable, unadjusted quoted prices in markets that are not active, or other inputs that are observable such as quoted prices for similar assets or liabilities in active markets or can be corroborated by observable market data.


Level III3—Unobservable inputs that are supported by little or no market activity requiring the Companyand require us to develop itsour own assumptions.


The categorization of a financial instrument within the valuation hierarchy is based upon the lowest level of input that is significant to the fair value measurement. The Company’sOur financial instruments consist of Level I1, Level 2, and Level II3 assets and liabilities. Level I assets include highly liquid money market funds

Concentration of Credit Risk—Financial instruments that potentially subject us to concentrations of credit risk are included inprimarily cash and cash equivalents and Level IIinvestments. We generally place our cash and cash equivalents and investments with major financial institutions we deem to be of high-credit-quality in order to limit our credit exposure. We maintain our cash accounts with financial institutions where deposits exceed federal insurance limits. Credit risk in regard to accounts receivable is spread across a large number of customers. At December 31, 2023 and 2022, no single customer had an accounts receivable balance greater than 10% of total accounts receivable.

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Loans Held for Sale—Our mortgage segment originates residential mortgage loans. We have elected the fair value option for all loans held for sale and record these loans at fair value. Gains and losses from changes in fair value and direct loan origination fees and costs are recognized in net gain on loans held for sale. The fair value of loans held for sale is in excess of the contractual principal amounts by $3,712 and $2,650, respectively, as of December 31, 2023 and December 31, 2022. The mortgage loans we originate are intended to be sold in the secondary mortgage market within a short period of time following origination. Mortgage loans held for sale primarily consist of single-family residential loans collateralized by the underlying home. Mortgage loans held for sale are recorded at fair value based on either sale commitments or current market quotes for mortgage loans with similar characteristics. Interest income earned or expense incurred on loans held for sale is captured as a component of income from operations.

Other Current Assets—Other current assets include certificatesconsist primarily of deposit thatmiscellaneous non-trade receivables, interest receivable, and interest rate lock commitments from mortgage origination operations (see Derivative Instruments below).

Derivative Instruments—Our mortgage segment is party to interest rate lock commitments (“IRLCs”) with customers resulting from mortgage origination operations. IRLCs for single-family mortgage loans we intend to sell are included as short-term investments,considered free-standing derivatives. All free-standing derivatives are required to be recorded on our consolidated balance sheets at fair value. Since we can terminate a loan commitment if the borrower does not comply with the terms of the contract, and some loan commitments may expire without being drawn upon, these commitments do not necessarily represent future cash requirements.

Interest rate risk related to the residential mortgage loans held for sale and IRLCs is offset using forward sales commitments. We manage this interest rate risk through the use of forward sales commitments on both a best efforts whole loans basis and on a mandatory basis. Forward sales commitments entered into on a mandatory basis are done through the use of commitments to sell mortgage-backed securities. We do not enter into or hold derivatives for trading or speculative purposes. Changes in the fair value of IRLCs and forward sales commitments includedare recognized as revenue, and the fair values are reflected in other current

assets and accrued and other liabilities, as applicable. We estimate the fair value of an IRLC based on current liabilities.market quotes for mortgage loans with similar characteristics, net of origination costs and fees adjusting for the probability that the mortgage loan will not fund according to the terms of commitment (referred to as a pull-through factor). The certificatesfair value measurements of deposit are measured by observable market data for substantially the full term of the assets or liabilities. Interest rate lock commitments andour forward sales commitments are measured by observable marketplace prices. The Company’s redeemable convertible preferred stockuse prices quoted directly to us from our counterparties.

Property and Equipment—Property and equipment is categorized as Level III. Redeemable convertible preferred stockrecorded at cost and depreciated using the straight-line method over the estimated useful lives. Depreciation and amortization is valued at each reporting dateincluded in cost of revenue, marketing, technology and development, and general and administrative and is allocated based on unobservable inputsestimated usage for each class of asset.

Leasehold improvements are amortized over the shorter of the lease term or the estimated useful life of the related asset. Upon retirement or sale, the cost of assets disposed of and management’s judgment duethe related accumulated depreciation are removed from the accounts, and any resulting gain or loss is reflected in our consolidated statements of operations. Repair and maintenance costs are expensed as incurred.

Costs incurred in the preliminary stages of website and software development are expensed as incurred. Once an application has reached the development stage, direct internal and external costs relating to upgrades or enhancements that meet the capitalization criteria are capitalized in property and equipment and amortized on a straight-line basis over their estimated useful lives. Maintenance and enhancement costs (including those costs in the post-implementation stages) are typically expensed as incurred, unless such costs relate to substantial upgrades and enhancements to the absencewebsites (or software) that result in added functionality, in which case the costs are capitalized.

Capitalized software development activities placed in service are amortized over the expected useful lives of quotedthose releases. We view capitalized software costs as either internal use or market prices, inherent lackand product expansion.

Estimated useful lives of liquiditywebsite and software development activities are reviewed annually, or whenever events or changes in circumstances indicate that intangible assets may be impaired, and adjusted as appropriate to reflect upcoming development activities that may include significant upgrades or enhancements to the long-term nature of such financial instruments.existing functionality.

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The Company’s redeemable convertible preferred stock is measured at fair value using a weighted average
In July 2023, we completed an assessment of the probability weighted expected return method (“PWERM”),useful lives of our website and internally developed software. Due to improvements, efficiencies, and advancements in how we develop, implement, and use our website and internally developed software, we determined we should increase their estimated useful lives from two to three years to three to five years. This change in accounting estimate was effective beginning the third quarter of 2023. The effects of this change for the year ended December 31, 2023 were as follows: (1) reduced technology and development expenses by $3,049, (2) decreased net loss by $3,049, and (3) increased basic and diluted net loss per share by $0.03.

Intangible Assets—Intangible assets are finite lived and mainly consist of trade names, developed technology, and customer relationships and are amortized over their estimated useful lives ranging from three to ten years. The useful lives were determined by estimating future cash flows generated by the acquired intangible assets. Our intent to hold and use the acquired assets in our operations has not changed since the acquisition. Fair values are derived by applying various valuation methodologies including the income approach and cost approach, using critical estimates and assumptions that include the market approach. Specifically, the income and market approach models are weighted in relation to the probability of a private company scenario, whereas the PWERM method is weighted in relation to the probability of future exit scenarios.

The income approach incorporates the use of the discounted cash flow method, whereas the market approach incorporates the use of the guideline public company method. Application of the discounted cash flow method requires estimating the annual cash flows that the business enterprise is expected to generate in the future with the application of arevenue growth rate, royalty rate, discount rate, and terminal value. Incost to replace. Our intangible assets are subject to impairment tests when events or circumstances indicate that a finite-lived intangible asset’s (or asset group’s) carrying value may not be recoverable. Consideration is given to a number of potential impairment indicators, including our ability to renew and extend contracts with our customers. However, there can be no assurance that these contracts will continue to be renewed.

Impairment of Long-Lived Assets—Long-lived assets are reviewed for impairment whenever events or changes in circumstances indicate that the guideline public company method, valuation multiples, including total invested capital, are calculated based on financial statementscarrying amount of such assets may not be recoverable. Recoverability of assets to be held and stock price data from selected guideline publicly traded companies. A comparative analysisused is then performed for factors including, but not limitedmeasured first by a comparison of the carrying amount of an asset to size, profitability and growthfuture undiscounted net cash flows expected to determine fair value.

Under the PWERM, value is determined based upon an analysis of future values for the enterprise under different potential outcomes (e.g., sale, merger, IPO, dissolution). The value determined for the enterprise is then allocated to each class of stock based upon the assumption that each class will look to maximize its value. The values determined for each class of stock under each scenario are weightedbe generated by the probabilityasset. If such asset were considered to be impaired, an impairment loss would be recognized in the amount by which the carrying value of each scenariothe asset exceeds its fair value. To date, no such impairment has occurred.

Goodwill—Goodwill represents the excess of the purchase price over the fair value of the net tangible assets and then discountedidentifiable intangible assets acquired in a business combination. Goodwill is not amortized, but is subject to impairment testing. We assess the impairment of goodwill on an annual basis, during the fourth quarter, or whenever events or changes in circumstances indicate that goodwill may be impaired. Based on our annual goodwill impairment test performed in the fourth quarter of 2023, the estimated fair values of all reporting units substantially exceeded their carrying values.

We perform an impairment assessment of goodwill at our reporting unit level. To test for goodwill impairment, we have the option to perform a present value.

Any changequalitative assessment of goodwill rather than completing the quantitative assessment. We consider macroeconomic conditions, industry and market considerations, cost factors, overall financial performance, other relevant entity-specific events, potential events affecting the reporting units, and changes in the fair value is recognized as accretion expense (income) and included as an adjustment to net loss to arrive at net income (loss) attributable to common stock on the consolidated statements of operations. Summary of changes in fair value are reflected in the consolidated balance sheets, consolidated statements of changes in redeemable convertible preferred stock and stockholders’ deficit, and Note 6. The Company used the value of the common stock at the IPO price of $15.00 per share to determine the accretion amount through conversion of the redeemable convertible preferred stock toour common stock.

Significant unobservable inputs used in We must assess whether it is more likely than not that the determination of fair value of the Company’s redeemable convertible preferred stockreporting unit is less than its carrying amount. If we conclude this is not the case, we do not need to perform any further assessment. Otherwise, we must perform a quantitative assessment and compare the fair value of the reporting unit to its carrying value, including goodwill. If the fair value of the reporting unit is less than its carrying amount, goodwill is written down for the amount by which the carrying amount exceeds the reporting unit's fair value. However, the loss recognized cannot exceed the carrying amount of goodwill. We use a combination of discounted cash flow models and market data of comparable guideline companies to determine the fair value of a reporting unit. The assumptions used in these models are consistent with those we believe a market participant would use and adjusted for the specific size and risk profile of the reporting units.

The aggregate carrying value of goodwill was $461,349 at each of December 31, 2023 and 2022. For the years ended December 31, 2023 and 2022, we performed a quantitative assessment and concluded that there was no impairment. There were no cumulative impairment losses for the years ended December 31, 20152023 and 20162022. See Note 8 for more information.

Other Assets, Noncurrent—Other assets consists primarily of leased building security deposits and the noncurrent portion of prepaid assets.

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Leases—The extent of our lease commitments consists of operating leases for physical office locations with original terms ranging from one to 11 years. We have accounted for the portfolio of leases by disaggregation based on the nature and term of the lease. Generally, the leases require a fixed minimum rent with contractual minimum rent increases over the term of the lease. Leases with an initial term of 12 months or less are not recorded on our consolidated balance sheets, but rather lease expense is recognized on a straight-line basis over the term of the lease.

When available, the rate implicit in the lease to discount lease payments to present value would be used; however, none of our significant leases as of December 31, 2023 provide a readily determinable implicit rate. Therefore, we must estimate our incremental borrowing rate for each portfolio of leases to discount the lease payments based on information available at lease commencement.

We have evaluated the performance of existing leases in relation to our leasing strategy and have determined that most renewal options would not be reasonably certain to be exercised.

The right-of-use asset and related lease liability are determined based on the lease component of the consideration in each lease contract. We have evaluated our lease portfolio for appropriate allocation of the consideration in the lease contracts between lease and non-lease components based on standalone prices and determined the allocation per the contracts to be appropriate.

Mezzanine Equity—We have issued convertible preferred stock that we have determined is a financial instrument with both equity and debt characteristics and is classified as mezzanine equity in our consolidated financial statements. The instrument was initially recognized at fair value net of issuance costs. We reassess whether the instrument is currently redeemable or probable to become redeemable in the future as of each reporting date, in which, if the instrument meets either criteria, we will accrete the carrying value to the redemption value based on the effective interest method over the remaining term. To assess classification, we review all features of the instrument, including mandatory redemption features and conversion features that may be substantive. All financial instruments that are classified as mezzanine equity are evaluated for embedded derivative features by evaluating each feature against the nature of the host instrument (e.g., more equity-like or debt-like). Features identified as embedded derivatives that are material are recognized separately as a derivative asset or liability in the consolidated financial statements. We have evaluated our convertible preferred stock and determined that its nature is that of an equity host and no material embedded derivatives exist that would require bifurcation on our consolidated balance sheets. See Note 10 for more information.

Foreign Currency Translation—Our international operations generally use their local currency as their functional currency. Assets and liabilities are translated at exchange rates in effect at the balance sheet date. Income and expense accounts are translated at the average monthly exchange rates during the year. Resulting translation adjustments are reported as a component of other comprehensive income and recorded in accumulated other comprehensive loss on our consolidated balance sheets.

Income Taxes—Income taxes are accounted for using an asset and liability approach that requires the recognition of deferred tax assets and liabilities for the expected future tax consequences of temporary differences between the consolidated balance sheets and tax bases of assets and liabilities at the applicable enacted tax rates. We establish a valuation allowance for deferred tax assets if it is more likely than not that these items will expire before we are able to realize their benefits or if future deductibility is uncertain.

We account for uncertainty in income taxes in accordance with ASC 740, Income Taxes. Tax positions are evaluated utilizing a two-step process, whereby we first determine whether it is more likely than not that a tax position will be sustained upon examination by the tax authority, including resolutions of any related appeals or litigation processes, based on technical merit. If a tax position meets the more-likely-than-not recognition threshold, it is then measured to determine the amount of benefit to recognize in the financial statements. The tax position is measured as the largest amount of benefit that is greater than 50% likely to be realized upon ultimate settlement. Subsequent adjustments to amounts previously recorded impact the financial statements in the period during which the changes are identified. We recognize interest and penalties related to unrecognized tax benefits as income tax expense.

Convertible Senior Notes—In accounting for the issuance of our convertible senior notes, we treat the instrument wholly as a liability, in accordance with the adoption of ASU 2020-06, Debt—Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging—Contracts in Entity's Own Equity (Subtopic 815-40): Accounting for Convertible Instruments and Contracts in an Entity's Own Equity ("ASU 2020-06").
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Issuance costs are amortized to expense over the respective term of the convertible senior notes.

For conversions prior to the maturity of the notes, we will settle using cash, shares of our common stock, or a combination of cash and shares of our common stock, at our election. The carrying amount of the instrument (including unamortized debt issuance costs) is reduced by cash and other assets transferred, with the difference reflected as a reduction to additional paid-in capital. The indentures governing our convertible senior notes allow us, under certain circumstances, to irrevocably fix our method for settling conversions of the applicable notes by giving notice to the noteholders. Our election to irrevocably fix the settlement method could affect the calculation of diluted earnings per share when applicable. We have no plans to exercise our rights to fix the settlement method.

When we repurchase a portion of our convertible senior notes, we derecognize the liability, accelerate the amortization of debt issuance costs, and record on our consolidated statements of comprehensive loss a gain or loss on extinguishment dependent on the repurchase price. See Note 14 for information regarding repurchases for the year ended December 31, 2023.

Revenue Recognition—We generate revenue primarily from commissions and fees charged on each real estate services transaction closed by our lead agents or partner agents, from subscription-based product offerings for our rentals business, and from the origination, sales, and servicing of mortgages. Our key revenue components are brokerage revenue, partner revenue, rentals revenue, mortgage revenue, and other revenue.

We have utilized the allowable practical expedient in the accounting guidance and elected not to capitalize costs related to obtaining contracts with customers with durations of less than one year. We do not have significant remaining performance obligations.

Revenue earned but not received is recorded as accrued revenue in accounts receivable on our consolidated balance sheets, net of an allowance for credit losses. Accrued revenue consisting of commission revenue is known and is clearing escrow, and therefore it is not estimated.

Nature and Disaggregation of Revenue

Real Estate Services Revenue

Brokerage Revenue—Brokerage revenue includes our offer and listing services, where our lead agents represent homebuyers and home sellers. We recognize commission-based brokerage revenue upon closing of a brokerage transaction, less the amount of any commission refunds, closing-cost reductions, or promotional offers that may result in a material right. The transaction price is generally calculated by taking the agreed upon commission rate and applying that to the home's selling price. Brokerage revenue primarily contains a single performance obligation that is satisfied upon the closing of a transaction, at which point the entire transaction price is earned. We are not entitled to any commission until the performance obligation is satisfied and are not owed any commission for unsuccessful transactions, even if services have been provided. In conjunction with providing offering and listing services to our customers, we may offer promotional pricing or additional discounts on future services. This results in a material right to our customers and represents an additional performance obligation, for which the transaction price is allocated based on standalone selling prices. Amounts allocated to a promise to provide future listing or offering services at a significant discount are initially recorded as contract liabilities. Our promotional pricing and additional discounts have not resulted in a material impact to timing of revenue recognition. The balance of the corresponding contract liabilities are included in accrued and other liabilities on our consolidated balance sheets. See Note 9 for more information.

Partner Revenue—Partner revenue consists of fees paid to us from partner agents or under other referral agreements, less the following:amount of any payments we make to homebuyers and home sellers. We recognize these fees as revenue on the closing of a transaction. The transaction price is a fixed percentage of the partner agent's commission. The partner agent or other entity related to our referral agreements directly remits the referral fee revenue to us. We are neither entitled to referral fee revenue, nor is our performance obligation satisfied, until the related referred home's sale closes.



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Year Ended
 December 31,
 2015 2016
    
Valuation Methodology:   
Income approach (private company)12.5% 12.5%-15.0%
Market approach (private company)12.5% 12.5%-15.0%
PWERM (IPO)56.3% 52.5%-60.0%
PWERM (M&A)18.8% 15.0%-17.5%
IPO revenue multiple4.0x-5.0x 3.0x-4.5x
Forecasted revenue growth rate30.0%-50.3% 28.0%-41.80%
Discount rate20.0%-30.0% 20.0%-30.0%
Rentals Revenue



Rentals Revenue—Rentals revenue is primarily composed of subscription-based product offerings for internet listing services, as well as lead management and digital marketing solutions.

Rentals revenue is recorded as a component of service revenue in our consolidated statements of comprehensive loss. Revenue is recognized upon transfer of control of promised service to customers over time in an amount that reflects the consideration we expect to receive in exchange for those services. Revenues from subscription-based services are recognized on a straight-line basis over the term of the contract, which generally have a term of less than one year. Revenue is presented net of sales allowances, which are not material.

The transaction price for a contract is generally determined by the stated price in the contract, excluding any related sales taxes. We enter into contracts that can include various combinations of subscription services, which are capable of being distinct and accounted for as separate performance obligations. We allocate the transaction price to each performance obligation in the contract on a relative stand-alone selling price basis. Generally, the combinations of subscription services are fulfilled concurrently and are co-terminus. Our rentals contracts do not contain any refund provisions other than in the event of our non-performance or breach.

Mortgage Revenue

Mortgage Revenue—Mortgage revenue includes fees from the origination and subsequent sale of loans, loan servicing income, interest income on loans held for sale, origination of IRLCs, and the changes in fair value of our IRLCs, forward sales commitments, loans held for sale, and MSRs.

Other Revenue

Other Revenue—Other services revenue includes fees earned from title settlement services, Walk Score data services, and advertising. Substantially all fees and revenue from other services are recognized when the service is provided.

Cost of Revenue—Cost of revenue consists primarily of personnel costs (including base pay, benefits, and stock-based compensation), transaction bonuses, home-touring and field expenses, listing expenses, customer fulfillment costs related to our rentals segment, office and occupancy expenses, interest expense on our mortgage related warehouse facilities, and depreciation and amortization related to fixed assets and acquired intangible assets.

Technology and Development—Technology and development expenses primarily include personnel costs (including base pay, bonuses, benefits, and stock-based compensation), data licenses, software and equipment, and infrastructure such as for data centers and hosted services. The expenses also include amortization of acquired intangible assets, capitalized internal-use software and website and mobile application development costs. We expense research and development costs as incurred and record them in technology and development expenses.

Restructuring and Reorganization—Restructuring and reorganization expenses primarily consist of personnel-related costs associated with employee terminations, furloughs, or retention payments associated with wind-down activities.

Advertising and Advertising Production Costs—We expense advertising costs as they are incurred and production costs as of the first date the advertisement takes place. Advertising costs and advertising production costs are included in marketing expenses. The following table summarizes total advertising and advertising production costs for the periods listed:
Year Ended December 31,
202320222021
Advertising costs$100,321 $133,593 $119,278 
Advertising production costs2,983 3,425 2,303 

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Stock-based Compensation—We account for stock-based compensation by measuring and recognizing as compensation expense the fair value of all share-based payment awards made to employees, including restricted stock unit awards and shares forecasted to be issued pursuant to our ESPP, in each case based on estimated grant date fair values. Stock-based compensation expense is recognized over the requisite service period on a straight-line basis. We recognize forfeitures when they occur. The Black-Scholes-Merton option-pricing model is used to determine the fair value of shares forecasted to be issued pursuant to our ESPP. For restricted stock unit awards and restricted stock unit awards with performance conditions, we use the market value of our common stock on the date of grant to determine the fair value of the award. For restricted stock unit awards with market conditions, the market condition is reflected in the grant date fair value of the award using a Monte Carlo simulation.

In valuing shares forecasted to be issued pursuant to our ESPP, we make assumptions about expected life, stock price volatility, risk-free interest rates, and expected dividends.

Expected Life—The expected term was estimated using the ESPP offering period which is six months.

Volatility—The expected stock price volatility for our common stock was estimated by taking the average historical price volatility of Redfin stock over the preceding six months.

Risk-Free Rate—The risk-free interest rate is based on the yields of U.S. treasury securities with maturities similar to the expected term, or six months.

Dividend Yield—We have never declared or paid any cash dividends and do not presently plan to pay cash dividends in the foreseeable future. Consequently, an expected dividend yield of zero was used.

Business Combinations—The results of businesses acquired in a business combination are included in our consolidated financial statements from the date of acquisition. We record assets and liabilities of an acquired business at their estimated fair values on the acquisition date. Any excess consideration over the fair value of assets acquired and liabilities assumed is recognized as goodwill. During the measurement period, which may be up to one year from the acquisition date, we may record adjustments to the assets acquired and liabilities assumed with the corresponding offset to goodwill.

Mortgage Servicing Rights(“MSRs”)—We determine the fair value of MSRs using a valuation model that calculates the net present value of estimated future cash flows. Key estimates of future cash flows include prepayment speeds, default rates, discount rates, cost of servicing, objective portfolio characteristics, and other factors. Changes in these estimates could materially change the estimated fair value.

Lease Impairment—During the year ended December 31, 2023 we recognized impairment losses of $1,948 due to subleasing two of our operating leases. These costs are recorded in other (expense) income, net in our consolidated statements of operations and in impairment costs in our consolidated statements of cash flows.

Recently Adopted Accounting Pronouncements—None applicable.

Recently Issued Accounting Pronouncements— In September 2023, the Financial Accounting Standards Board (“FASB”) issued authoritative guidance under ASU 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The ASU improves reportable segment disclosure requirements, primarily through enhanced disclosures about significant segment expenses. The amendments in this Update are effective for fiscal years beginning after December 15, 2023, and interim periods within fiscal years beginning after December 15, 2024. We plan to adopt this guidance for fiscal year 2024 and we do not expect the adoption to have a material impact on our financial statement disclosures.

In December 2023, the FASB issued authoritative guidance under ASU 2023-09, Income Taxes - Improvements to Income Tax Disclosures. The ASU enhances annual income tax disclosures to address investor requests for more information about the tax risks and opportunities present in an entity’s worldwide operations. The two primary enhancements disaggregate existing income tax disclosures related to the effective tax rate reconciliation and income taxes paid. The amendments in this Update are effective for annual periods beginning after December 15, 2024, with early adoption permitted. We are currently evaluating the potential impact of the guidance on our financial statement disclosures.

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Note 2: Discontinued Operations

In November 2022, our management and board of directors made the decision to wind down RedfinNow. The financial results of RedfinNow have historically been included in our properties segment. Winding-down RedfinNow was a strategic decision we made in order to focus our resources on our core businesses in the face of the rising cost of capital. The wind-down of our properties segment was complete as of June 30, 2023, at which time it met the criteria for discontinued operations in our consolidated financial statements.

The major classes of assets and liabilities of our discontinued operations were as follows:
December 31,
20232022
Assets
Current assets
Cash and cash equivalents$— $7,640 
Accounts receivable, net— 8,504 
Inventory— 114,232 
Prepaid expenses— 500 
Other current assets— 1,283 
Total current assets of discontinued operations— 132,159 
Property and equipment, net— 167 
Right-of-use assets, net— 1,142 
Total assets of discontinued operations$— $133,468 
Liabilities
Current liabilities
Accounts payable$— $754 
Accrued and other liabilities— 2,980 
Lease liabilities— 577 
Total current liabilities of discontinued operations— 4,311 
Lease liabilities, noncurrent— 392 
Total liabilities of discontinued operations$— $4,703 
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The major classes of line items of the discontinued operations included in our consolidated statement of comprehensive loss were as follows:
Year Ended December 31,
202320222021
Revenue$122,576 $1,184,868 $864,127 
Cost of revenue(1)
124,422 1,207,933 853,526 
Gross (loss) profit(1,846)(23,065)10,601 
Operating expenses
Technology and development(1)
552 17,326 13,237 
Marketing(1)
523 2,762 1,889 
General and administrative(1)
638 11,204 9,593 
Restructuring and reorganization75 8,116 — 
Total operating expenses1,788 39,408 24,719 
Loss from discontinued operations(3,634)(62,473)(14,118)
Interest expense— (8,859)(4,271)
Income tax expense— (10)— 
Other expense, net— (4)— 
Net loss from discontinued operations$(3,634)$(71,346)$(18,389)
Net loss from discontinued operations per share—basic and diluted$(0.03)$(0.66)$(0.18)
(1) Includes stock-based compensation as follows:
Year Ended December 31,
202320222021
Cost of revenue$46 $813 $1,226 
Technology and development86 3,243 2,103 
Marketing19 102 207 
General and administrative83 1,080 1,641 
Total stock-based compensation$234 $5,238 $5,177 

Significant non-cash items and capital expenditures of the discontinued operations were as follows:
Year Ended December 31,
202320222021
Amortization of debt discount and debt issuance costs$— $996 $273 
Stock-based compensation234 5,238 5,177 
Depreciation and amortization89 2,337 1,847 
Capital expenditures— 1,213 1,782 
Cash paid for interest— 7,863 3,946 

Charges specifically relating to the wind-down of our properties segment were as follows:
Cost typeFinancial statement line itemYear Ended December 31, 2023Cumulative amount recognized
Employee termination costsRestructuring and reorganization$539 $8,587 
Asset write-offsRestructuring and reorganization— 493 
OtherRestructuring and reorganization(465)(890)
Acceleration of debt issuance costsInterest expense— 481 
Total$74 $8,671 

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Note 3: Segment Reporting and Revenue

In its operation of our business, our management, including our chief operating decision maker ("CODM"), who is also our chief executive officer, evaluates the performance of our operating segments based on our statement of operations results, inclusive of net loss. We do not analyze discrete segment balance sheet information related to long-term assets, substantially all of which are located in the United States. We have five operating segments and three reportable segments, real estate services, rentals, and mortgage. As a result of our decision to wind-down RedfinNow operations in November 2022, we report our properties segment as a discontinued operation as we completed wind-down of the business during the three months ended June 30, 2023.

We generate revenue primarily from commissions and fees charged on each real estate services transaction closed by our lead agents or partner agents, from subscription-based product offerings for our rentals business, and from the origination, sales, and servicing of mortgages. Our key revenue components are brokerage revenue, partner revenue, rentals revenue, mortgage revenue, and other revenue.

Information on each of our reportable and other segments and reconciliation to consolidated net (loss) income from continuing operations is presented in the tables below. We have assigned certain previously reported expenses to each segment to conform to the way we internally manage and monitor our business. We allocated indirect costs to each segment based on a reasonable allocation methodology, when such costs are significant to the performance measures of the segments.
Year Ended December 31, 2023
Real estate servicesRentalsMortgageOtherCorporate overheadTotal
Revenue(1)
$618,577 $184,812 $134,108 $39,175 $— $976,672 
Cost of revenue462,625 42,086 118,178 23,964 — 646,853 
Gross profit155,952 142,726 15,930 15,211 — 329,819 
Operating expenses
Technology and development108,201 63,934 2,871 4,504 3,784 183,294 
Marketing59,746 53,952 4,064 60 41 117,863 
General and administrative76,851 94,252 25,012 4,017 38,658 238,790 
Restructuring and reorganization— 503 — — 7,424 7,927 
Total operating expenses244,798 212,641 31,947 8,581 49,907 547,874 
(Loss) income from continuing operations(88,846)(69,915)(16,017)6,630 (49,907)(218,055)
Interest income, interest expense, income tax expense, gain on extinguishment of convertible senior notes, and other expense, net59 215 (392)712 91,069 91,663 
Net (loss) income from continuing operations$(88,787)$(69,700)$(16,409)$7,342 $41,162 $(126,392)
(1) Included in revenue is $1,244 from providing services to our discontinued properties segment.
Year Ended December 31, 2022
Real estate servicesRentalsMortgageOtherCorporate overheadTotal
Revenue(1)
$787,076 $155,910 $132,904 $23,684 $— $1,099,574 
Cost of revenue608,027 33,416 126,552 22,460 — 790,455 
Gross profit179,049 122,494 6,352 1,224 — 309,119 
Operating expenses
Technology and development105,196 59,899 6,034 3,591 4,204 178,924 
Marketing98,673 51,064 4,889 199 484 155,309 
General and administrative88,171 92,728 25,680 3,307 33,504 243,390 
Restructuring and reorganization— — — — 32,353 32,353 
Total operating expenses292,040 203,691 36,603 7,097 70,545 609,976 
Loss from continuing operations(112,991)(81,197)(30,251)(5,873)(70,545)(300,857)
Interest income, interest expense, income tax benefit, gain on extinguishment of convertible senior notes, and other expense, net(123)1,389 (114)140 49,768 51,060 
Net loss from continuing operations$(113,114)$(79,808)$(30,365)$(5,733)$(20,777)$(249,797)
(1) Included in revenue is $17,783 from providing services to our discontinued properties segment.
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Year Ended December 31, 2021
Real estate servicesRentalsMortgageOtherCorporate overheadTotal
Revenue(1)
$903,334 $121,877 $19,818 $13,609 $— $1,058,638 
Cost of revenue603,320 21,739 26,096 14,264 — 665,419 
Gross profit300,014 100,138 (6,278)(655)— 393,219 
Operating expenses
Technology and development81,588 41,492 10,396 2,528 7,477 143,481 
Marketing98,746 36,174 561 209 1,161 136,851 
General and administrative84,655 71,943 8,306 2,288 41,530 208,722 
Total operating expenses264,989 149,609 19,263 5,025 50,168 489,054 
Income (loss) from continuing operations35,025 (49,471)(25,541)(5,680)(50,168)(95,835)
Interest income, interest expense, and other income, net(87)3,301 1,392 4,611 
Net income (loss) from continuing operations$34,938 $(46,170)$(25,538)$(5,678)$(48,776)$(91,224)
(1) Included in revenue is $16,526 from providing services to our discontinued properties segment.

Note 4: Financial Instruments

Derivatives

Our primary market exposure is to interest rate risk, specifically U.S. treasury and mortgage interest rates, due to their impact on mortgage-related assets and commitments. We use forward sales commitments on whole loans and mortgage-backed securities to manage and reduce this risk. We do not have any derivative instruments designated as hedging instruments.

Forward Sales Commitments—We are exposed to interest rate and price risk on loans held for sale from the funding date until the date the loan is sold. Forward sales commitments on whole loans and mortgage-backed securities are used to fix the forward sales price that will be realized at the sale of each loan.

Interest Rate Lock Commitments—IRLCs represent an agreement to extend credit to a mortgage loan applicant. We commit (subject to loan approval) to fund the loan at the specified rate, regardless of changes in market interest rates between the commitment date and the funding date. Outstanding IRLCs are subject to interest rate risk and related price risk during the period from the date of commitment through the loan funding date or expiration date. Loan commitments generally range between 30 and 90 days and the borrower is not obligated to obtain the loan. Therefore, IRLCs are subject to fallout risk, which occurs when approved borrowers choose not to close on the underlying loans. We review our commitment-to-closing ratio ("pull-through rate") as part of an estimate of the number of mortgage loans that will fund according to the IRLCs.
December 31,
Notional Amounts20232022
Forward sales commitments$274,400 $301,548 
IRLCs188,554 210,787 

The locations and amounts of gains (losses) recognized in revenue related to our derivatives are as follows:
Year Ended December 31,
InstrumentClassification202320222021
Forward sales commitmentsRevenue$(2,226)$(11,336)$518 
IRLCsRevenue3,156 (4,184)(641)

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Fair Value of Financial Instruments

A summary of assets (liabilities), and (mezzanine equity) at December 31, 2016 and 2017,liabilities related to our financial instruments, measured at fair value on a recurring basis and as reflected on our consolidated balance sheets, is set forth below:
Balance at December 31, 2023Quoted Prices in Active Markets for Identical Assets
(Level 1)
Significant
Other Observable Inputs
(Level 2)
Significant
Unobservable Inputs
(Level 3)
Assets
Cash equivalents
Money market funds$115,276 $115,276 $— $— 
Total cash equivalents115,276 115,276 — — 
Short-term investments
U.S. treasury securities10,720 10,720 — — 
Agency bonds31,232 31,232 — — 
Total short-term investments41,952 41,952 — — 
Loans held for sale159,587 — 159,587 — 
Other current assets
IRLCs4,600 — — 4,600 
Total other current assets4,600 — — 4,600 
Mortgage servicing rights, at fair value32,171 — — 32,171 
Long-term investments
U.S. treasury securities3,149 3,149 — — 
Total assets$356,735 $160,377 $159,587 $36,771 
Liabilities
Accrued liabilities
Forward sales commitments$2,429 $— $2,429 $— 
IRLCs147 — — 147 
Total liabilities$2,576 $— $2,429 $147 
Balance at December 31, 2022Quoted Prices in Active Markets for Identical Assets
(Level 1)
Significant
Other Observable Inputs
(Level 2)
Significant
Unobservable Inputs
(Level 3)
Assets
Cash equivalents
        Money market funds$186,410 $186,410 $— $— 
Total cash equivalents186,410 186,410 — — 
Short-term investments
   U.S. treasury securities96,925 96,925 — — 
Agency bonds25,334 25,334 — — 
Total short-term investments122,259 122,259 — — 
Loans held for sale199,604 — 199,604 — 
Other current assets
Forward sales commitments1,669 — 1,669 — 
IRLCs2,338 — — 2,338 
Total other current assets4,007 — 1,669 2,338 
Mortgage servicing rights, at fair value36,261 — — 36,261 
Long-term investments
   U.S. treasury securities29,480 29,480 — — 
Total assets$578,021 $338,149 $201,273 $38,599 
Liabilities
Accrued liabilities
Forward sales commitments$1,873 $— $1,873 $— 
IRLCs1,041 — — 1,041 
Total liabilities$2,914 $— $1,873 $1,041 

There were no transfers into or out of Level 3 financial instruments during the years ended December 31, 2023 and 2022.

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Financial InstrumentFair Value Hierarchy Fair Value
 December 31,
 2016 2017
      
Money market funds (included in cash and cash equivalents)Level I 46,357
 177,235
Certificates of deposit (included in short-term investments)Level II 1,749
 
Interest rate lock commitmentsLevel II 
 29
Forward loan commitmentsLevel II 
 (4)
Redeemable convertible preferred stock (mezzanine equity)Level III (655,416) 
The significant unobservable input used in the fair value measurement of IRLCs is the pull-through rate. Significant changes in the input could result in a significant change in fair value measurement.



The following is a quantitative summary of key unobservable inputs used in the valuation of IRLCs and mortgage servicing rights (“MSRs”):
December 31, 2023December 31, 2022
Key InputsValuation TechniqueRangeWeighted-AverageRangeWeighted-Average
IRLCs
Pull-through rateMarket pricing67.2% - 100.0%87.7%62.0% - 100.0%91.0%
MSRs
Prepayment speedDiscounted cash flow6.0% - 19.0%6.8%6.0% - 14.4%6.6%
Default ratesDiscounted cash flow0.1% - 1.2%0.2%0.0% - 0.5%0.1%
Discount rateDiscounted cash flow10.0% - 17.0%10.2%9.5% - 12.4%9.6%

The following is a summary of changes in the fair value of IRLCs:
Year Ended December 31,
202320222021
Balance, net—beginning of period$1,297 $1,131 $1,771 
IRLCs acquired in business combination— 4,326 — 
Issuances of IRLCs51,089 51,453 18,415 
Settlements of IRLCs(48,902)(54,784)(18,827)
Fair value changes recognized in earnings969 (829)(228)
Balance, net—end of period$4,453 $1,297 $1,131 

The following is a summary of changes in the fair value of MSRs:
Year Ended December 31,
202320222021
Balance—beginning of period$36,261 $— $— 
MSRs acquired in business combination— 33,982 — 
MSRs originated565 3,140 — 
MSRs sales(1,457)(1,662)— 
Fair value changes recognized in earnings(3,198)801 — 
Balance, net—end of period$32,171 $36,261 $— 

The following table presents the carrying amounts and estimated fair values of our convertible senior notes that are not recorded at fair value on our consolidated balance sheets:
December 31, 2023December 31, 2022
IssuanceNet Carrying AmountEstimated Fair ValueNet Carrying AmountEstimated Fair Value
2023 notes$— $— $23,431 $22,147 
2025 notes192,002 164,113 512,683 309,292 
2027 notes496,735 325,927 565,474 267,398 

The difference between the principal amounts of our 2025 notes and our 2027 notes, which were $193,445 and $503,106, respectively, and the net carrying amounts of the notes represents the unamortized debt issuance costs. The estimated fair value of each tranche of convertible senior notes is based on the closing trading price of the notes on the last day of trading for the period and is classified as Level 2 within the fair value hierarchy, due to the limited trading activity of the notes. Based on the closing price of our common stock of $10.32 on December 31, 2023, the if-converted value of both convertible notes were less than the principal amounts. See Note 14 for additional details on our convertible senior notes.

See Note 10 for the carrying amount of our convertible preferred stock.

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Assets and liabilities recognized or disclosed at fair value on a nonrecurring basis include items such as property and equipment, goodwill and other intangible assets, equity investments, and other assets. These assets are measured at fair value if determined to be impaired.

The cost or amortized cost, gross unrealized gains and losses, and estimated fair market value of our cash, money market funds, restricted cash, available-for-sale investments, and equity securities were as follows:
December 31, 2023
Fair Value HierarchyCost or Amortized CostUnrealized GainsUnrealized LossesEstimated Fair ValueCash, Cash Equivalents, Restricted CashShort-term InvestmentsLong-term Investments
CashN/A$34,483 $— $— $34,483 $34,483 $— $— 
Money markets fundsLevel 1115,276 — — 115,276 115,276 — — 
Restricted cashN/A1,241 — — 1,241 1,241 — — 
U.S. treasury securitiesLevel 113,895 (27)13,869 — 10,720 3,149 
Agency bondsLevel 131,246 — (14)31,232 — 31,232 — 
Total$196,141 $$(41)$196,101 $151,000 $41,952 $3,149 
December 31, 2022
Fair Value HierarchyCost or Amortized CostUnrealized GainsUnrealized LossesEstimated Fair ValueCash, Cash Equivalents, Restricted CashShort-term InvestmentsLong-term Investments
CashN/A$53,430 $— $— $53,430 $45,790 $— $— 
Money markets fundsLevel 1186,410 — — 186,410 186,410 — — 
Restricted cashN/A2,406 — — 2,406 2,406 — — 
U.S. treasury securitiesLevel 1127,130 28 (753)126,405 — 96,925 29,480 
Agency bondsLevel 125,339 — (5)25,334 — 25,334 — 
Total$394,715 $28 $(758)$393,985 $234,606 $122,259 $29,480 

As of December 31, 2023 and 2022, the aggregate fair value of available-for-sale debt securities in an unrealized loss position totaled $38,684 and $77,277, with aggregate unrealized losses of $41 and $758, respectively. We have evaluated our portfolio of available-for-sale debt securities based on credit quality indicators for expected credit losses and do not believe there are any expected credit losses. In addition, as of December 31, 2023 and 2022, we had not made a decision to sell any of our debt securities held, nor did we consider it more likely than not that we would be required to sell such securities before recovery of our amortized cost basis. Our portfolio consists of U.S. government securities, all with a high quality credit rating issued by various credit agencies.

As of December 31, 2023 and 2022, we had accrued interest of $332 and $576, respectively, on our available-for-sale investments, for which we have recorded no expected credit losses. Accrued interest receivable is presented within other current assets in our consolidated balance sheets.

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Note 3:5: Property and Equipment:Equipment


A summaryThe components of property and equipment at December 31, 2016 and 2017 iswere as follows:

Useful Lives (years)December 31,
20232022
Leasehold improvementsShorter of lease term or economic life$28,789 $32,262 
Website and software development costs3 - 575,573 62,963 
Computer and office equipment3 - 516,175 19,702 
Software31,869 1,871 
Furniture77,754 7,911 
Property and equipment, gross130,160 124,709 
Accumulated depreciation and amortization(89,275)(76,597)
Construction in progress5,546 6,827 
Property and equipment, net$46,431 $54,939 

 Useful Lives December 31,
 (years) 2016 2017
      
Leasehold improvementsShorter of lease term or economic life $4,911
 $16,039
Website and software development costs1-3 10,114
 14,501
Computer and office equipment3 2,846
 2,192
Software3 1,367
 685
Furniture7 2,406
 3,039
Construction in progress  10,856
 
   32,500
 36,456
Accumulated depreciation and amortization  (13,274) (14,138)
Property and equipment, net  $19,226
 $22,318
The following table summarizes depreciation and amortization and capitalized software development costs:

Year Ended December 31,
202320222021
Depreciation and amortization for property and equipment$23,774 $24,403 $18,200 
Capitalized software development costs, including stock-based compensation16,131 18,738 17,571 


Depreciation and amortization declined in the year ended December 31, 2023 due to the change in estimated useful lives of our website and internally developed software. Refer to Note 1 for further details.

Note 6: Leases

The components of lease expense were as follows:
Year Ended December 31,
Lease Cost20232022
Operating lease cost:
Operating lease cost (cost of revenue)$10,874 $10,694 
Operating lease cost (operating expenses)7,499 5,394 
Short-term lease cost3,025 5,055 
Sublease income(1,408)(951)
Total operating lease cost$19,990 $20,192 
Finance lease cost:
Amortization of right-of-use assets$67 $62 
Interest on lease liabilities
Total finance lease cost$73 $69 
Lease LiabilitiesOther LeasesTotal Lease Obligations
Maturity of Lease Liabilities
Operating(2)
FinancingOperating
2024$17,106 $61 $1,834 $19,001 
202513,381 38 484 13,903 
202610,513 16 385 10,914 
20275,471 11 320 5,802 
20281,130 — 293 1,423 
Thereafter26 — 250 276 
Total lease payments$47,627 $126 $3,566 $51,319 
Less: Interest(1)
3,052 
Present value of lease liabilities$44,575 $118 
(1) Includes interest on operating leases of $1,581 and financing leases of $5 due within the next 12 months.
(2) Excludes sublease income. As of December 31, 2023, we expect sublease income of approximately $1,677 to be received for the year ended December 31, 2024.
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December 31,
Lease Term and Discount Rate20232022
Weighted-average remaining operating lease term (years)3.23.6
Weighted-average remaining finance lease term (years)2.52.4
Weighted-average discount rate for operating leases4.5 %4.5 %
Weighted-average discount rate for finance leases5.4 %5.4 %
Year Ended December 31,
Supplemental Cash Flow Information20232022
Cash paid for amounts included in the measurement of lease liabilities
  Operating cash outflows from operating leases$21,292 $21,504 
Operating cash outflows from finance leases
Financing cash outflows from finance leases55 48 
Right-of-use assets obtained in exchange for lease liabilities
  Operating leases$8,597 $132 
  Finance leases62 — 

Note 7: Commitments and Contingencies

Legal Proceedings

Below is a discussion of our material, pending legal proceedings. Except as otherwise indicated, given the preliminary stage of these proceedings and the claims and issues presented, we cannot estimate a range of reasonably possible losses.

In addition, we are regularly subject to claims, litigation, and other proceedings, including potential regulatory proceedings, involving employment, intellectual property, privacy and equipmentdata protection, consumer protection, competition and antitrust laws, and commercial or contractual disputes, and other matters. The outcomes of our legal proceedings and other contingencies are inherently unpredictable, subject to significant uncertainties, and could be material to our operating results and cash flows for a particular period. We evaluate, on a regular basis, developments in our legal proceedings and other contingencies that could affect the amount of liability, including amounts in excess of any previous accruals and reasonably possible losses disclosed, and make adjustments and changes to our accruals and disclosures as appropriate. For the matters we disclose that do not include an estimate of the amount of loss or range of losses, such an estimate is not possible or is immaterial, and we may be unable to estimate the possible loss or range of losses that could potentially result from the application of non-monetary remedies. Until the final resolution of such matters, if any of our estimates and assumptions change or prove to have been incorrect, we may experience losses in excess of the amounts recorded, which could have a material effect on our business, consolidated financial position, results of operations, or cash flows. Except for the matters discussed below, we do not believe that any of our pending litigation, claims, and other proceedings are material to our business.

Lawsuit by David Eraker—On May 11, 2020, David Eraker, our co-founder and former chief executive officer who departed Redfin in 2006, filed a complaint through Appliance Computing III, Inc. (d/b/a Surefield) ("Surefield"), which is a company that Mr. Eraker founded and that we believe he controls, in the U.S. District Court for the Western District of Texas, Waco Division. The complaint alleged that we were infringing four patents claimed to be owned by Surefield without its authorization or license. Surefield sought an unspecified amount of damages and an injunction against us offering products and services that allegedly infringe the patents at issue. On May 17, 2022, the jury returned a verdict in our favor, finding that we did not infringe any of the asserted claims of the patents claimed to be owned by Surefield, and accordingly, we do not owe any damages to Surefield. The jury also found that all asserted claims of Surefield’s claimed patents were invalid. The court entered final judgment on August 15, 2022. On September 12, 2022, Surefield filed a motion for judgment as a matter of law and a motion for a new trial. In the motions, Surefield asserts that no jury could have found non-infringement based on the trial record, among other things. We filed oppositions to the motions on October 3, 2022 and Surefield filed replies on October 21, 2022.

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Lawsuits Alleging Misclassification—On August 28, 2019, Devin Cook, who was one of our former independent contractor licensed sales associates, whom we call associate agents, filed a complaint against us in the Superior Court of California, County of San Francisco. The plaintiff initially pled the complaint as a class action and alleged that we misclassified her as an independent contractor instead of an employee. The plaintiff also sought unspecified penalties pursuant to representative claims under California’s Private Attorney General Act ("PAGA"). On January 30, 2020, the plaintiff filed a first amended complaint dismissing her class action claim and asserting only claims under PAGA.

On November 20, 2020, Jason Bell, who was one of our former lead agents as well as a former associate agent, filed a complaint against us in the U.S. District Court for the Southern District of California. The complaint was pled as a class action and alleges that, (1) during the time he served as an associate agent, we misclassified him as an independent contractor instead of an employee and (2) during the time he served as a lead agent, we misclassified him as an employee who was exempt from minimum wage and overtime laws. The plaintiff also asserted representative claims under PAGA. The plaintiff sought unspecified amounts of unpaid overtime wages, regular wages, meal and rest period compensation, waiting time and other penalties, injunctive and other equitable relief, and plaintiff's attorneys' fees and costs.

On May 23, 2022, pursuant to a combined mediation, we settled the lawsuits brought by Ms. Cook and Mr. Bell for an aggregate of three million dollars. This amount is subject to adjustment if our actual number of associate agents, lead agents, or their respective workweeks differs from the number that we represented to the plaintiffs. This settlement was subject to court approval. On April 7, 2023, plaintiffs filed a motion for preliminary approval of the class settlements. The motion for preliminary approval of the class settlement was granted by the court on May 4, 2023. The motion for final approval of the class settlement was granted on November 28, 2023. The settlement funds have been paid and are being distributed to class members.

Lawsuits Alleging Antitrust Violations—Since October 2023, a number of class action lawsuits have been filed on behalf of putative classes of home buyers and home sellers against the National Association of Realtors, local real estate associations, multiple listing services, and various residential real estate brokerages in various federal districts in the United States. Some of these lawsuits name Redfin as a defendant, including:
Don Gibson, et al. v. National Association of Realtors, et al., Case no. 4:23-cv-00788-SRB, filed on October 31, 2023 in United States District Court for the Western District of Missouri.
Mya Batton et al. v. Compass, Inc., et al., Case no. 1:23-cv-15618, filed on November 2, 2023 in United States District Court for the Northern District of Illinois.
1925 Hooper LLC, et al. v. The National Association of Realtors, et al., Case no. 1:23-cv-05392-SEG, filed on December 6, 2023 in the United States District Court for the Northern District of Georgia.
Daniel Umpa v. The National Association of Realtors, et al., Case no. 4:23-cv-00945-FJG, filed on December 27, 2023 in the United States District Court for the Western District of Missouri.
Nathaniel Whaley v. National Association of Realtors, et al., Case no. 2:24-cv-00105-GMN-MDC, filed on January 25, 2024 in the United States District Court for the District of Nevada.
Angela Boykin v. National Association of Realtors, et al., Case No. 2:24-cv-00340, filed on February 16, 2024 in the United States District Court for the District of Nevada.
Freedlund v. Redfin Corporation, et al., Case No. 2:24-cv-01561, filed on February 26, 2024 in the United States District Court for the Central District of California.

These lawsuits allege a conspiracy to fix prices stemming from a National Association of Realtors rule, which allegedly requires brokers to make a blanket, non-negotiable offer of buyer broker compensation when listing a property on a multiple listing service. The plaintiffs generally seek injunctive relief, unspecified damages under federal antitrust law, and unspecified damages under various state laws. A motion to consolidate some of these cases as In re Real Estate Commission Antitrust Litigation, MDL No. 3100, is pending before the Judicial Panel on Multidistrict Litigation. At this time, we are unable to predict the potential outcome of these lawsuits.

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Commitments

Purchase Commitments—Purchase commitments primarily relate to network infrastructure for our data operations. Future payments due under these agreements as of December 31, 2023 are as follows:
Purchase Commitments
2024$27,205 
202531,926 
202634,161 
202718,098 
2028— 
Thereafter— 
Total future minimum payments$111,390 

Other Commitments—Our title and settlement business and our mortgage business each hold cash in escrow at third-party financial institutions on behalf of homebuyers and home sellers. As of December 31, 2023, we held $24,149 in escrow and did not record this amount on our consolidated balance sheets. We may be held contingently liable for the disposition of the cash we hold in escrow.

Note 8: Acquired Intangible Assets and Goodwill

Acquired Intangible Assets—The following table presents the gross carrying amount and accumulated amortization of intangible assets:
December 31, 2023December 31, 2022
Weighted-Average Useful
Life
(years)
GrossAccumulated
Amortization
NetGrossAccumulated
Amortization
Net
Trade names9.3$82,690 $(24,290)$58,400 $82,690 $(14,856)$67,834 
Developed technology3.366,340 (59,883)6,457 66,340 (38,465)27,875 
Customer relationship1081,360 (22,933)58,427 81,360 (14,797)66,563 
$230,390 $(107,106)$123,284 $230,390 $(68,118)$162,272 

Our intangible assets are amortized on a straight-line basis over their respective estimated useful lives to a split between general and administrative and cost of revenue for customer relationships and trade names; and developed technology intangible assets are split between general and administrative expense, cost of revenue, and technology and development expense in our consolidated statements of comprehensive loss. Amortization expense amounted to $3,907, $5,805,$38,988 and $6,688$38,167 for the years ended December 31, 2015, 2016,2023 and 2017,2022, respectively.



Note 4: Acquired Intangible Assets:

As partThe following table presents our estimate of a business acquisition in 2014, the Company recorded $4,880 inremaining amortization expense for intangible assets measured at fair value, and reflected inthat existed as of December 31, 2023:
2024$23,741 
202517,618 
202617,380 
202715,633 
202815,050
Thereafter33,862
Estimated remaining amortization expense$123,284 

Goodwill—The carrying amounts of goodwill by reportable segment were as follows:
Real Estate ServicesRentalsMortgageTotal
Balance as of December 31, 2023 and 2022
$250,231 $159,151 $51,967 $461,349 

We did not recognize any goodwill impairment charges during the table below. Acquired intangible assets are amortized using the straight-line method over their estimated useful life, which approximates the expected use of these assets. Amortization expense amounted to $488 for each yearyears ended December 31, 2015, 2016, and 2017, respectively. Amortization expense of $2,440 will be recognized over the next five years,2023 or $488 per year.2022.
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   December 31, 2016 December 31, 2017
      
 Useful
Live
(years)
 Gross Accumulated
Amortization
 Net Gross Accumulated Amortization Net
              
Trade Names10 $1,040
 $(234) $806
 $1,040
 $(338) $702
Developed technology10 2,980
 (670) 2,310
 2,980
 (968) 2,012
Customer relationships10 860
 (194) 666
 860
 (280) 580
   $4,880
 $(1,098) $3,782
 $4,880
 $(1,586) $3,294




Note 5: Operating Segments:9: Accrued and Other Liabilities


Operating segments are defined asThe components of an enterprise for which separate financial information is available and evaluated regularly by the chief operating decision maker (“CODM”) in deciding how to make operating decisions, allocate resources and in assessing performance. The Company has five operating segments and one reportable segment, real estate. Real estate revenue is derived from commissions and fees charged on real estate transactions closed by us or partner agents. Other revenue consists of fees charged for title and settlement services, mortgage banking operations, Walk Score licensing and advertising fees, homes sold through Redfin Now,accrued and other services. The Company’s CODM is its Chief Executive Officer. The CODM evaluates the performance of the Company’s operating segments based on revenue and gross profit. The Company does not analyze discrete segment balance sheet information related to long-term assets, all of which are located in the United States. All other financial information is presented on a consolidated basis.

Information on each of the reportable and other segments and reconciliation to consolidated net income (loss) isliabilities were as follows:

December 31,
20232022
Accrued compensation and benefits$58,836 $74,079 
Miscellaneous accrued and other liabilities26,037 27,023 
Customer contract liabilities5,487 5,661 
Total accrued and other liabilities$90,360 $106,763 


 Year End December 31,
 2015 2016 2017
      
Real estate     
Revenue$181,446
 $260,383
 $351,570
Cost of revenue131,522
 176,408
 237,832
Gross profit$49,924
 $83,975
 $113,738
Other     
Revenue5,892
 6,813
 18,466
Cost of revenue6,970
 8,044
 20,384
Gross profit$(1,078) $(1,231) $(1,918)
Consolidated     
Revenue187,338
 267,196
 370,036
Cost of revenue138,492
 184,452
 258,216
Gross profit$48,846
 $82,744
 $111,820
Operating expenses79,135
 105,528
 127,792
Net income (loss)$(30,236) $(22,526) $(15,002)
Note 10: Mezzanine Equity



Real estate revenue consistedOn April 1, 2020, we issued 4,484,305 shares of the following:
 Year End December 31,
 2015 2016 2017
      
Real estate revenue     
Brokerage revenue$171,276
 $244,079
 $330,372
Partner revenue10,170
 16,304
 21,198
Total real estate revenue$181,446
 $260,383
 $351,570


Note 6: Redeemableour common stock, at a price of $15.61 per share, and 40,000 shares of our preferred stock, at a price of $1,000 per share, for aggregate gross proceeds of $110,000. We designated this preferred stock as Series A Convertible Preferred Stock and Stockholders’ Equity/(Deficit):

Redeemable Convertible Preferred Stock—The Company's redeemable(our "convertible preferred stock"). Our convertible preferred stock is classified as mezzanine equity in our consolidated financial statements as the substantive conversion features at the option of the holder precludes liability classification. We have determined there are no material embedded features that require recognition as a derivative asset or liability.

We allocated the gross proceeds of $110,000 to the common stock issuance and the convertible preferred stock issuance based on the standalone fair value of the issuances, resulting in a fair valuation of $40,000 for the preferred stock, which is also the value of the mandatory redemption amount.

As of December 31, 2023, the carrying value of our convertible preferred stock, net of issuance costs, is $39,959, and holders have earned unpaid stock dividends in the amount of 30,640 shares of common stock. This stock dividend was issued on January 2, 2024. These shares are included in basic and diluted net loss from continuing operations per share attributable to common stock, as described in Note 12. As of December 31, 2023, no shares of the preferred stock have been converted, and the preferred stock was not redeemable, nor probable to become redeemable in the future as there is a more than remote chance the shares will be automatically converted intoprior to the mandatory redemption date. The number of shares of common stock reserved for future issuance resulting from dividends, conversion, or redemption with respect to the preferred stock was 2,622,177 as of the issuance date.

Dividends—The holders of our convertible preferred stock are entitled to dividends. Dividends accrue daily based on a 360 day fiscal year at a rate of 5.5% per annum based on the issue price and are payable quarterly in arrears on the first business day following the end of each calendar quarter. Assuming we satisfy certain conditions, we will pay dividends in shares of common stock at a rate of one-for-onethe dividend payable divided by $17.95. If we do not satisfy such conditions, we will pay dividends in a cash amount equal to (i) the dividend shares otherwise issuable on the dividends multiplied by (ii) the volume-weighted average closing price of our common stock for the Company's IPO on August 2, 2017. As such, no sharesten trading days preceding the date the dividends are payable.

Participation Rights—Holders of redeemable convertible preferred stock were authorized, issued and outstanding as of December 31, 2017. As of December 31, 2016, the Company had outstanding redeemable convertible preferred stock as follows:
 As of December 31, 2016
 Shares Authorized Shares Issued and Outstanding Aggregate Liquidation Preference Proceeds, Net of Issuance Costs
        
Series A-14,378,284 1,459,427 $500
 $462
Series A-2109,552 36,517 11
 11
Series A-39,099,610 3,033,202 259
 241
Series B36,338,577 12,112,853 7,998
 7,952
Series C33,388,982 11,129,656 12,000
 11,950
Series D28,574,005 9,524,665 10,269
 10,201
Series E12,041,148 4,013,712 14,924
 14,841
Series F20,808,580 6,936,186 50,536
 50,453
Series G21,527,376 7,175,784 70,991
 68,062
Total166,266,114 55,422,002 $167,488
 $164,173


The terms of all redeemableour convertible preferred stock are summarized below:entitled to dividends paid and distributions made to holders of our common stock to the same extent as if such preferred stockholders had converted their shares of preferred stock into common stock and held such shares on the record date for such dividends and distributions.


ConversionEach share of redeemableHolders may convert their convertible preferred stock isinto common stock at any time at a rate per share of preferred stock equal to the issue price divided by $19.51 (the "conversion price"). A holder that converts will also receive any dividend shares resulting from accrued dividends.

Our convertible atpreferred stock may also be automatically converted to shares of our common stock. If the optionclosing price of our common stock exceeds $27.32 per share (i) for each day of the 30 consecutive trading days immediately preceding April 1, 2023 or (ii) following April 1, 2023 until 30 trading days prior to November 30, 2024, for each day of any 30 consecutive trading days, then each outstanding share of preferred stock will automatically convert into a number of shares of our common stock at a rate per share of preferred stock equal to the issue price divided by the conversion price. Upon an automatic conversion, a holder intowill also receive any dividend shares resulting from accrued dividends.

78

Redemption—On November 30, 2024, we will be required to redeem any outstanding shares of our convertible preferred stock, and each holder may elect to receive cash, shares of common stock, or a combination of cash and shares. If a holder elects to receive cash, we will pay, for each share of preferred stock, an amount equal to the issue price plus any accrued dividends. If a holder elects to receive shares, we will issue, for each share of preferred stock, a number of shares of common stock at a rate of the issue price divided by the conversion price plus any dividend shares resulting from accrued dividends.

A holder of our convertible preferred stock has the right to require us to redeem up to all shares of preferred stock it holds following certain events outlined in the document governing the preferred stock. If a holder redeems as the result of such numberevents, such holder may elect to receive cash or shares of common stock, as is determined by dividingcalculated in the original issue price bysame manner as the conversion pricemandatory redemption described above. Additionally, such holder will also receive, in effect at the time of conversion. The original issue prices, adjusted for the reverse split, are as follows: $0.3426 for Series A-1 preferred, $0.2913 for Series A-2 preferred,
$0.0855 for Series A-3 preferred, $0.6603 for Series B preferred, $1.0782 for Series C preferred,
$1.0782 for Series D preferred, $3.7182 for Series E preferred, $7.2858 for Series F preferred, and
$9.8931 for Series G preferred. Under the terms of the Company’s Amended and Restated Certificate of Incorporation, redeemable convertible preferred stock shall be automatically converted intocash or shares of common stock uponas elected by the occurrenceholder, an amount equal to all scheduled dividend payments on the preferred stock for all remaining dividend periods from the date the holder gives its notice of specific events, including a firm commitment underwritten public offering with aggregate net proceeds of not less than $50,000.redemption.


Liquidation PreferenceRightsIn the event of a voluntary or involuntaryUpon our liquidation, dissolution, or winding-up of the Company, thewinding up, holders of redeemableour convertible preferred stock will be entitled to receive prior and in preference to any distribution of any of the assets of the Company to the holders of common stock, an amount per share equal to the greater of (1) the original issue price (as adjusted for stock splits, stock dividends, reclassifications, and the like) for each share of redeemable convertible preferred stock held by them, plus declared but unpaid dividends, and (2) the amount such holder would have received if, immediately prior to such event, such holder had converted such share of redeemable convertible preferred stock into common stock. After payment of all preferential amounts, the remaining assets shall be distributed ratably among all holders of common stock on a pro rata basis based on the number of shares of common stock outstanding held by each such holder.

Redemption—At any time after December 15, 2021, the holders of not less than 67% of outstanding redeemable convertible preferred stock may request the Company to redeem all the outstanding shares of redeemable convertible preferred stock by paying in cash a sum per share with respect to each share of redeemable convertible preferred stock equal to the greater of (1) the original issue price of each share of preferred stock plus all declared but unpaid dividends or (2) the fair market value of each share of redeemable convertible preferred stock as determined by an appraisal performed by an independent third party approved by holders of at least 67% of the then outstanding shares of redeemable convertible preferred stock and the Company.

Accretion represents the increase or decrease in the redemption value of the Company’s redeemable convertible preferred stock. The redemption value increased for all periods presented. The recognized accretion related to the increase in the redemption value of the redeemable convertible preferred stock was reclassed upon the successful completion of the IPO, which occurred during the period ended December 31, 2017.

The following table presents the accretion of the redeemable convertible preferred stock to its redemption value recorded within the consolidated statements of changes in redeemable convertible preferred stock and stockholders’ deficit during the periods presented:


 Year End December 31,
 2015 2016 2017
      
Series A-1$(2,674) $(1,618) $(4,904)
Series A-2(67) (40) (123)
Series A-3(5,650) (3,360) (10,192)
Series B(22,561) (13,416) (40,336)
Series C(20,390) (12,333) (37,062)
Series D(17,450) (10,555) (31,717)
Series E(7,353) (4,086) (12,884)
Series F(12,494) (6,025) (20,184)
Series G(13,585) (4,069) (18,513)
Total$(102,224) $(55,502) $(175,915)

Voting—The holder of each share of redeemable convertible preferred stock has the right to one vote for each full share of common stock into which its respective shares of redeemable convertible preferred stock would be convertible on the record date for the vote.

Dividends—The holders of redeemable convertible preferred stock are entitled to receive noncumulative dividends out of any funds legally available,our assets prior and in preference to any declaration or payment of any dividends to holders of common stock. Dividends are payable when, as and if declared by the board of directors at a rate of $0.0273 per share for Series A-1 preferred, $0.0234 per share for Series A-2 preferred, $0.0069 per share for Series A-3 preferred, $0.0528 per share for Series B preferred, $0.0864 per share for Series C preferred and Series D preferred, $0.2976 per share for Series E preferred, $0.5829 per share for Series F preferred, and $0.7914 per share Series G preferred, per year (as adjusted for stock splits, stock dividends, reclassifications and the like). The holders of the redeemable convertible preferred stock also shall be entitled to participate pro rata in any dividends or other distributions paid on the common stock on an as-if-converted basis.stock.


Note 11: Equity and Equity Compensation Plans

Common StockAtAs of December 31, 20162023 and 2017, the Company was2022, our amended and restated certificate of incorporation authorized us to issue 290,081,638 and 500,000,000 shares of common stock with a par value of $0.001 per share, respectively.share.


Preferred Stock—As of December 31, 2023 and 2022, our amended and restated certificate of incorporation authorized us to issue 10,000,000 shares of preferred stock with a par value of $0.001 per share.

Amended and Restated 2004 Equity Incentive Plan—We granted stock options under our 2004 Equity Incentive Plan, as amended ("2004 Plan"), until July 26, 2017, when we terminated it in connection with our IPO. Accordingly, no shares are available for future issuance under our 2004 Plan. Our 2004 Plan continues to govern outstanding equity awards granted thereunder, all of which are fully vested. The Company hasterm of each stock option under the plan is no more than 10 years, and each stock option generally vests over a four-year period.

2017 Equity Incentive Plan—Our 2017 Equity Incentive Plan ("2017 EIP") became effective on July 26, 2017 and provides for issuance of incentive and nonqualified common stock options and restricted stock units to employees, directors, officers, and consultants. The number of shares of common stock initially reserved for issuance under our 2017 EIP was 7,898,159. The number of shares reserved for issuance under our 2017 EIP will increase automatically on January 1 of each calendar year beginning on January 1, 2018, and continuing through January 1, 2028, by the number of shares equal to the lesser of 5% of the total outstanding shares of our common stock as of the immediately preceding December 31 or an amount determined by our board of directors. The term of each stock option and restricted stock unit under the plan will not exceed 10 years, and each award generally vests between two and four years.

We have reserved shares of common stock on an as-converted basis, for future issuance under our 2017 EIP as follows:

December 31,
20232022
Stock options issued and outstanding2,406,453 3,282,789 
Restricted stock units outstanding15,947,173 15,731,632 
Shares available for future equity grants7,991,532 7,951,616 
Total shares reserved for future issuance26,345,158 26,966,037 

79

 December 31,
 2016 2017
    
Redeemable convertible preferred stock outstanding55,422,002
 
Stock options issued and outstanding13,291,684
 13,180,950
Restricted stock units outstanding
 981,276
Shares available for future equity grants4,941,504
 7,026,071
Total73,655,190
 21,188,297

Preferred Stock—As of December 31, 2017, the Company had authorized 10,000,000 shares of preferred stock, par value $0.001, of which no shares were outstanding.


Note 7: Stock-based Compensation:

2017 Employee Stock Purchase PlanThe Company’sOur 2017 Employee Stock Purchase Plan (“2017 ESPP”("ESPP") was approved by the board of directors on July 27, 2017, and enables eligible employees to purchase shares of the Company’sour common stock at a discount. Purchases will be accomplished

through participation in discrete offering periods. The CompanyWe initially reserved 1,600,000 shares of common stock for issuance under the 2017our ESPP. The number of shares reserved for issuance under the 2017our ESPP will increase automatically on January 1 of each calendar year beginning after the first offering date and continuing through January 1, 2028, by the number of shares equal to the lesser of 1% of the total outstanding shares of the Company’sour common stock as of the immediately preceding December 31 or an amount determined by theour board of directors. On each purchase date, eligible employees will purchase the Company’sour common stock at a price per share equal to 85% of the lesser of (1)(i) the fair market value of the Company’sour common stock on the first trading day of the offering period, and (2)(ii) the fair market value of the Company’sour common stock on the purchase date. No

We have reserved shares of common stock have been purchased under the 2017 ESPP as the initial offering period has yet to commence.

2004 Equity Incentive Plan—The Company granted options under its 2004 equity incentive plan, as amended, ("2004 Plan"), until July 26, 2017, when the plan was terminated in connection with the Company’s IPO. Accordingly, no shares are available for future issuance under this plan. The 2004 Plan continues to govern outstanding equity awards granted thereunder. The term of each option under the plan shall be no more than 10 years and generally vest over a four-year period.our ESPP as follows:

December 31,
20232022
Shares available for issuance at beginning of period4,695,361 5,865,467 
Shares issued during the period(1,491,040)(1,170,106)
     Total shares available for issuance at end of period3,204,321 4,695,361
2017 Equity Incentive Plan—The Company's 2017 Equity Incentive Plan ("2017 EIP") became effective on July 26, 2017, and provides for the issuance of incentive and nonqualified common stock options and restricted stock units to employees, directors, officers, and consultants of the Company. The number of shares of common stock reserved for issuance under the 2017 EIP is 7,859,659. The number of shares reserved for issuance under the 2017 EIP will increase automatically on January 1 of each calendar year beginning on January 1, 2018 and continuing through January 1, 2028, by the number of shares equal to the lesser of 5% of the total outstanding shares of the Company's common stock as of the immediately preceding December 31 or an amount determined by the board of directors. On December 22, 2017, the board of directors determined that there would be no increase to the number of shares reserved for issuance under the 2017 EIP on January 1, 2018. The term of each restricted stock unit and option under the plan shall be no more than 10 years and generally vest over a four-year period. The term of each option grant shall be no more than 10 years.

Black-Scholes-Merton option-pricing model—The grant-date fair value of each option award is estimated on the date of grant using the Black-Scholes-Merton option-pricing model. The inputs used below are subjective and generally require significant analysis and judgment to develop. The Company has not declared or paid any cash dividends and does not currently expect to do so in the future. The risk-free interest rate used in the Black-Scholes-Merton option-pricing model is based on the implied yield currently available in U.S. Treasury securities at maturity with an equivalent term. Expected volatility is based on an average volatility of stock prices for a group of real estate and technology industry peers. The Company uses the “simplified method” to calculate expected life due to the lack of historical exercise data, which assumes a ratable rate of exercise over the contractual life to estimate the expected term for employee options. The expected term of options represents the period that the stock-based awards are expected to be outstanding for the remaining unexercised shares. The Company accounts for forfeitures as they occur. The range of assumptions for the years ended December 31, 2015, 2016, and 2017, are provided in the following table.

 Year End December 31,
 2015 2016 2017
      
Expected life7 years 7 years 7 years
Volatility42.51%-49.62% 38.15%-41.36% 37.88%-40.97%
Risk-free interest rate1.71%-2.01% 1.39%-2.32% 1.96%-2.26%
Dividend yield—% —% —%
Weighted-average grant date fair value$3.99 $4.11 $4.86


The following table presents information regarding options granted, exercised, forfeited, or cancelled for the periods presented:
 
Number Of Options
 Weighted- Average Exercise Price Weighted Average Remaining Contractual Life (years) 
Aggregate Intrinsic Value
        
Outstanding at January 1, 201713,291,684
 $5.85
 7.74 $61,774
Options granted1,137,046
 10.78
    
Options exercised(744,215) 4.03
   20,308
Options forfeited or canceled(503,565) 7.95
    
Outstanding at December 31, 201713,180,950
 6.30
 7.02 329,786
Options exercisable at December 31, 20178,754,523
 4.94
 6.25 230,914

The totalweighted-average grant date fair value and the assumptions used in calculating fair values of shares vested during 2015, 2016, and 2017 was $4,917, $9,817, $10,571, respectively. The total grant date fair value of shares exercised during 2015, 2016, and 2017 was $1,373, $911, and $3,002, respectively.

There was $18,187 of total unrecognized stock-based compensation related to non-vested stock option arrangements granted under the 2004 Plan as of December 31, 2017. These costs are expectedforecasted to be recognized over a weighted-average period of 2.30 years. The total fair value of options vested was $71,592 and $274,192issued pursuant to our ESPP are as of December 31, 2016 and December 31, 2017, respectively.follows:

For the Offering Period beginning July 1, 2023For the Offering Period beginning January 1, 2023
Expected life0.5 years0.5 years
Volatility98.62%98.94%
Risk-free interest rate5.53%4.77%
Dividend yield—%—%
Weighted-average grant date fair value$5.22$1.46
The following table summarizes
Stock Options—Option activity for restricted stock units for the year ended December 31, 2017:2023 was as follows:
Number Of OptionsWeighted-Average Exercise PriceWeighted-Average Remaining Contractual Life (years)Aggregate Intrinsic Value
Outstanding at January 1, 20233,282,789 $9.10 2.90$1,145 
Options exercised(801,866)2.99 
Options expired(74,470)8.97 
Outstanding at December 31, 20232,406,453 $11.14 2.63$3,355 
Options exercisable at December 31, 20232,406,453 $11.14 2.63$3,355 
 Restricted Stock Units Weighted Average Grant-Date Fair Value
    
Unvested outstanding at January 1, 2017
 $
Granted981,929
 22.78
Vested
 
Forfeited or canceled(653) 22.78
Unvested outstanding at December 31, 2017981,276
 $22.78


The grant date fair value of our stock options was recorded as stock-based compensation over the stock options' vesting period. All outstanding options were fully vested as of December 31, 2023. We did not recognize any option-related expense during the year ended December 31, 2023.

The fair value of stock options vested and the outstandingintrinsic value of stock options exercised are as follows:
Year Ended December 31,
202320222021
Fair value of options vested$— $484 $793 
Intrinsic value of options exercised4,160 5,588 90,920 
80

Restricted Stock Units—Restricted stock unit activity for the year ended December 31, 2023 was as follows:
Restricted Stock UnitsWeighted-Average Grant Date Fair Value
Outstanding at January 1, 202315,731,632 $11.53 
Granted9,328,065 8.44 
Vested(6,955,493)11.81 
Forfeited or canceled(2,157,031)11.25 
Outstanding or deferred at December 31, 2023(1)
15,947,173 $9.64 
(1) Starting with the restricted stock units will begranted to them in June 2019, our non-employee directors have the option to defer the issuance of common stock receivable upon vesting of such restricted stock units until 60 days following the day they are no longer providing services to us or, if earlier, upon a change in control transaction. The amount reported as vested excludes restricted stock units that have vested but whose settlement into shares have been deferred. The amount reported as outstanding or deferred as of December 31, 2023 includes these restricted stock units. As no further conditions exist to prevent the issuance of the shares of common stock underlying these restricted stock units, the shares are included in the basic and diluted weighted shares outstanding used to calculate net loss per share attributable to common stock. The amount of shares whose issuance have been deferred is not considered material and is not reported separately from stock-based compensation in our consolidated statements of changes in mezzanine equity and stockholders’ equity.

The grant date fair value of restricted stock units is recorded as stock-based compensation over the vesting period. As of December 31, 2017,2023, there was $21,856$117,005 of total unrecognized stock-based compensation costexpense related to restricted stock units, which is expected to be recognized over a weighted-average period of 3.752.11 years. There

As of December 31, 2023, there were no2,316,061 restricted stock units authorized, issued, orsubject to performance and market conditions ("PSUs") outstanding asat 100% of December 31, 2016.
The following table presents the detailtarget level. Depending on our achievement of stock-based compensation amounts included in the Company’s consolidated statementsperformance and market conditions, the actual number of operations for the periods indicated below:

 Year End December 31,
 2015 2016 2017
      
Cost of revenue$1,440
 $2,266
 $2,902
Technology and development1,375
 2,383
 3,325
Marketing298
 469
 487
General and administrative2,449
 3,295
 4,387
Total stock-based compensation$5,562
 $8,413
 $11,101

Stock-based compensation of $772 is included in general and administrative expenses attributable to the tender offer that closed in August 2015. Existing investors acquired
1,593,409 shares of common stock at a premiumissuable upon vesting of $2.16 per sharePSUs will range from 0% to 200% of the target amount. For each PSU recipient, the awards will vest only if the recipient is continuing to provide service to us upon our board of directors, or its compensation committee, certifying that we have achieved the PSUs' related performance or market conditions. Stock-based compensation expense for PSUs with performance conditions will be recognized when it is probable that the performance conditions will be achieved. For PSUs with market conditions, the market condition is reflected in the grant date fair value of the award and the expense is recognized over the fair value at the timelife of the tender offer. Ofaward. Stock-compensation expense associated with the 1,593,409 shares, 358,330 were purchased from employeesPSUs is as follows:
Year Ended December 31,
202320222021
Expense associated with the current period$2,994 $5,341 $6,314 
Expense due to reassessment of achievement related to prior periods(553)(267)— 
Total expense$2,441 $5,074 $6,314 

Compensation Cost—The following table details, for each period indicated, (i) our stock-based compensation net of forfeitures, and 1,235,079 were purchased from non-employees. The premium attributablethe amount capitalized in internally developed software and (ii) includes changes to the shares tendered from non-employeesprobability of achieving outstanding performance-based equity awards, each as included in the amountour consolidated statements of $2,659 was treated as an in-substance dividend.comprehensive loss:

The Company capitalizes stock-based compensation related to work performed on internally developed software. There was $49, $100,
Year Ended December 31,
202320222021
Cost of revenue$12,914 $15,137 $12,388 
Technology and development(1)
33,111 26,365 21,172 
Marketing5,148 3,991 2,142 
General and administrative19,528 17,526 13,843 
Stock-based compensation from continuing operations70,701 63,019 49,545 
Stock-based compensation from discontinued operations234 5,238 5,177 
Total stock-based compensation$70,935 $68,257 $54,722 
(1) Net of $4,003, $3,660 and $268$4,059 of stock-based compensation that wasexpense capitalized infor internally developed software for the years ended 2015, 2016,December 31, 2023, 2022 and 2017,2021, respectively. All stock-based compensation is related

81



Note 8:12: Net Income (Loss)Loss from Continuing Operations per Share Attributable to Common Stock:Stock


Net income (loss)loss from continuing operations per share attributable to common stock is computed by dividing the net income (loss)loss from continuing operations attributable to common stock by the weighted-average number of common shares outstanding. The Company hasWe have outstanding stock options, and redeemablerestricted stock units, options to purchase shares under our ESPP, convertible preferred stock, and convertible senior notes, which are includedconsidered in the calculation of diluted net income (loss) attributable to common stockloss from continuing operations per share whenever doing so would be dilutive.


The Company calculatesWe calculate basic and diluted net income (loss)loss from continuing operations per share attributable to common stock in conformity with the two-class method required for companies with participating securities. The Company considers all series of redeemableWe consider our convertible preferred stock to be a participating securities.security. Under the two-class method, net loss from continuing operations attributable to common stock is not allocated to the redeemable convertible preferred stock as theits holders of redeemable convertible preferred stock do not have a contractual obligation to share in losses. Upon the conversionlosses, as discussed in Note 10.

The calculation of the redeemable convertible preferred stock to common stock on the date of the IPO, or August 2nd, 2017, the Company only had one class of participating security, common stock.

Diluted net income (loss) per share attributable to common stock is computed by giving effect to all potential dilutive common stock equivalents outstanding for the period. For purposes of this calculation, redeemable convertible preferred stock and options to purchase common stock are considered anti-dilutive securities for all periods presented. Basicbasic and diluted net income (loss)loss per share attributable to common stock was the same for each period presented.as follows:

The following table sets forth the calculation of basic
Year Ended December 31,
202320222021
Numerator:
Net loss from continuing operations$(126,392)$(249,797)$(91,224)
Dividends on convertible preferred stock(1,074)(1,560)(7,269)
Net loss from continuing operations attributable to common stock—basic and diluted$(127,466)$(251,357)$(98,493)
Denominator:
Weighted-average shares—basic and diluted(1)
113,152,752 107,927,464 104,683,460 
Net loss from continuing operations per share attributable to common stock—basic and diluted$(1.13)$(2.33)$(0.94)
(1) Basic and diluted net income (loss) per share attributable toweighted-average shares outstanding include (i) common stock duringearned but not yet issued related to share-based dividends on our convertible preferred stock, and (ii) restricted stock units whose settlement into common stock were deferred at the periods presented:option of certain non-employee directors.


 Year End December 31,
 2015 2016 2017
      
Numerator:     
Net income (loss)$(30,236) $(22,526) $(15,002)
Accretion of preferred stock(102,224) (55,502) (175,915)
Net income (loss) attributable to common stock—basic and diluted$(132,460) $(78,028) $(190,917)
      
Denominator:     
Weighted average shares used to compute net income (loss) per share attributable to common stock—basic and diluted13,416,411
 14,395,067
 42,722,114
Net income (loss) per share attributable to common stock—basic and diluted$(9.87) $(5.42) $(4.47)


The following outstanding shares of common stock equivalents were excluded from the computation of the diluted net income (loss)loss from continuing operations per share attributable to common stock for the periods presented because their effect would have been anti-dilutive.For
Year Ended December 31,
202320222021
2023 notes as if converted— 769,623 769,623 
2025 notes as if converted2,667,993 7,154,297 9,119,960 
2027 notes as if converted5,379,209 6,147,900 6,147,900 
Convertible preferred stock as if converted2,040,000 2,040,000 2,040,000 
Stock options outstanding(1)
2,406,453 3,282,789 4,019,011 
Restricted stock units outstanding(1)(2)
15,908,735 15,710,223 4,589,696 
Total28,402,390 35,104,832 26,686,190 
(1) Excludes 2,316,061 incremental PSUs that could vest, assuming applicable performance criteria and market conditions are achieved at 200% of target, which is the year endedmaximum achievement level. See Note 11 for additional information regarding PSUs.
(2) Excludes 38,438 restricted stock units whose settlement into common stock were deferred at the option of certain non-employee directors as of December 31, 2017 shares of the redeemable convertible preferred stock were anti-dilutive, but converted2023.

82


 Year End December 31,
 2015 2016 2017
      
Redeemable convertible preferred stock55,422,002 55,422,002 
Options outstanding10,406,277 13,291,684 13,180,950
Restricted stock units
 
 981,276
Total65,828,279 68,713,686 14,162,226


Note 9:13: Income Taxes:Taxes


On December 22, 2017, the U.S. government enacted comprehensive tax legislation commonly referred to as the Tax Cuts and Jobs Act (the “Tax Act”). The Tax Act incorporates broad and complex changes to the U.S. tax code. The main provision of the Tax Act that is applicable to the Company is the reduction of a maximum federal tax rate of 35% to a flat tax rate of 21%, effective January 1, 2018. The Company has incorporated the change in federal tax rates in its annual tax provision. Consequently, the Company has recorded a decrease in net deferred tax assets of $12,658, with a corresponding net adjustment to deferred income tax expense of $12,658. These adjustments are fully offset by a decrease in the valuation allowance for the year ended December 31, 2017. Therefore, the net impact to the Company’s tax expense is $0. The Company has completed and recorded the adjustments necessary under Staff Accounting Bulletin No. 118 related to the Tax Act.
The Company’sOur deferred income taxes reflect the net tax effects of temporary differences between the carrying amounts of assets and liabilities for financial reporting purposes and the amounts used for income tax purposes. The following table represents the significant components of the Company’sour deferred tax assets and liabilities for the periods presented:
December 31,
20232022
Deferred income tax assets
Net operating loss carryforwards$160,329 $164,242 
Business interest limitation carryforwards35,402 34,445 
Tax credit carryforwards23,968 23,240 
Lease liabilities11,472 15,019 
Capitalized research and development costs50,780 32,216 
Other15,108 30,719 
Gross deferred income tax assets297,059 299,881 
Valuation allowance(257,563)(245,212)
Total deferred income tax assets, net of valuation allowance39,496 54,669 
Deferred income tax liabilities
Intangible assets(29,608)(40,069)
Right-of-use assets(8,155)(11,225)
Other(1,997)(3,618)
Total deferred income tax liabilities(39,760)(54,912)
Net deferred income tax assets and liabilities$(264)$(243)
 December 31,
 2016 2017
    
Deferred tax assets:   
Net operating loss carryforwards$31,618
 $21,627
Credit carryforwards3,200
 4,230
Stock-based compensation1,801
 2,806
Accruals and reserves4,588
 3,953
Gross deferred tax assets41,207
 32,616
Valuation allowance(38,307) (29,818)
Total deferred tax assets, net of valuation allowance2,900
 2,798
Deferred tax liabilities:   
Intangible assets(1,419) (847)
Prepaid expenses(1,481) (1,951)
Total deferred tax liabilities(2,900) (2,798)
Net deferred tax assets and liabilities$
 $




TheIn determining the realizability of the net U.S. federal and state deferred tax assets, we consider numerous factors including historical profitability, estimated future taxable income, prudent and feasible tax planning strategies, and the industry in which we operate. Management reassesses the realization of the deferred tax assets each reporting period, which resulted in a valuation allowance increased by $11,296against the full amount of our U.S. deferred tax assets for all periods presented. To the extent that the financial results of our U.S. operations improve in the future and $6,800, during the years ended December 31, 2015 and 2016, respectively, and decreased by $8,489 duringdeferred tax assets become realizable, we will reduce the year ended December 31, 2017.valuation allowance through earnings.


The following table represents the Company’s NOLour net operating loss ("NOL") carryforwards as of December 31, 20162023 and 2017:2022:
December 31,
20232022
Federal$642,212 $651,498 
Various states32,234 34,718 
Foreign5,363 5,255 
 December 31,
 2016 2017
    
Federal84,973
 87,071
Various states4,133
 4,231


Federal net operating lossNOL carryforwards are available to offset federal taxable income with NOL carryforwards of $449,434 generated after 2017 available to offset future U.S. federal taxable income over an indefinite period, and the remainder expiring between 2024 and 2037. State NOL carryforwards are available to offset future taxable income and begin to expire in 2025. State net operating loss carryforwards are available to offset future taxable income and begin to expire in 2018. Net operating loss2024. NOL carryforward periods for the various statestates jurisdictions generally range from 5 to 20 years. Additionally, netForeign NOL carryforward periods for foreign federal and provincial jurisdictions are generally 20 years and will begin to expire in 2039.

Net research and development credit carryforwards of $3,200$23,968 and $4,230$23,240 are available as of December 31, 20162023 and 2017,2022, respectively, to reduce future tax liabilities. The research and development credit carryforwards begin to expire in 2026.


Current tax laws impose substantial restrictions on the utilizationDeductible but limited federal business interest expense carryforwards of research$149,464 and development credits$145,296 are available as of December 31, 2023 and NOL carryforwards in the event2022, respectively, to offset future U.S. federal taxable over an indefinite period.

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Under Sections 382 and 383 of an ownership change, as defined by the Internal Revenue Code of 1986, as amended, substantial changes in our ownership may limit the amount of NOL and income tax credit carryforwards that could be utilized annually in the future to offset taxable income and income tax liabilities. Any such annual limitation may significantly reduce the utilization of the NOLs and income tax credits before they expire. A Section 382 limitation study performed as of March 31, 2017 determined that we experienced an ownership change in 2006 with $1,506 of the 2006 NOL, and 383. Such an event may significantly limit$32 of the Company’s ability to utilize its net NOLs and2006 research and development tax credit carryforwards. During 2017unavailable for future use. Furthermore, in connection with the Companyacquisition of Rent., Rent. experienced an ownership change that triggered Section 382. As of September 30, 2021, Rent. completed a Section 382 study. Thelimitation study determined that the Company underwent an ownership changeand, based on this analysis, we do not expect a reduction in 2006. Dueour ability to the Section 382 limitation determined on the date of the ownership change in 2006, NOL and R&D credits were reduced by $1,506 and $32, respectively.fully utilize Rent.’s pre-change NOLs.


The components of loss from continuing operations before provision (benefit)benefit for income taxes for the years ended December 31, 2015, 2016,2023, 2022, and 20172021 were $(30,236)$(125,110), $(22,526)$(246,880), and $(15,002)$(95,873), for federal purposes, respectively, and $(303), $(2,801), and $(1,458), for foreign purposes, respectively.


The following table is a reconciliation of the U.S. federal income tax at statutory rate with the Company’sto our effective income tax rate:
December 31,
202320222021
U.S. federal income tax at statutory rate21.00 %21.00 %21.00 %
State taxes (net of federal benefit)3.26 5.02 9.31 
Stock-based compensation(5.18)(3.24)17.70 
Permanent differences(0.36)(0.18)(0.14)
Federal research and development credit0.58 1.77 6.43 
Change in valuation allowance(11.62)(20.12)(44.33)
Other(0.82)0.26 (1.99)
Acquisition costs— (0.02)(1.71)
Expiration of tax attribute carryforwards(7.63)(4.54)— 
Effective income tax rate(0.77)%(0.05)%6.27 %
 December 31,
 2015 2016 2017
      
U.S. federal income tax at statutory rate34.00 % 34.00 % 34.00 %
State taxes (net of federal benefit)3.86
 2.49
 2.40
Permanent differences(2.94) (8.21) (15.03)
Federal research and development credit2.42
 2.06
 7.08
Change in valuation allowance(37.36) (30.19) (27.79)
Nondeductible expenses and others0.02
 (0.15) (0.66)
Change in valuation allowance for Tax Act impact
 
 84.37
Change in deferred balance before valuation allowance for Tax Reform impact
 
 (84.37)
Effective income tax rate %  %  %



Permanent differences consist primarily of stock compensation expense related to incentive stock options in the amounts of (4.90)%, (7.87)%, and (14.74)% for the years ended December 31, 2015, 2016, and 2017, respectively.

The Company did not record any tax benefits for the years ended December 31, 2015, 2016, and 2017. The difference between the U.S. federal income tax at statutory rate of 34%21% for the years ended December 31, 2023, 2022, and the Company’s

2021, and our effective tax rate in all periods is primarily due to a full valuation allowance related to the Company’sour U.S. deferred tax assets and the change in corporateimpact of U.S. states where we incur current income tax rate effectiveexpense.

We recorded an income tax expense of $979 for tax years beginning afterthe year ended December 31, 2017.2023, which in part consists of current state income tax expense recorded for the year ended December 31, 2023. Tax expense for the year ended December 31, 2023 also includes federal and state deferred income tax expense generated by an increase to an indefinite-lived deferred tax liabilities created through our April 2, 2021 acquisition of Rent. and our April 1, 2022 acquisition of Bay Equity. We recorded an income tax expense of $116 for the year ended December 31, 2022, which is primarily a result of a deferred tax liability created through our April 2, 2021 acquisition of Rent. and can be used to realize certain deferred tax assets against which we had previously recorded a full valuation allowance. Our deferred income tax benefit was partially offset by current state income tax expense recorded for the year ended December 31, 2022. We recorded an income tax benefit of $6,107 for the year ended December 31, 2021, which is primarily a result of a deferred tax liability created through our April 2, 2021 acquisition of Rent. and can be used to realize certain deferred tax assets against which we had previously recorded a full valuation allowance. Our deferred income tax benefit was partially offset by current state income tax expense recorded for the year ended December 31, 2021.


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The Company accountsfollowing table summarizes the components of our income tax expense (benefit) from continuing operations for the periods presented:
December 31,
202320222021
Current income tax expense:
U.S. - State$959 $1,074 $1,215 
Total current income tax expense959 1,074 1,215 
Deferred income tax benefit:
U.S. - Federal16 97 — 
U.S. - State(1,055)(7,322)
Total deferred income tax benefit20 (958)(7,322)
Total income tax expense (benefit)$979 $116 $(6,107)

We account for uncertainty in income taxes in accordance with ASC 740. Tax positions are evaluated inutilizing a two-step process, whereby the Companywe first determinesdetermine whether it is more likely than not that a tax position will be sustained upon examination by the tax authority, including resolutions of any related appeals or litigation processes, based on technical merit. If a tax position meets the more-likely-than-not recognition threshold, it is then measured to determine the amount of benefit to recognize in the financial statements. The tax position is measured as the largest amount of benefit that is greater than 50% likely of being realized upon ultimate settlement.


The following table summarizedsummarizes the activity related to unrecognized tax benefits:

December 31,
202320222021
Unrecognized benefit—beginning of year$5,809 $4,692 $3,105 
Gross (decreases) increases—prior year tax positions(527)(210)32 
Gross increases—current year tax positions709 1,327 1,555 
Unrecognized benefit—end of year$5,991 $5,809 $4,692 
 December 31,
 2016 2017
    
Unrecognized benefit—beginning of year$684
 $800
Gross increases (decreases)—prior year tax positions
 (7)
Gross increases (decreases)—current year tax positions116
 264
Unrecognized benefit—end of year$800
 $1,057


All of the unrecognized tax benefits as of December 31, 20162023 and 20172022 are accounted for as a reduction in the Company’sour deferred tax assets. Due to the Company’sour valuation allowance, none of the $800$5,991 and $1,057$5,809 of unrecognized tax benefits would affect the Company’sour effective tax rate, if recognized. The Company doesWe do not believe it is reasonably possible that itsour unrecognized tax benefits will significantly change in the next twelve12 months.


The Company recognizesWe recognize interest and penalties related to unrecognized tax benefits as income tax expense. There was no interest or penalties accrued related to unrecognized tax benefits for 2016each year ended December 31, 2023 and 20172022 and no liability for accrued interest or penalties related to unrecognized tax benefits as of December 31, 2017.2023.


The Company’sOur material income tax jurisdiction isjurisdictions are the United States (federal) and Canada (foreign). As a result of NOL carryforwards, the Company iswe are subject to audit for all tax years for federal and foreign purposes. All tax years remain subject to examination in various other jurisdictions that are not material to the Company’sour consolidated financial statements.



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Note 10: Commitments14: Debt

As of December 31, 2023, outstanding borrowings of our debt are as follows:
Maturity of Debt
Lender20242025202620272028Thereafter
Warehouse Credit Facilities
City National Bank$20,046 $— $— $— $— $— 
Origin Bank30,110 — — — — — 
M&T Bank18,870 — — — — — 
Prosperity Bank29,358 — — — — — 
Republic Bank & Trust Company23,415 — — — — — 
Wells Fargo Bank, N.A.30,165 — — — — — 
Term Loan— — — — 124,416 — 
Convertible Senior Notes
2025 notes— 192,002 — — — — 
2027 notes— — — 496,735 — — 
Total borrowings$151,964 $192,002 $— $496,735 $124,416 $— 

Warehouse Credit Facilities—To provide capital for the mortgage loans that it originates, our mortgage segment utilizes warehouse credit facilities that are classified as current liabilities on our consolidated balance sheets. Borrowings under each warehouse credit facility are secured by the related mortgage loan, and Contingencies:rights and income related to the loans.


Legal Proceedings—Third-party licensed sales associates filed three lawsuits againstEach warehouse credit facility contains various restrictive and financial covenants and provides that a breach or failure to satisfy these covenants constitutes an event of default. As of December 31, 2023 we received a waiver of our financial covenants pursuant to the Republic Bank & Trust Company in 2013 and 2014. Twocredit facility.

The following table summarizes borrowings under these facilities as of the actions, which are pled as “class actions,” were removed to and are now pending in the Northern District of California. One of these cases also includes representative claims under California’s Private Attorney General Act, Labor Code section 2698 et. seq (“PAGA”). The third action is pending in the Los Angeles County Superior Court and asserts representative claims under PAGA. All three complaints alleged that the Company had misclassified current and former third-party licensed sales associates in California as independent contractors and generally seek compensation for unpaid wages, overtime, and failure to provide meal and rest periods as well as reimbursement of business expenses.presented:

December 31, 2023December 31, 2022
LenderBorrowing CapacityOutstanding BorrowingsWeighted-Average Interest Rate on Outstanding BorrowingsBorrowing CapacityOutstanding BorrowingsWeighted-Average Interest Rate on Outstanding Borrowings
City National Bank$50,000 $20,046 7.24 %$75,000 $27,288 5.89 %
Comerica BankN/AN/AN/A75,000 26,526 6.36 %
Origin Bank75,000 30,110 7.25 %75,000 23,739 5.98 %
M&T Bank50,000 18,870 7.39 %50,000 19,126 6.45 %
Prosperity Bank75,000 29,358 7.23 %100,000 35,856 6.18 %
Republic Bank & Trust Company45,000 23,415 7.28 %75,000 26,636 5.81 %
Wells Fargo Bank, N.A.100,000 30,165 7.36 %100,000 31,338 6.41 %
Total$395,000 $151,964 $550,000 $190,509 


In June 2017, the CompanyTerm Loan—On October 20, 2023, we entered into a definitive agreement with Apollo Capital Management, L.P. and its affiliates (“Apollo”) whereby Apollo agreed to settle the lawsuits. The Company has recorded an accrualcommit up to $250,000 of financing for $1,800 as of December 31, 2016 and 2017. The settlement agreement does not contain any admission of liability, wrongdoing, or responsibility by any of the parties. The proposed settlement class contemplated by the agreement includes all current and former third party licensed sales associates engaged by the Company in California from January 16, 2009, through April 29, 2017. The settlement agreement has received preliminary court approval, but remains subject to final court approval.

As with all class action and representative litigation, these cases are inherently complex and subject to many uncertainties. In the event the settlement is not approved, the actions may continue and a class may be certified. If that happens, there can be no assurance the plaintiffs will not seek substantial damage awards, penalties, attorneys’ fees, or other remedies. The Company believes it has complied with all applicable laws and regulations and that it properly classified the third-party licensed sales associates as independent contractors.

In addition, from time to time, the Company is involved in litigation, claims and other proceedings arisingus in the ordinary courseform of business. Such litigation and other proceedings may include, but are not limited to, actions relating to employment law and misclassification, intellectual property, commercial or contractual claims, brokerage or real estate disputes, claims related to the Real Estate Settlement Procedures Act of 1974, the Fair Housing Act of 1968, or other consumer protection statutes, ordinary-course brokerage disputes like the failure to disclose property defects, commission disputes, and vicarious liability based upon conduct of individuals or entities outside of our control, including partner agents and third-party contractor agents. Litigation and other disputes are inherently unpredictable and subject to substantial uncertainties and unfavorable resolutions could occur. Often these cases raise complex factual and legal issues, which are subject to risks and uncertainties and could require significant management time and resources.

Facility Leases and Other Commitments—The Company leases its office space under noncancelable operating leases with terms ranging from one to eleven years. The leases require a fixed minimum rent with contractual minimum rent increases over the leasefirst lien term and certain leases include escalation provisions. Rent expense totaled $4,147, $5,811, and $7,833 for the years ended December 31, 2015, 2016, and 2017, respectively. Other commitments primarily relate to network infrastructure for the Company’s data operations and commitments for the Company’s annual corporate meeting. Also included are homes that the Company is under contract to purchase through Redfin Now but that have not closed. Future minimum payments due under these agreements as of December 31, 2016 and December 31, 2017 are as follows:
 December 31, 2017
 Facility Leases Other Commitments
    
2018$7,595
 $3,003
20198,100
 2,028
20207,181
 75
20216,790
 
2022 and thereafter29,074
 
Total$58,740
 $5,106

Mortgage Warehouse AgreementIn December 2016, Redfin Mortgage entered into a Mortgage Warehouse Agreement with Texas Capital Bank, National Association (“Texas Capital”loan facility (the “facility”) and in June 2017 Redfin Mortgage entered into a Master Repurchase Agreement with Western Alliance Bank. Pursuant to the Mortgage Warehouse Agreement and Master Repurchase Agreement, Texas Capital and Western Alliance Bank both agree to fund loans originated by Redfin Mortgage, in its discretion, up to $10,000 each in the aggregate and to take a security interest in such loans. The per annum interest rate payable to Texas Capital is a fixed rate equal to the rate of interest accruing on the outstanding principal balance. We borrowed half of the loan minus 1.5%on October 20, 2023 and the remainder will be available as a delayed draw during the following 12 months.
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The facility is pre-payable at par, after 12 months of call protection (during which prepayment would be at 101% of par), or 3.0%, whicheverwith respect to prepayments made with respect to a change of control, at 101% of par, and carries a five-year term, maturing October 20, 2028. Interest will be charged at the Secured Overnight Financing Rate (“SOFR”) +575 basis points for the first five full fiscal quarters after closing, with step-downs to SOFR +550 basis points and SOFR +525 basis points thereafter upon achieving agreed performance metrics. The facility requires that we maintain cash and cash equivalents of $75,000 which is higher.tested on a quarterly basis. The per annumnegative covenants include restrictions on the incurrence of liens and indebtedness, investments, certain merger transactions, and other matters, all subject to certain exceptions. The effective interest rate payable to Western Alliance Bank is

a fixed rate equal to the LIBOR rate plus 3.00%, or 3.75%, whichever is higher. For each loan in which Texas Capital elects to purchase a participation interest, it will acquire an undivided 97% participation interest, by paying as the purchase price an amount equal to the participation interest multiplied by the principal balance of the loan. For each loan in which Western Alliance Bank elects to purchase, it will acquire an undivided 98% participation interest, by paying as the purchase price an amount equal to the participation interest multiplied by the principal balance of the loan. If afor our term loan is not sold11.97%.

The facility includes customary events of default that, include among other things, non-payment of principal, interest or fees, inaccuracy of representations and warranties, violation of certain covenants, cross default to a correspondent lender, Texas Capitalcertain other indebtedness, bankruptcy and Western Alliance Bank's participation interestsinsolvency events, material judgments, change of control, and certain material ERISA events. The occurrence of an event of default could result in the loans are to be repurchased in whole or in part by Redfin Mortgage. The Company has guaranteed Redfin Mortgage’sacceleration of the obligations under the Mortgage Warehouse and Master Repurchase Agreements.

The Mortgage Warehouse Agreement and Master Repurchase Agreements require eachfacility. In addition, the facility prohibits us from making any cash payments on the conversion or repurchase of the Company and Redfin Mortgageour notes if an event of default exists under our term loan facility, or if, after giving effect to maintain certain financial covenants and to provide periodic financial andsuch conversion or repurchase, we would not be in compliance reports. Redfin Mortgage failed to satisfy certainwith the financial covenants under both agreements as of December 31, 2017, but has not received a notice of default related to such failure from either Texas Capital or Western Alliance Bank. our term loan facility.

As of December 31, 2017 there was $833 outstandingsecurity for our obligations under the Mortgage Warehouse Agreementfacility, we granted Apollo a first priority security interest on substantially all of our assets and $1,184 outstandingthe assets of our material subsidiaries, subject to certain exceptions. Therefore, in a bankruptcy, Apollo first, and the holders of our convertible senior notes second, would have a claim to our assets senior to the claims of holders of our common stock.

As part of the transaction, we repurchased $5,000 principal amount of our 2025 convertible notes held by Apollo and $71,894 principal amount of 2027 convertible notes held by Apollo for an aggregate repurchase price of $57,075 using cash on our balance sheet. Additionally, we paid $2,471 in debt issuance costs in connection with the Apollo term loan, which is currently recorded in prepaid expenses on our consolidated balance sheet.

The components of the term loan were as follows:
December 31, 2023
Aggregate Principal AmountUnamortized Debt DiscountUnamortized Debt Issuance CostsNet Carrying Amount
124,688 — 272 124,416 

Convertible Senior Notes—We have issued convertible senior notes with the following characteristics:
IssuanceMaturity DateStated Cash Interest RateEffective Interest RateFirst Interest Payment DateSemi-Annual Interest Payment DatesConversion Rate
2025 notesOctober 15, 2025— %0.42 %13.7920
2027 notesApril 1, 20270.50 %0.90 %October 1, 2021April 1; October 110.6920

We issued our 2025 notes on October 20, 2020, with an aggregate principal amount of December 31, 2017 on the Master Repurchase Agreement. The Mortgage Warehouse Agreement expires$661,250. We issued our 2027 notes on March 21, 201825, 2021 and the Master Repurchase Agreement expires on June 15, 2018.April 5, 2021, with an aggregate principal amount of $575,000.


Note 11: Accrued Liabilities:


The following table presents the detail of accrued liabilities as of the dates presented:
 December 31,
 2016 2017
    
Accrued compensation and benefits$16,659
 $19,543
Legal fees and settlements2,795
 2,230
Miscellaneous accrued liabilities2,799
 4,832
Total accrued liabilities:$22,253
 $26,605


Note 12: Retirement Plan:

The Company adopted a 401(k) profit sharing plan effective January 2005. The plan covers eligible employees as of their hire date. The 401(k) component of the plan allows employees to elect to defer from 1% to 100% of their eligible compensation up to the federal limit per year. Company-matching and profit-sharing contributions are discretionary and are determined annually by Company management and approved by the board of directors. No matching or profit-sharing contributions were declareddescribes repurchase activity for the yearsyear ended December 31, 2015, 2016,2023:
Repurchase ProgramRepurchases in Conjunction with Apollo Term Loan
IssuancePrincipalCash PaidGain on ExtinguishmentPrincipalCash PaidGain on Extinguishment
2025 notes320,283 241,808 75,204 5,000 4,075 664 
2027 notes— — — 71,894 46,754 18,151 

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The components of the convertible senior notes are as follows:
December 31, 2023
IssuanceAggregate Principal AmountUnamortized Debt Issuance CostsNet Carrying Amount
2025 notes193,4451,443192,002 
2027 notes503,1066,371496,735 
December 31, 2022
IssuanceAggregate Principal AmountUnamortized Debt Issuance CostsNet Carrying Amount
2023 notes$23,512 $81 $23,431 
2025 notes518,728 6,045 512,683 
2027 notes575,000 9,526 565,474 
Year End December 31,
202320222021
2023 notes
Contractual interest expense$223 $411 $413 
Amortization of debt issuance costs81 150 189 
Total interest expense$304 $561 $602 
2025 notes
Contractual interest expense— — — 
Amortization of debt issuance costs4,602 2,706 2,760 
Total interest expense$4,602 $2,706 $2,760 
2027 notes
Contractual interest expense2,785 2,875 2,187 
Amortization of debt issuance costs3,151 2,240 1,705 
Total interest expense$5,936 $5,115 $3,892 
Total
Contractual interest expense3,008 3,286 2,600 
Amortization of debt issuance costs7,834 5,096 4,654 
Total interest expense$10,842 $8,382 $7,254 

Conversion of Our Convertible Senior Notes

Prior to the free conversion date, a holder of each tranche of our convertible senior notes may convert its notes in multiples of $1,000 principal amount only if one or 2017.more of the conditions described below is satisfied. On or after the free conversion date, a holder may convert its notes in such multiples without any conditions. The free conversion date is July 15, 2025 for our 2025 notes and January 1, 2027 for our 2027 notes.



The conditions are:
during any calendar quarter (and only during such calendar quarter), if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the applicable conversion price on each applicable trading day;
during the five business day period after any five consecutive trading day period in which the trading price per $1,000 principal amount of the applicable notes for each trading day of the measurement period was less than 98% of the product of the last reported sale price of our common stock and the applicable conversion rate on each such trading day;
if we call any or all of the applicable notes for redemption, at any time prior to the close of business on the scheduled trading day prior to the redemption date; or
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upon the occurrence of specified corporate events.

We intend to settle any future conversions of our convertible senior notes by paying or delivering, as the case may be, cash, shares of our common stock, or a combination of cash and shares of our common stock, at our election. We apply the if-converted method to calculate diluted earnings per share when applicable. Under the if-converted method, the denominator of the diluted earnings per share calculation is adjusted to reflect the full number of common shares issuable upon conversion, while the numerator is adjusted to add back interest expense for the period. None of the above conditions were satisfied during the year ended December 31, 2023.

Classification of Our Convertible Senior Notes

Historically, we had separated our 2025 notes into liability and equity components. With our adoption of ASU 2020-06 on January 1, 2021, using the modified retrospective approach, this accounting treatment is no longer applicable. All of our convertible senior notes are now accounted for wholly as liabilities. The difference between the principal amount of the notes and the net carrying amount represents the unamortized debt discount, which we record as a deduction from the debt liability in our consolidated balance sheets. This discount is amortized to interest expense using the effective interest method over the term of the notes.

See Note 4 for fair value information related to our convertible senior notes.

Cross-acceleration and Cross-default Provisions of our Convertible Senior Notes, Term Loan, and Warehouse Credit Facilities—The indentures governing our 2025 and 2027 convertible senior notes contain cross-acceleration and cross-default provisions. These provisions could have the effect of creating an event of default under the indenture for either our 2025 or 2027 convertible senior notes, despite our compliance with that agreement, due solely to an event of default or failure to pay amounts owed under the indenture for the other tranche of convertible senior notes. Accordingly, all or a significant portion of our outstanding convertible senior notes could become immediately payable due solely to our failure to comply with the terms of a single agreement governing either our 2025 or 2027 convertible senior notes. In addition, each of our warehouse credit facilities and term loan facility contain cross-acceleration and cross-default provisions. These provisions could have the effect of creating an event of default under the agreement for any such facility, despite our compliance with that agreement, due solely to an event of default or failure to pay amounts owed under the agreement for another facility. Accordingly, all or a significant portion of our outstanding warehouse indebtedness or outstanding term loan indebtedness could become immediately payable due solely to our failure to comply with the terms of a single agreement governing one of our facilities. While the cross-default provisions in our existing warehouse credit facilities do not pick up defaults under our convertible senior notes and our existing warehouse credit facilities are carved out of the cross-payment default provisions in our 2025 and 2027 senior notes given that they constitute non-recourse debt, any default under our convertible senior notes would trigger an event of default under our term loan facility and, similarly, any default under our term loan facility would trigger the cross-payment default provisions in our 2025 and 2027 senior notes.

2027 Capped Calls—In connection with the pricing of our 2027 notes, we entered into capped call transactions with certain counterparties (the “2027 capped calls”). The 2027 capped calls have initial strike prices of $93.53 per share and initial cap prices of $138.56 per share, in each case subject to certain adjustments. Conditions that cause adjustments to the initial strike price and initial cap price of the 2027 capped calls are similar to the conditions that result in corresponding adjustments to the conversion rate for our 2027 notes. The 2027 capped calls cover, subject to anti-dilution adjustments, 6,147,900 shares of our common stock and are generally intended to reduce or offset the potential dilution to our common stock upon any conversion of the 2027 notes, with such reduction or offset, as the case may be, subject to a cap based on the cap price. The 2027 capped calls are separate transactions, and not part of the terms of our 2027 notes. As these instruments meet certain accounting criteria, the 2027 capped calls are recorded in stockholders’ equity and are not accounted for as derivatives. The cost of $62,647 incurred in connection with the 2027 capped calls was recorded as a reduction to additional paid-in capital on our consolidated balance sheets.


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Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure


None.



Item 9A. Controls and Procedures


Evaluation of Disclosure Controls and Procedures


We maintain “disclosure controls and procedures,” as defined in Rules 13a-15(e) and 15d-15(e) under the Exchange Act, that are designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is recorded, processed, summarized

and reported, within the time periods specified in the SEC’s rules and forms. Disclosure controls and procedures include, without limitation, controls and procedures designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is accumulated and communicated to the company’s management, including its principal executive and principal financial officers, as appropriate to allow timely decisions regarding required disclosure. Our management, with the participation of our Chief Executive Officerprincipal executive and our Chief Financial Officer,principal financial officers, evaluated the effectiveness of our disclosure controls and procedures (as defined in Rule 13a-15(e) under the Securities Exchange Act of 1934), as of December 31, 2017.the end of the period covered by this Annual Report. Based on thesuch evaluation, of our disclosure controlsprincipal executive and procedures as of December 31, 2017, our Chief Executive Officer and Chief Financial Officerprincipal financial officers have concluded that as of such date, our disclosure controls and procedures were effective at the reasonable assurance level.level described below.


Management's Report on Internal Control Over Financial Reporting


This Annual Report on Form 10-K does not include a report of management's assessment regardingOur management is responsible for establishing and maintaining adequate internal control over financial reporting, or an attestation reportas defined in Rules 13a-15(f) under the Securities Exchange Act of 1934. Our management, with the participation of our principal executive and principal financial officers, evaluated the effectiveness of our internal control over financial reporting using the framework set forth by the Committee of Sponsoring Organizations of the Treadway Commission in Internal Control—Integrated Framework (2013). Based on this assessment, management concluded that Redfin Corporation maintained effective internal control over financial reporting as of the end of the period covered by this Annual Report. Deloitte & Touche LLP, our independent registered public accounting firm, due to a transition period established by the rules of the SEC for newly public companies.has issued an attestation report on our internal control over financial reporting, and this attestation report appears in Item 8.


Changes in Internal Control Over Financing Reporting


There was no change in our internal control over financial reporting identified inIn connection with the evaluation required by Rule 13a-15(d) and 15d-15(d)under the Securities Exchange Act of the Exchange Act1934, there were no changes in our internal control over financial reporting that occurred during the three monthsquarter ended December 31, 20172023 that has materially affected, or isare reasonably likely to materially affect, our internal control over financial reporting.


Inherent Limitations on Effectiveness of Controls


Our management including the Chief Executive Officer and Chief Financial Officer, recognizesdoes not expect that our disclosure controls and procedures or our internal control over financial reporting cannotwill prevent or detect all possible instances of errors and all fraud. A control system, no matter how well designedconceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system’s objectives will besystem are met. Because of the inherent limitations in all control systems, no evaluation of controls can provide absolute assurance that all control issues and instances of fraud, if any, within our company have been detected. The design of any system of controls is also based in part upon certain assumptions about the likelihood of future events, and there can be no assurance that any design will succeed in achieving its stated goals under all potential future conditions. Over time, controls may become inadequate because of changes in conditions, or the degree of compliance with the policies or procedures may deteriorate. Because of the inherent limitations in a cost-effective control system, must reflect the fact that there are resource constraints,misstatements due to error or fraud may occur and the benefitsnot be detected.

90



Item 9B. Other Information


None.During the quarter ended December 31, 2023, the following directors and Section 16 officers adopted contracts, instructions, or written plans for the purchase or sale of our securities. Each of these intended to satisfy the affirmative defense conditions of Rule 10b5-1(c) under the Securities Exchange Act of 1934 (“10b5-1 Plan”). None of our directors or Section 16 officers adopted or terminated a “non-Rule 10b5-1 trading arrangement” as defined in Item 408 of Regulation S-K during the covered period.



The 10b5-1 Plans included a representation from each officer to the broker administering the plan that they were not in possession of any material nonpublic information regarding the company or the securities subject to the plan. A similar representation was made to the company in connection with the adoption of the plan under the company’s insider trading policy. Those representations were made as of the date of adoption of each 10b5-1 Plan.
NameTitleActionDate AdoptedExpiration DateAggregate # of Securities to be Bought/Sold
Anthony Kappus (1)
Chief of Legal Affairs and Digital RevenueAdoptionNovember 17, 2023November 29, 202433,914
(1) Anthony Kappus, our Chief of Legal Affairs and Digital Revenue Officer, entered into a Rule 10b5-1 Plan on November 17, 2023. Mr. Kappus’s 10b5-1 Plan provides for the potential sale of shares of our common stock. underlying future-vesting Restricted Stock Units For purposes of calculating the Aggregate # of Securities to be Sold under Mr. Kappus’s 10b5-1 Plan, we have not removed the number of shares to be withheld for income taxes.



91

Item 9C. Disclosure Regarding Foreign Jurisdictions that Prevent Inspections

Not applicable.

92

PART III



Item 10. Directors, Executive Officers and Corporate Governance


The information required by this Item is incorporated by reference fromto our Proxy Statementproxy statement to be filed in connection with our 20182024 Annual Meeting of Stockholders within 120 days after the end of the fiscal year ended December 31, 2017.by April 30, 2024.



Item 11. Executive Compensation


The information required by this Item is incorporated by reference fromto our Proxy Statementproxy statement to be filed in connection with our 20182024 Annual Meeting of Stockholders within 120 days after the end of the fiscal year ended December 31, 2017.by April 30, 2024.




Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters


The information required by this Item is incorporated by reference fromto our Proxy Statementproxy statement to be filed in connection with our 20182024 Annual Meeting of Stockholders within 120 days after the end of the fiscal year ended December 31, 2017.by April 30, 2024.



Item 13. Certain Relationships and Related Transactions, and Director Independence


The information required by this Item is incorporated by reference fromto our Proxy Statementproxy statement to be filed in connection with our 20182024 Annual Meeting of Stockholders within 120 days after the end of the fiscal year ended December 31, 2017.by April 30, 2024.



Item 14. Principal Accounting Fees and Services


The information required by this Item is incorporated by reference fromto our Proxy Statementproxy statement to be filed in connection with our 20182024 Annual Meeting of Stockholders within 120 days after the endby April 30, 2024.
93



PART IV



Item 15. Exhibits, Financial Statement Schedules


(a)The following documents are filed as part of this Annual Report on Form 10-K.

1.Consolidated Financial Statements
The financial statements and financial statement schedules required to be filed as part of this annual report are included under Item 8.

The exhibits required to be filed as part of this Annual Report on Form 10-K are listed inbelow. Exhibits 10.1 through 10.20 constitute management contracts or compensatory plans or arrangements. Notwithstanding any language to the “Indexcontrary, Exhibits 32.1, 32.2, 101, and 104 shall not be deemed to Consolidated Financial Statements” under Part II, Item 8be filed as part of this Annual Report on Form 10-K.

2.Financial Statement Schedules
All schedules are omitted as the required information is inapplicable or the information is presented in the consolidated financial statements or notes to consolidated financial statements under Part II, Item 8 of this Annual Report on Form 10-K.

3.Exhibits

    Incorporated by Reference  
Exhibit Number Exhibit Description Form File No. Exhibit Filing Date Filed Herewith
3.1  10-Q 001-38160 3.1 Sept. 8, 2017  
3.2  10-Q 001-38160 3.2 Sept. 8, 2017  
4.1  S-1/A 333-219093 4.1 July 26, 2017  
4.2  S-1 333-219093 4.2 June 30, 2017  
10.1#  S-1/A 333-219093 10.1 July 17, 2017  
10.2#  S-1 333-219093 10.2 June 30, 2017  
10.3#          X
10.4#          X
10.5#  S-1 333-219093 10.4 June 30, 2017  
10.6#          X
10.7#  S-1 333-219093 10.5 June 30, 2017  
10.8#  S-1 333-219093 10.6 June 30, 2017  
10.9  S-1 333-219093 10.7 June 30, 2017  
10.10#  S-1/A 333-219093 10.12 July 17, 2017  
21.1          X
23.1          X
24.1 
Power of Attorney (included on page 87).
         X
31.1          X
31.2          X
32.1*          X
32.2*          X
101.INS XBRL Instance Document.         X
101.SCH XBRL Taxonomy Extension Schema Document.         X
101.CAL XBRL Taxonomy Extension Calculation Linkbase Document.         X
101.DEF XBRL Taxonomy Extension Definition Linkbase Document.         X
101.LAB XBRL Taxonomy Extension Labels Linkbase Document.         X
101.PRE XBRL Taxonomy Extension Presentation Linkbase document.         X
#    Management contract or compensatory plan or arrangement.

*    This certification is deemed not filedannual report for purposes of sectionSection 18 of the Securities Exchange Act or otherwise subject to the liability of that section, nor shall it be deemed incorporated by reference into any filing under the Securities Act or the Exchange Act.1934.

Incorporated by Reference
Exhibit NumberExhibit DescriptionFilingExhibitFiling DateFiled Herewith
2.18-K2.1Jan. 11, 2022
3.110-Q3.1Aug. 4, 2022
3.28-K3.1Jan. 26, 2022
3.38-K3.1June 15, 2020
4.1S-1/A4.1July 26, 2017
4.210-K4.2Feb. 17, 2022
4.38-K4.1July 23, 2018
4.4
Form of Convertible Senior Note due 2023 (contained in exhibit 4.3)
8-K4.1July 23, 2018
4.58-K4.1Oct. 20, 2020
4.6
Form of Convertible Senior Note due 2025 (contained in exhibit 4.5)
8-K4.1Oct. 20, 2020
4.78-K4.1March 25, 2021
4.88-K4.2March 25, 2021
10.1S-110.2June 30, 2017
10.210-K10.3Feb. 22, 2018
10.310-Q10.1May 8, 2019
10.48-K10.1June 6, 2018
10.58-K10.1June 6, 2019
10.610-Q10.2Aug. 1, 2019
10.7S-1/A10.1July 17, 2017
10.9S-110.4June 30, 2017
10.10S-110.5June 30, 2017
10.1110-K10.11Feb. 17, 2022
10.1210-K10.6Feb. 22, 2018
10.1310-Q10.1Nov. 9, 2022
10.1410-K10.13Feb. 12, 2020
10.1510-K10.10Feb. 14, 2019
10.1610-Q10.1Nov. 2, 2023
10.1710-Q10.2Nov. 2, 2023
10.1810-Q10.3Nov. 2, 2023
10.1910-Q10.4Nov. 2, 2023
10.208-K10.1Jan. 11, 2022
21.1X
23.1X
24.1
Power of Attorney (contained in "Signatures")
X
31.1X
31.2X
32.1X
32.2X
97Compensation Recovery PolicyX
101Interactive Data FilesX
104Cover page interactive data file, submitted using inline XBRL (contained in Exhibit 101)X

Item 16. Form 10-K Summary


None.

94

SIGNATURES

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

February 22, 2018
Redfin Corporation
(Registrant)
REDFIN CORPORATION
February 27, 2024
By:By/s/ Glenn Kelman
(Date)
Glenn Kelman
President and
Chief Executive Officer


POWER OF ATTORNEY
KNOW ALL PERSONS BY THESE PRESENTS, that each individual whose signature appears below constitutes and appoints Glenn Kelman and Chris Nielsen, and each of them, as his or her true and lawful attorneys-in-fact and agents with full power of substitution, for him or her in any and all capacities, to sign any and all amendments to this Annual Report on Form 10-K, and to file the same, with all exhibits thereto and other documents in connection therewith, with the SEC,U.S. Securities and Exchange Commission, granting unto said attorneys-in-fact and agents, and each of them, full power and authority to do and perform each and every act and thing requisite and necessary to be done in and about the premises,connection therewith, as fully to all intents and purposes as he or she might or could do in person, hereby ratifying and confirming all that said attorneys-in-fact and agents, or any of them, or his or her or their substitute or substitutes, may lawfully do or cause to be done or by virtue hereof.

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the datedates indicated:


NameTitleDate
NameTitleDate
/s/ Glenn KelmanPresident, Chief Executive Officer and Director (Principal Executive Officer)February 22, 201827, 2024
Glenn Kelman
/s/ Chris NielsenChief Financial Officer (Principal Financial and Accounting Officer)February 22, 201827, 2024
Chris Nielsen
Chris Nielsen
/s/ Robert Mylod, Jr.David LissyChairman of the Board of DirectorsFebruary 22, 201827, 2024
David LissyRobert Mylod, Jr.
/s/ Robert BassDirectorDirectorFebruary 22, 201827, 2024
Robert Bass
/s/ Julie BornsteinDirectorDirectorFebruary 22, 201827, 2024
Julie Bornstein
/s/ Kerry ChandlerDirectorFebruary 27, 2024
Kerry Chandler
/s/ Austin LigonDirectorFebruary 27, 2024
Austin Ligon
/s/ Brad SingerDirectorFebruary 27, 2024
Brad Singer
/s/ James SlavetDirectorDirectorFebruary 22, 201827, 2024
James Slavet
/s/ Austin LigonDirectorFebruary 22, 2018
Austin Ligon
/s/ Selina TobaccowalaDirectorDirectorFebruary 22, 201827, 2024
Selina Tobaccowala



87