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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
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 endedDecember 31, 20212022
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 001-33554
pro-20211231_g1.jpgpro-20221231_g1.jpg
PROS HOLDINGS, INC.
(Exact Name of Registrant as Specified in Its Charter)
Delaware76-0168604
(State or Other Jurisdiction of
Incorporation or Organization)
(I.R.S. Employer Identification No.)
3200 Kirby Drive, Suite 60077098
Houston,Texas
(Address of Principal Executive Offices)(Zip code)
Registrant’s telephone number, including area code: 713 335-5151
Securities Registered Pursuant to Section 12(b) of the Act:
Title of Each ClassTrading SymbolName of Each Exchange on Which Registered
Common Stock, $0.001 par value per sharePRONew York Stock Exchange
Securities Registered Pursuant to Section 12(g) of the Act: None
 
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 if the registrant is not required to file reports pursuant to Section 13 or Section 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 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).
Yes       No   
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See definition of "large accelerated filer," "accelerated filer," "smaller reporting company," and "emerging growth company" in Rule 12b-2 of the Exchange Act.: 
Large accelerated filerAccelerated filer
Non-accelerated FilerSmaller 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.
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.                    

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act).          Yes        No   
The aggregate market value of voting and non-voting common equity held by non-affiliates of the registrant was approximately $1,805,748,7541,140,571,313 as of June 30, 20212022 based upon the closing price for the registrant’s common stock on the New York Stock Exchange. This determination of affiliate status was based on publicly filed documents and is not necessarily a conclusive determination for other purposes.
45,038,23445,872,928 shares of common stock were issued and outstanding as of February 10, 2022.9, 2023.
DOCUMENTS INCORPORATED BY REFERENCE
Portions of the registrant’s proxy statement relating to its 20222023 Annual Stockholders Meeting (the "2022"2023 Proxy Statement"), are incorporated by reference into Part III of this Annual Report on Form 10-K. The 20222023 Proxy Statement will be filed with the U.S. Securities and Exchange Commission within 120 days of the end of the fiscal year to which this report relates.
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PROS Holdings, Inc.
Annual Report on Form 10-K
Table of Contents
For the Year Ended December 31, 20212022
 
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SIGNIFICANT RELATIONSHIPS REFERENCED IN THIS ANNUAL REPORT
The terms "PROS," "we," "us," and "our" refer to PROS Holdings, Inc., a Delaware corporation, and all of its subsidiaries that are consolidated in conformity with the generally accepted accounting principles in the United States of America ("GAAP").
CAUTIONARY STATEMENT REGARDING FORWARD-LOOKING STATEMENTS
This Annual Report on Form 10-K contains "forward-looking statements" within the meaning of the Private Securities Litigation Reform Act of 1995, Section 27A of the Securities Act of 1933, as amended (the "Securities Act"), and Section 21E of the Securities Exchange Act of 1934, as amended (the "Exchange Act"). All statements in this report other than historical facts are forward-looking and are based on current estimates, assumptions, trends and projections. Statements which include the words "believes," "seeks," "expects," "may," "should," "intends," "likely," "targets," "plans," "anticipates," "estimates," or the negative version of those words and similar expressions are intended to identify forward-looking statements. Numerous important factors, risks and uncertainties affect our operating results, including, without limitation, those contained in this report, and could cause our actual results to differ materially, from the results implied by these or any other forward-looking statements made by us or on our behalf. You should pay particular attention to the important risk factors and cautionary statements described in the section of this report entitled "Risk Factors".Factors." You should also carefully review the cautionary statements described in the other documents we file from time to time with the Securities and Exchange Commission ("SEC"), specifically all Quarterly Reports on Form 10-Q and Current Reports on Form 8-K.
You should not rely on forward-looking statements as predictions of future events, as we cannot guarantee that future results, levels of activity, performance or achievements will meet expectations. The forward-looking statements made herein are only made as of the date hereof, and we undertake no obligation to publicly update such forward-looking statements for any reason.
Part I
Item 1. Business
Overview

    PROS provides solutions that optimize shopping and selling experiences. PROS solutions leverage artificial intelligence ("AI"), self-learning and automation to ensure that every transactional experience is fast, frictionless and personalized for every shopper, supporting both business-to-business ("B2B") and business-to-consumer ("B2C") companies across industry verticals. Companies can use our selling, pricing, revenue optimization, distribution and retail, and digital offer marketing solutions to assess their market environments in real time to deliver customized pricesoffers and offers.prices. Our solutions enable buyers to move fluidly across our customers’ direct sales, partner, online, mobile and emerging channels with personalized experiences regardless of which channel buyers choose. Our decades of data science and AI expertise are infused into our solutions and are designed to reduce time and complexityincrease win-rates through actionable intelligence. Our solutions are provided via software-as-a-service ("SaaS") and are designed to achieve high levels of performance, scalability, availability and security. We provide standard configurations of our solutions based on the industries we serve and offer services to configure our solutions to meet the specific needs of each customer and manage all updates and upgrades of software deployed on the PROS cloud platform.

On November 30, 2021, we acquired EveryMundo LLC ("EveryMundo"), a privately held company based in Miami, Florida. EveryMundo is a digital offer marketing pioneer that enables brands to broaden their digital reach and deepen customer engagement, pulling a brand's customers into the brand's direct selling channels to help create superior brand experiences and foster brand loyalty over time.

Our Industry

    Real-time decision making is an important driver of business performance in the digital economy. Rapidly changing markets and buyer expectations make it increasingly harder for companies to compete and grow. In response to these pressures, we believe that market forces, including increasingly dynamic and complex business models, the continued growth of eCommerce, inflation, supply and the exponential increase indemand volatility, and the volume of enterprise and market data will increase demand for software solutions that enable companies to dynamically configure, price configure and sell their products and services across an ever-increasing set of buyer channels with speed, precision and consistency. We believe the market for solutions that can power commerce using AI and machine learning is a large, growing market that spans most major industries.
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Our Solutions

    Our cloud-based software solutions, built on the PROS Platform, provide companies with AI-based predictive and prescriptive guidance on key business decisions that drive growth and profitability. We focus primarily on configure price quote
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("CPQ"), pricing optimization and management, airline revenue optimization, airline distribution and retail, and digital offer marketing softwaresoftware. Our solutions help increase visibility, business agility and customer engagement by aligning sales and pricing strategy across go-to-market channels.

PROS Platform

We believe the PROS Platform is the only unified pricing and selling platform built for an omnichannel world. The PROS Platform enables businesses to create greater margingrow revenue and grow revenueimprove profitability by dynamically adapting their digital selling strategy to market conditions and disruption.conditions. Using our unique and proven AI-based capabilities for deep demand and margin forecasting, cost modeling and dynamic pricing, the PROS Platform continuously feeds daily decision-making and longer-term business strategy. The PROS Platform helps eliminate barriers between stakeholders in the selling process to collaborate on a customer offer and drive it to a close while accelerating pricing and selling efficiencies. The PROS Platform is comprised of PROS Smart Configure Price Quote and PROS Smart Price Optimization and Management, and is offered via composable paths based on our customers' business objectives, ranging from simple to advanced use cases with the ability to scale to broader PROS Platform capabilities over time.

PROS Smart Configure Price Quote is designed to improve sales productivity and accelerate deal velocity by automating commoncritical sales tasks. Utilizing a foundation of AI and machine learning algorithms, this solution empowers businesses to tailor every offer for every buyer, across all sales channels, leading to more personalized and engaging customer interactions. Smart Configure Price Quote enables users to find and tailor product recommendations, customize configurations, manage approvals, price just rightoptimally and generate professional proposals to increase the probability of winning the sale on the first quote. Smart Configure Price Quote supports all selling scenarios including spot-order purchases, subscription orders and setup and maintenance of negotiated sales agreements. Businesses can also integrate Smart Configure Price Quote into their eCommerce portals, empowering end users to self-serve quotes with confidence. Smart Configure Price Quote is available in three editions:
Essentials enables businesses to digitize and streamline their selling processes and respond quickly to customers with professional looking quotes.
Advantage includes all the capabilities in the Essentials edition, plus enables businesses to sell more complex configurable products, create bills of materials and manage the lifecycle of sales purchase agreements.
Ultimate includes all the capabilities in the Advantage edition, plus enables businesses to create high-volume quotes (10,000+ line items) and leverage AI and machine learning to identify new opportunities to help proactively increase account penetration with existing customers while preventing customer churn.

PROS Smart Price Optimization and Management enables businesses to optimize, personalize and harmonize pricing across the complexity of their go-to-market channels in the context of dynamic market and competitive conditions. Our price management capabilities provide a comprehensive pricing platform that offers a single source of accuracy for price management, coordination and strategy. This solution allows businesses to harmonize pricing across go-to-market channels while simultaneously increasing price discipline and protecting price attainment. Pricing users leverage this solution to deploy formulaic price strategies that can incorporate real-time information or conditional data to ensure that every delivered price is up-to-date with the latest market and competitive conditions. With the performance, power and scalability of PROS Real-Time Pricing Engine, B2B and B2C organizations can replace price lists across commerce channels with dynamic calculations for price requests, ensuring that every delivered price is cognizant of conditions at the time of request. This engine allows businesses facing volatile price competition and underlying component costs to leverage data science to systematically adjust pricing in real time. Our price optimization capabilities leverage AI-powered algorithms to provide market-relevant price guidance across sales channels that is dynamically refined to adapt to changing market conditions and buyer behavior. This predictive and prescriptive price guidance provides optimized pricing for each unique buying scenario, which is designed to help businesses drive revenue growth, recover margin leakage, accelerate quote turnaround times and increase win-rates. Smart Price Optimization and Management works with traditional eCommerce scenarios where a sales person is not involved, as well as where a sales person needs negotiation support, and in all cases this solution provides business-relevant analytics to promote explainability of the AI recommendation. PROS Smart Price Optimization and Management is available in three editions:
Essentials enables businesses to create omnichannel pricing strategies and power their digital, self-service channels.
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Advantage includes all the capabilities in the Essentials edition, plus gives businesses the ability to leverage PROS AI-powered price optimization capabilities to respond quickly to changing market patterns, with the best price, to win business and improve revenue and profitability.
Ultimate includes all the capabilities in the Advantage edition, plus gives businesses the ability to inform their pricing strategies with demand and capacity forecasting or their own proprietary data science capabilities using our Extensible AITM, as well as drive more of their business to self-service channels.
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PROS Platform - Travel

PROS Airline Revenue Optimization solutions enable airlines to drive revenue- and profit-maximizing business strategies through the application of advanced forecasting, optimization technologies and decision-support capabilities. These solutions are designed to empower airlines to quickly adapt to changing market conditions, differentiate customers by market and sales channel, monitor pricing and revenue management performance, and increase customer loyalty by providing the right products and services to the right customer at the right time. Our Airline Revenue Optimization suite of products includes:
PROS Airline Revenue Management delivers algorithmic forecasting and network optimization for the travel industry. Airlines leverage our forecasting and optimization capabilities to determine optimal capacity levels and manage booking classes inventory to optimize revenue at the flight/network level.
PROS Airline Real-Time Dynamic Pricing™ is a scalable solution that offers accurate booking class availability and seat prices across all channels, while keeping the rules, fares and other data in sync. The solution dynamically applies strategies to compute both booking class availability and seat prices in real time at the time of transaction so that airlines can maximize revenue.
PROS Airline Group Sales Optimizer is a group revenue and sales optimization solution powered by dynamic pricing science that enables airlines and their travel agent partners to create and manage group bookings, contracts, policies and policiespayments in one location.
PROS Corporate Sales is a solution that enables airlines to create commercial agreements with their corporate customers, that lead to easier and more repeatable bookings for business travel, by allowing businesses to both self-service and interact with airlines in the digital creation of corporate travel agreements.

PROS Airline Distribution and Retail solutions enable airlines to become better direct retailers by increasing their control and flexibility over how they sell and distribute offers through scalable shopping, booking and merchandising capabilities to design and distribute offers. The solutions are powered by proprietary algorithms, compliant with industry pricing and distribution standards and are entirely passenger service system-independent. Our Airline Distribution and Retail suite of products includes:
PROS Dynamic Offers powers airlines'airlines’ shopping, pricing and repricing by delivering fast, accurate and comprehensive flight offers to travelers across airlines’ sales channels. PROS Dynamic Offers is comprised of several key offer management capabilities including ancillary merchandising, bundling and omni-channel distribution designed to comply with International Air Transport Association ("IATA") New Distribution Capability ("NDC") data transmission standards.
PROS Digital Retail offers a configurable end-to-end solution for airlines to optimize the traveler experience from inspiration to post-trip. With this IATA NDC Level 4 capable solution, airlines can increase conversion rates and upsell opportunities while having the flexibility and control to optimize user interface across their internet booking engine and mobile application.

Digital Offer Marketing

PROS digital offer marketingDigital Offer Marketing solutions provide performance content management and search engine marketing tools that enable businesses in the travel industry to drive their customers directly into their direct selling channels, helping create superior brand experiences and foster customer loyalty. These solutions also reduce our customer's dependency and costs associated with transactions routed through third-party intermediaries. PROS digital offer marketingDigital Offer Marketing solutions include:
airTRFX allows airlines to launch and manage digital marketing campaigns by generating digital landing pages for every route, origin and destination in an airline's network with relevant fares and a wide range of local languages.
airModules provides airlines flight search displays with relevant fares for digital advertising, including maps, histograms, mosaics, carousels, and maps.
FareWire displays dynamic fares and content powered by user-search data independent of third party intermediaries.
airSEM provides airline specific search engine marketing tools designed to help airlines build, launch and manage ad campaigns with real-time fares in ad copy.

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Technology

Our high-performance software architecture supports real-time, high-volume transaction processing and enables us to
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handle the complex and demanding processing requirements of sophisticated global enterprises, including those who require sub-second response times for their customers. We provide the majority of our cloud services via cloud computing platform partners who offer Infrastructure-as-a-Service ("IaaS") and Platform-as-a-Service ("PaaS"), located in the United States, the Netherlands, Ireland, Germany, United Arab Emirates, Australia, Singapore and other countries. The use of cloud computing platform partners provides us flexibility to service customers at scale and also offers options to comply with data residency and privacy requirements. We also deliver our solutions from infrastructure designed and operated by us but secured within third-party data center facilities. Our Platform consists of single-tenant and multi-tenant cloud capabilities.capabilities with an architecture that incorporates customer-specific data privacy and ,complies with data sovereignty policies.

Artificial Intelligence. More than three decades of data science research and access to very large data sets underlies the robust machine learning and AI capabilities of our solutions. Our dynamic AI, including forecasting, optimization, neural networks, segmentation and reinforcement learning, allows us to leverage our deep science and research expertise in our solutions. These capabilities are industry-independent and are validated using our proprietary verification and testing processes. We recently launched our next generation of PROS Smart Price Optimization and Management powered by PROS Gen IV AI which we believe makes PROS the first in the market to drive hyper-personalized price recommendations using neural network technology.

Configuration and Extensibility. Our solutions are designed to handle customer business needs through self-service configuration rather than custom code. The configuration capabilities define both a business layer (including definition of user workflows, executive dashboards, analytics views, calculations, approval processes and alerts), as well as a data layer that permits configuration of data structures, including hierarchical dimensions, pricing levels and measures. We maintain our customers' configurations which allows them to use the latest version of our solutions. We also offer capabilities where scripting languages can be used to handle business requirements that are unique to individual customers. In addition, our solutions are extensible through API's, which allows for broader and richer commerce solutions to be developed with our Platform as a core component.

Data Integration. The data needed to execute and power personalized digital buying typically resides in multiple sources, such as a company's enterprise resource planning ("ERP"), supply chain management ("SCM"), customer relationship management ("CRM"), eCommerce, reservations and inventory systems, external market data sources, spreadsheets and/or industry-specific transaction systems. Our platformPlatform interoperates with many different systems, including those that have been heavily customized to customer requirements. Our data integration capabilities bring data from disparate sources together into a single cohesive data platform, both in real time and through scheduled batch tasks. We also provide certified integration content for SAP and integration development services using industry standard tools and adapters for other common data sources and applications.

Microservices Architecture and Scalability. Our architecture contains multiple microservices in key areas. This allows fordesigned to provide the reliability and performance necessary for real-time pricing, availability and eCommerce applications. To achieve this, we rely onutilize industry-standard container orchestration tools, noSQL and Event Store technologies to provide high availability, redundancy, zero-downtime upgrades, horizontal scalability and geographic distribution of data.

Intuitive User Interface. Our technology provides a rich and modern, browser-based interface that supports a global user base.base and has been recognized for its intuitiveness by industry analysts. This interface supports a wide variety of interactive charts and other data views and provides a comprehensive security model based on user role and scope of responsibility. This interface operates on a variety of internet browsers, mobile devices and tablets. We also provide native capabilities for a variety of commerce systems including Adobe Magento, Salesforce CRM and Microsoft Dynamics CRM.
Subscription Services

    Our subscription services provide customers access to our software via the Internet which, as compared to an on-premises software, model, helps reducereduces their infrastructure, installation and ongoing administration requirements. We also reduce the total cost of ownership of our cloud services over the subscription term by delivering multiple feature releases per year that automatically introduce new features, while preserving previous configurations and integrations that minimize additional customer investment for compatibility. We also provide cloud-based services to allow existing customers who previously purchased licenses to our legacy software to have access to that software within a cloud-based IT environment that we manage.

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Sales, Marketing and Customer Success    

    We sell and market our software solutions primarily through our direct global sales force and indirectly through go-to-market partners, resellers and systems integrators. Our sales force is organized by our target markets, including automotive and industrial manufacturing and distribution, consumer goods, transportation and logistics, chemicals and energy, food and beverage,consumables, insurance, healthcare, high techtechnology and travel. Our marketing activities consist of a variety of programs designed to generate sales leads, accelerate sales opportunities and build awareness of our solutions. We also use digital channels including search and content syndication to reach our target market. We host an annual customer conference, Outperform, where our customers and prospects are invited to learn about best practices from thought leaders, executives and other practitioners in using technology to compete in the digital economy, hear about our latest innovations, and network with peers across industries. We also host other smaller conferences throughout the year, host informational web seminars and participate in and sponsor other industry and trade conferences and organizations. We believe that customer adoption, support and success are critical to retaining and expanding our customer base. Our customer success team helps ensure customer satisfaction with our solutions, by working with our customers to ensure that our solutions drive value for them in order to drive customer retention. Our customer success teams help our customers drive adoption of our solutions, advise on product features and capabilities, and provide recommendations on best practices to meet our customers' business objectives.
Professional Services

    To accelerate our customers' time to value, we provide software-related services, including implementation, configuration, consulting and training services. We offer in-depth expertise, proven best practices and repeatable delivery methodologies based on standardized and tested implementation processes developed through years of experience implementing our software solutions in global enterprises across multiple industries. We also offer an array of training on all aspects of our software solutions, from introductory on-demand mini-courses to multi-day hands-on deep technical classroom sessions. In addition to our own internal services team, we also work with many globally diverse third-party system integrators who have been certified to implement our software.
Maintenance and Support

Customers maintaining implementations under on-premises licenses that were purchased prior to our cloud transition may purchase, at their discretion, maintenance and support services. Maintenance enrollment entitles a customer to solicit support through a web-based interface to submit and track issues, access our online knowledge base, and receive unspecified upgrades, maintenance releases and bug fixes during the term of the support period. Revenue from maintenance and support services has continued to decline as a percentageresult of our total revenue since we transitionedexisting maintenance customers migrating to our cloud strategy and sold fewer on-premises licenses to our software.solutions. We expect our maintenance revenue to continue to decrease as more existing customers migrate fromhave notified our legacy on-premises solutions tocustomers that we will be discontinuing maintenance for most of our cloud solutions.legacy on-premises software at the end of 2023.

Customers

We sell our solutions to customers across many industries, including automotive and industrial manufacturing and distribution, transportation and logistics, chemicals and energy, food and beverage,consumables, healthcare, high techinsurance, technology and travel. Our customers are generally large global enterprises and medium-sized businesses, although we also have customers that are smaller in scope of operations. In 2021,2022, we had no single customer that accounted for 10% or more of our revenue. Our customers are also geographically diverse, as approximately 65%64% of our total revenue came from customers outside the U.S. for the year ended December 31, 2021.2022.

Competition

The markets for our solutions are competitive, fragmented and rapidly evolving. For example, we have seen consolidation in the CPQ software market with large vendors acquiring smaller CPQ companies as they attempt to provide end-to-end solutions. Today, weWe compete in a sales solutions ecosystem with competitors that aim to drive effectiveness and efficiency in selling, although we believe we are unmatched in our ability to deliver sales and pricing AI with usability, speed, scale and precision. We face competition from both larger and smaller competitors, including those providing industry specific software, a portion of our pricing solutions, our CPQ solutions and revenue management solutions, all of which deliver only a portionpart of the functionality of our revenue management, retail,competing PROS offerings. We also face competition from retail, shopping and merchandising solutions indesigned for the airline industry. To a lesser extent, we compete against large enterprise application providers that have developed offerings that include competing functionality and custom solutions developed internally by businesses, which generally include some combination of spreadsheets, manual processes, external consultants and internally developed software tools.

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The number of companies that we compete with has increased as we expanded into adjacent technologies. We believe our customers consider the following factors when evaluating our solutions versus competitive solutions:
breadth and depth of product and service offerings, including functionality, performance, product architecture, data security, reliability and scalability;
user experience;
return on investment, total cost of ownership and time-to-value;
applicability for all current and futureexpected selling channels;
customer base and reputation;
brand awareness;
strength of AI and real-time capabilities;
breadth and depth of integrations with the software already used by the customer;
depth of expertise in data and pricing science; and
industry domain expertise and functionality.
We do not believe that noneany of our competitors can provide a competitive level of all the functionality needed to support an organization interested in optimizing sales growth through AI-based omnichannel pricing, selling and revenue management. Our competitors generally compete on price or by bundling their applications with other enterprise applications, and we expect that this will continue in the future. We distinguish ourselves from these vendors through our long history of providing software solutions incorporating AI and/or machine learning, the breadth and depth of the functionality we offer, the robust integration and configuration capabilities of our solutions, our ability to handle large data volumes at scale and our proven ability to provide high-value dynamic science-based optimization software to our global customer base across industries. In the future, we believe our competition will continue to increase as we expand into adjacent market segments.

Intellectual Property

Our success and ability to compete is dependent, in part, on our ability to develop and maintain the proprietary aspects of our technology and operate without infringing upon the proprietary rights of others. We protect our intellectual property with a combination of trade secrets, confidentiality procedures, contractual provisions, patents, trademarks, copyrights and other similar measures. We believe that reliance upon trade secrets and unpatented proprietary know-how are generally the most advantageous methods for us to protect our proprietary information.

Research and Development

We believe our software innovation is the foundation of our business and accordingly have made, and continue to make, significant investments in research and development for the enhancement of existing solutions and the development of solutions. We also believe that our long-term investments in AI and machine learning to power pricing and revenue management differentiate us from our competitors. We are committed to continuing the further development of these high-value solutions as evidenced by our continued investment in research and development. In fiscal 20212022 and 2020,2021, we incurred research and development expenses, net of capitalized internal-use software cost, of $82.3$93.4 million and $77.2$82.3 million, respectively, which is over 30% of our annual revenue in research and development, net of capitalized internal-use software cost, to enhance our existing portfolio of solutions and to develop new solutions.both years. Our research and development expenses include costs associated with our product management, product development and science and research groups. We conduct research and development activities predominantly in Bulgaria, Ecuador, France and the U.S., and also utilize third-party contractors in various countries, including Bolivia, Canada, Colombia France, India, Romania and Mexico.India.

We employ data scientists, many of whom are Ph.D.'s, to advance sales, pricing and revenue management technology and its implementation in our software solutions. These scientists have specialties including, but not limited to, AI, machine learning, operations research, management science, statistics, econometrics and computational methods. Our data scientists regularly interact with our customers, product development, sales, marketing and services teams to help keep our science efforts relevant to real-world demands.

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Human Capital Resources

Our mission is to help people and companies outperform. To fulfill that mission, we believe we must attract, develop, motivate and retain exceptional employees to maintain our culture and uphold our high ethical standards. As innovation is one
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of our core values, we believe that our commitment to innovation begins with our commitment to create an environment where our employees can thrive and reach their full potential. To accomplish this, we offer competitive total rewards, promote diversity, equity, inclusion and belonging, invest in ongoing learning and development, and focus on the future of work. Oversight of our approach to and investment in human capital resources is a key governance matter for our Board of Directors ("Board"). Directly, and through its Compensation and Leadership Development Committee, the Board engages regularly with management on human capital matters.matters. As of December 31, 2021,2022, we had 1,545 full-time1,528 full-time personnel, which included 1,2931,357 employees and 252171 outsourced personnel. Our team spans 15+ countries, reflecting various backgrounds, ages, gender identities and ethnicities.

Culture. At PROS, our values and culture are embedded in everything we do. We proactively look for ways to maintain our collaborative and open company culture and further improve our organizational health, including through regular employee and management communication, periodic team events and frequent employee pulse surveys. We use insights from employee feedback, including through town halls, leader forums and other communication channels, to inform our human capital resources plans. PROS has been Certified™ by Great Place to Work® for the second yearand recognized as a Best Workplace in a row,Texas, Most Loved Workplace and People’s 100 Companies that Care, which shows the continued impact of our efforts. This year’s designation extends our prior certification to all eligible countries, recognizing our inclusive, people-first culture on a global scale. We encourage you to visit our website for more detailed information regarding our Human Capital programs and initiatives. Nothing on our website shall be deemed incorporated by reference into this Annual Report on Form 10-K.

Total Rewards. We require a talented workforce to drive innovation, operational excellence and long-term stockholder value. We also believe that employees should be paid for what they do and how they do it, regardless of their gender, race or other personal characteristics, and we constantly strive for pay parity. We define pay parity as ensuring that employees in the same job and location are paid fairly regardless of their gender or ethnicity. To attract and retain a talented workforce, we provide total rewards programs, practices and policies designed to be market-competitive, including by benchmarking and setting pay ranges based on market data, and also considering factors such as an employee’s role, skills, experience, job location and performance. We have invested in analysis and transparency to demonstrate our commitment to fair compensation and opportunity.

Our human resources management philosophy goes beyond traditional compensation and benefits. We design our total rewards to meet the needs of the whole person, not just the employee, recognizing that life events and circumstances that occur outside of work may impact what happens at work. For example, we provide a trusted time off approach in the U.S. to give employees more flexibility and control over their schedules. Our investments in employee mental health and wellness programs are also cornerstones of this philosophy. In response to the multitude of work and personal challenges presented by the COVID-19 pandemic and asAs we transition to the future of work, we added specific employee well-being initiatives which are discussed below.

Diversity and Inclusion. We believe diversity, equity, inclusion, and belonging ("DEIB") drive innovation and ownership. Our commitment to diversity and inclusion starts at the top with a skilled and diverse Board which provides oversight forover our human capital resources efforts, including our DEIB programs and initiatives.initiatives. As of December 31, 2021,2022, the majority of our Board was comprised of either female and/or ethnically diverse directors, with both female and ethnically diverse representation on our Board for more than 10 years. As of December 31, 2021,2022, women represent 36% of 37% of our global employees, and in the U.S., more than 50% of our employees represent minority groups, with underrepresented minorities (defined as those who identify as Black/African American, Hispanic/Latinx, Native American, Pacific Islander and/or two or more races) representing 26% 29% of our U.S. employees.
We strive to maintain a working environment that celebrates diverse perspectives, cultures and experiences and invest in programs to engage our employees, including diversity, inclusion and harassment training. We have a heritage of fostering inclusion and belonging, awareness and education, and social interaction and camaraderie through our employee resource groups. Sponsored and funded by PROS, these employee-led groups are open to any interested employee and create spaces for our people to connect from all walks of life, grow together and build relationships and community. We are proud of what we have accomplished to advance DEIB, but we recognize we still have work to do, including how we approach the future of work.

Additional information on our diversity and inclusion strategy, diversity metrics and programs can be found on our website at pros.com/about-pros/diversity-and-inclusion. Nothing on our website shall be deemed incorporated by reference into this Annual Report on Form 10-K.
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Future of Work. In response to the COVID-19 pandemic, we initially instituted a work-from-home policy for substantially all our employees and materially limited business travel. As the pandemic has brought on systemic changes to historic work habits, we have embraced a hybrid work model with an eye on the future of work. As part of this hybrid model, we emphasize flexibility, including in work location and work schedules, based on a blend of what makes sense for each employee, their team, and our business. In addition, we continue to take an integrated approach to helping our employees manage their work and personal responsibilities, with a strong focus on employee physical and mental health. Recognizing that working in a hybrid environment across our global company isremains a relatively new way to interact, we offer company-wide initiatives to assist our employees in managing through the
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changes, including productivity, mental and physical health programming, periodic recharge days and "wellness Wednesdays" with limited scheduled meetings. Additional information on our hybrid work model pandemic response and related wellness initiatives will be included in our 20222023 Proxy Statement.

Learning and Development. We believe that continuous learning cultivates innovation and that the development of our most important assets, our people, is foundational to fulfill our mission. We regularly invest in our employees’ career growth and provide our employees opportunities for training on a wide range of skills designed to help them be more effective in their current and future roles. In 2021,2022, all our employees participated in learning and development activities, includingand we introduced a new PROS University, giving employees access to thousands of courses across a broad range of categories, including leadership, inclusion and diversity, professional skills, technical and compliance. Because the development of our employees and next generation of leaders is critical to our long-term success, we annually engage in a comprehensive talent evaluation and succession planning process, including manager evaluations of all employees and detailed succession planning for all director and above roles with Board oversight over succession planning for senior management and other key roles. As of December 31, 2021, 90%2022, 92% of our managers have completed a leadership training program we developed in partnership with the Jones Graduate School of Business at Rice University.

Corporate Information

We were incorporated in Texas in 1985. We reincorporated as a Delaware corporation in 1998. In 2002, we reorganized as a holding company in Delaware. Our principal executive offices are located at 3200 Kirby Drive, Suite 600, Houston, Texas 77098. We report as one operating segment with our Chief Executive Officer acting as our chief operating decision maker. Our telephone number is (713) 335-5151. Our website is www.pros.com. Our website and the information that can be accessed through our website are not part of this report.

Available Information

We make available, free of charge through our website, our Annual Report on Form 10-K, Quarterly Reports on Form 10-Q, Current Reports on Form 8-K, including exhibits thereto, and any amendments to those reports filed or furnished pursuant to Section 13(a) or 15(d) of the Exchange Act, as soon as reasonably practicable after the reports are electronically filed with or furnished to the SEC. Our reports that are filed with, or furnished to, the SEC are also available at the SEC's website at www.sec.gov.

Annual CEO Certification

Pursuant to Section 303A.12(a) of the New York Stock Exchange ("NYSE") Listed Company Manual, Manual, on June 7, 2021, weMay 17, 2022, we submitted to the NYSE an annual certification signed by our Chief Executive Officer certifying that he was not awareaware of any violation by us of NYSE corporate governance listing standards.
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Item 1A. Risk Factors

We operate in a dynamic environment that involves numerousOur business, operations and financial results are subject to various risks and uncertainties. The following section describes some of the risksuncertainties, including those described below, that maycould adversely affect our business, financial condition, or results of operations, cash flows and the trading price of our common stock;stock. The following material factors, among others, could cause our actual results to differ materially from historical results and those expressed in forward-looking statements made by us or on our behalf in filings with the SEC, press releases, communications with investors and oral statements. The order of these risks are categories andrisk factors does not listed in terms ofreflect their relative importance or levellikelihood of risk.occurrence.

Strategic, Commercial and Operational Risks

We must successfully navigateCurrent and future economic uncertainty and other unfavorable conditions in the industries we serve or the global economy could limit our ability to grow our business and negatively affect our operating results.

Our operating results may vary based on the impact of changes in the global economy or conditions in the industries we serve. General macroeconomic conditions, such as increased inflation (see risk factor below), increased cost of capital, supply chain disruptions, fluctuations in currency exchange rates or an economic downturn in the United States or internationally, could adversely affect demand supplyfor our solutions and operational challenges associated withmake it difficult to accurately forecast and plan our future business activities. The Russia-Ukraine conflict has also had an adverse impact on the global economy, including on the inflation rate, and has contributed to significant fluctuation in global stock markets. All of these risks and conditions could harm our future sales, business and operating results. Our business and operations could also be harmed and our costs could increase if our or our customers’ or other partners’ manufacturing, logistics or other operations, costs or financial performance are disrupted or adversely affected. While the ultimate scope and broader impact of the ongoing coronavirus (COVID-19) pandemic,Russia-Ukraine conflict cannot be predicted with certainty, the conflict has not had a material impact to date on our business or ability to operate in Eastern Europe. However, if the conflict continues or related geopolitical tensions extend to other countries, we remain subject to additional risks, including general geopolitical unrest, broader economic uncertainty, turmoil in certain financial markets, instability in the financial system, disruption to domestic and international travel, displacement of persons, disruption of supply chains and routes, including energy supplies, commodity and other price inflation, increased cybersecurity threats and attacks, the durationpossibility of military activity or risk of wider war in countries near or adjacent to Ukraine. As of December 31, 2022, we had marketing, research and extent to which this willdevelopment, professional services, customer success, maintenance and support and general and administrative staff located in Sofia, Bulgaria, representing approximately 16% of our total personnel.

Weakening economic conditions could adversely impact our futureprospects and customers rate of information technology spending, delay their purchasing decisions, impact their ability or willingness to purchase or continue to use our solutions, reduce the value, scope or duration of subscription contracts, or limit their ability to pay amounts owed, all of which would adversely affect our operating results. For example, during the early part of the COVID-19 pandemic, customers, particularly in the travel industry, delayed and deferred purchasing decisions and requested concessions. Prolonged economic uncertainties relating to macroeconomic trends could limit our ability to grow our business and negatively affect our operating results. Unfavorable trends in the U.S. or global economy, such as rising interest rates, and conditions resulting from financial and credit market fluctuations may cause our customers and prospective customers to decrease their information technology budgets, which would limit our ability to grow our business and negatively affect our operating results.

We may be adversely affected by the effects of inflation.

We have experienced, and may continue to experience, cost increases as a result of inflation. Inflation has negative effects on our cost of capital and results of operations by increasing our overall cost structure. The effect of increased inflation on our business will be exacerbated if we are unable to achieve commensurate increases in the prices we charge our customers or if increased prices lead to decreased spending by our customers. Increased inflation in the economy has resulted in, and may continue to result in, higher interest rates and capital costs, shipping costs, supply shortages, increased costs of labor, weakening exchange rates and other similar effects. Although we may take measures to mitigate the impact of inflation, if these measures are not effective, our business, financial condition, results of operations and overallliquidity could be materially adversely affected. Even if such measures are effective, there could be a difference between the timing of when these beneficial actions impact our results of operations and when the cost of inflation is incurred. The U.S. Federal Reserve has raised, and may again raise, interest rates in response to concerns about inflation. In response, market interest rates have also risen in recent periods. While the timing and impact of rising interest rates are unknown, continued increases in market interest rates could have an adverse effect on our cost structure, results of operations, cost of capital, financial performance remains uncertain.condition and cash flows.

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The COVID-19 pandemic continues to present uncertainty and may continue to materially and adversely affect certain industries, customers and our business.

TheThere is uncertainty regarding the nature and degree of the COVID-19 pandemic’s ongoing impacts on the industries we serve, our customers and our business. For example, the travel industry, particularly the airline industry, is recovering from the unprecedented impacts of the pandemic and adjusting to the operational challenges of the dramatic recovery in demand. COVID-19 impacted, and is anticipated to continue impacting, our subscription revenue growth rates adversely due to lower subscription bookings during the pandemic and the lag between subscription bookings and the revenue recognized on those subscription bookings. In addition, the COVID-19 pandemic, and related public health measuresthe actions taken in response to the pandemic, have adversely impacted,led to global supply chain challenges, reduced availability of goods and we expect will continue to adverselyincreased inflation, each of which may impact many aspectsour customers and could ultimately impact demand for our solutions.

Since the impact of our business. Due to our subscription-based business model,the COVID-19 pandemic is ongoing, the effect of the COVID-19 pandemic during any periodand the related impact on the global economy may not be fully reflected in our results of operations until future periods. For example, our 2020 subscription bookings impacted our 2021 subscription revenue, as there is a timing lag between subscription bookings and the revenue recognized on those subscription bookings. If the pandemic has a substantial impact on our employees’, partners’ or customers’ productivity and businesses, our results of operations and overall financial performance may be harmed. COVID-19 may also have the effect of heightening many of the other risks described herein, including risks associated with our customers and supply chain.

periods. The COVID-19 pandemic has put unprecedented strain on governments, healthcare systems, educational institutions, businesses and individuals around the world, the full impact and duration of which is difficult to assess or predict. The pandemic also continues to disrupt the global economy, including through disruptions in global supply chains, turmoil in labor markets and inflation caused in part by strong consumer demand where local economies reopened. The global macroeconomic effects of the pandemic may persist for an indefinite period, including in specific geographic regions or sectors of the economy, even after the pandemic has subsided. The long-term impact of the pandemic on global economic markets continuesour business will continue to be highly dependent upondepend on future developments, including but not limited to, the emergence of new coronavirus variants, the duration of the pandemic, the actions of governments, businesses and other enterprises in response to the pandemic and the effectiveness of those actions.

Governmental authorities continue to adopt a variety of restrictions in an attemptundertaken to contain the spread ofvirus or mitigate its impacts, including actions mandated by federal, state and local governments and health authorities and changing public health directives or restrictions, vaccine efficacy against future COVID-19 and its variants, includingfuture travel restrictions quarantines, physical distancing, and business limitationshow quickly and shutdowns. Compliance with these measures by usto what extent normal global economic and by our prospects, customers, suppliersoperating conditions can or will resume, all of which are rapidly evolving and other counterpartiesare difficult to predict. Volatility in the capital markets has impacted our business,been heightened during recent months and this impact could last for an indefinite period of time.

The economic impact of COVID-19 has adversely impacted a number of our prospects and customers, who such volatility may continue, to experience downturns or disruption in their own businesses. For example, our travel industry customers experienced unprecedentedwhich may cause further declines in demand globally in 2020, which despite some signs of recovery of in-country travel demand in 2021, may remain below pre-pandemic levelsequity markets, particularly for some time. Impacted prospectstechnology stocks, and customers have in the past and may again in the future, decrease spending on technology initiatives, stall or halt implementation projects, request concessions from existing contracts, and in some cases file for bankruptcy protection. We expect that customer bookings and the related revenue and cash flows will continue to be lower than we anticipated prior to the pandemic. If a significant number of our customers impacted by COVID-19 are unable to make their contractually obligated payments to us, file for bankruptcy protection or elect to renew their current contracts with us at lower usage levels, this would have an adverse impact on our accounts receivable, subscription revenue, business, cash flows and financial condition.In response, we have postponed and may continue to postpone or cancel, planned investments in our business, which may impact our product development and rate of innovation, either of which could seriously harm our business.
The impact of COVID-19 will likely continue even after the pandemic is contained. For example, airline travel demand may remain suppressed and recovery may not follow a linear path. As there are no comparable recent events that provide guidance as to the effect, extent or duration of the current pandemic, or the resultant personal, economic and governmental reactions, we are unable to forecast the impact of COVID-19 on our bookings, revenue, results from operations, financial condition, liquidity and cash flows, and may have to take additional actions in the future that could further harm our business and financial performance. Although we expect that current cash and cash equivalent balances and cash flows that are generated from operations will be sufficient to meet our working capital needs and other capital and liquidity requirements for at least the next 12 months, if our access to capital is restricted or our borrowing costs increase, our operations and financial condition could be adversely impacted.
The disruptions caused by COVID-19, including the limitations on meeting in-person with existing and potential customers and amongst our teams because our team is dispersed, may result in inefficiencies, delays and additional costs in our
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product development, sales, marketing, product implementation and customer service efforts that we cannot fully mitigate through remote work arrangements. Many employees may continue to have additional personal needs to attend to such as looking after children as a result of school closures or adjusted school calendars or family who become sick, and employees may continue to become sick themselves and be unable to work. Similarly, our business practice modifications in response to the pandemic could present challenges to maintaining our corporate culture, including employee engagement, development and productivity. We have reopened our offices on a voluntary basis as local regulations permit. The reopening of our offices has required and may continue to require non-trivial investments to manage additional risks and operational challenges, including in the design, implementation and enforcement of new workplace safety protocols. These efforts may divert management attention, and the protocols may create logistical challenges for our employees which could adversely impact employee productivity and morale. Even if we follow what we believe to be best practices, our measures may not prevent the transmission of COVID-19. Any incidents of actual or perceived transmission may expose us to liability from employee claims, adversely impact employee productivity and morale, and result in negative publicity and reputational harm.

The impacts of COVID-19 on our business continue to be uncertain, evolving, dynamic and dependent on numerous unpredictable factors outside of our control, including:

the spread, duration and severity of COVID-19 and the mutations or variations thereof as a public health matter and its impact on governments, businesses and society generally and our clients, partners and our business;

the duration, impact and effectiveness of measures taken by governments, businesses and society in response to COVID-19, including the availability effectiveness and adoptioncost of vaccines, and other legislative and regulatory measures;

the impact of COVID-19 on overall long-term demand for air travel, including the impact on demand for business travel as a result of increased usage of videoconferencing and other technologies;

the impact of COVID-19 on the financial health and operations of our current and prospective customers and partners, including the increase in business failures among our customers and other businesses; and

the prioritization of technology investments and projects in light of other demands on customers and prospects caused by COVID-19, including secondary affects such as inflation, labor disruptions and talent shortages.

If we are not able to respond to and manage the impact of such events effectively, our results of operations, financial performance and overall business will be harmed. We continue to evaluate the nature and extent of the impact of COVID-19 to our business.capital.

Our IT systems are regularly under attack. If our security measures are breached and unauthorized access is obtained to a customer’s data, our data or our IT systems, our and our customers’ operations may be disrupted, our reputation may be harmed, our solutions may be perceived as not being secure, customers may limit or stop using our solutions and we may incur significant legal and financial exposure and liabilities.

Our solutions involve the storage,We have been and will continue to be a more limited extent, the transmission of our customers’target for cyber security attacks because we store, process, and transmit confidential, proprietary information, including personal and other sensitive data.information for both our customers and our own business operations. We have incurred, and expect to continue to incur significant costs to maintain security measures designed to prevent, mitigate, eliminate or alleviate known security vulnerabilities, data theft, data corruption, data loss, unauthorized access, mishandling of customer, employee and other confidential data, computer viruses, ransomware or malicious software programs or code, cyber attacks, including advanced persistent threat intrusions by inside actors or third parties, social engineering attacks (“phishing”) targeting our employees, web application and infrastructure attacks, denial of service, and similar disruptive events (each a "Security Incident"). Security Incidents could result from third-party action, employee, vendor or contractor error or misconduct, malfeasance, and other factors. We use third-party and public-cloud infrastructure providers, such as Microsoft Azure, IBM, Amazon Web Services ("AWS"), and other third-party service providers, and we are dependent on the security measures of those third-parties to protect against Security Incidents. We may experience Security Incidents introduced through the tools and services we use. Our ability to monitor our third-party service providers' data security is limited, and in any event, attackers may be able to circumvent our third-party service providers' data security measures. There have been and may continue to be significant attacks on certain third-party providers, and we cannot guarantee that our or our third-party providers' systems and networks have not been breached, or that they do not contain exploitable defects or bugs that could result in a breach of or disruption to our systems and networks or the systems and networks of third parties that support us and our Platform. The security measures implemented by us and our third-party service providers cannot provide absolute security, and there can be no assurance that such security measures will be effective against current or future security threats.

In the normal course of our business, we experience Security Incidents that, to date, we believe have been typical for a SaaS company of our size. However, despite implementing security measures, there is no guarantee of preventing or mitigating a Security Incident. Cyber attacks have in the past, and may again in the future, impede the performance or our products, penetrate the security of our network, cloud platform and other internal systems, or that of our customers, misappropriate proprietary information and/or cause interruptions to our services. Given the novel and sophisticated ways that hackers and other cyber criminals engage in cyber attacks, it is reasonable to expect that despite the implementation of security measures, our security measures and the security measures of third-party providers on which we rely would not be sufficient to prevent our systems from being compromised. If these measures are breached or are insufficient to prevent or mitigate a cyber attack, whether as a result of third-party action, employee error or misconduct, design or deployment defects, or otherwise, we could experience a Security Incident. Moreover, because the

The scale and number of cyber attacks continue to grow and because techniques used to compromise systems change frequently and may not be recognized until launched or for an extended period of time thereafter,thereafter. These threats continue to evolve in sophistication and volume and are difficult to detect and predict due to advances in electronic warfare techniques, new discoveries in the field of cryptography and new and sophisticated methods used by criminals including phishing, social
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engineering or other illicit acts. Cyber attacks have become more prevalent against SaaS companies generally, have increased as more individuals work remotely, and have increased due to political uncertainty and military actions associated with the war in Ukraine. As a result, we and our third-party service providers are subject to heightened risks of Security Incidents from nation-state actors or other third parties leveraging tools originating from nation-state actors, and potentially expose us to new complex threats. We may be unable to anticipate these techniques or implement adequate preventative or remediation measures in a timely manner, if at all, even when a vulnerability is known. We and theour third-party providers on which we rely may not be able to address such vulnerability prior to experiencing a Security Incident. Our risk is heightened given the increase in remote work due to the COVID-19 pandemic. Additionally, during the ongoing COVID-19 pandemic,

We may incur significant costs and potentially beyond as remote work and resource access expand, there is an increased risk of cybersecurity-related events such as COVID-19 themed phishing attacks, exploitation of any cybersecurity flaws that may exist, an increaseliability in the numberevent of
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cybersecurity threats or attacks, and other security challenges a breach, whether as a result of most ofthird-party action, employee error or misconduct, design or deployment defects, or otherwise. We may also be required to or find it appropriate to expend substantial capital and other resources to remediate or otherwise respond to problems caused by any actual or perceived breaches or Security Incidents. Security Incidents impacting us or our employees and our serviceservices providers continuing to work remotely from non-corporate managed networks.

Security Incidents could result in interruptions, delays, cessation of service and loss of existing or potential customers, as well as loss of confidence in the security of our solutions and services, damage to our reputation, negative impact to our future sales, disruption of our business, increases to our information security costs, unauthorized access to, and theft, loss or disclosure of, our and our customers’ proprietary and confidential information, including personal information, litigation, governmental investigations and enforcement actions, including fines or other actions, increased stock price volatility, significant costs related to indemnity obligations, legal liability and other expenses, and material harm to our business, financial condition, cash flows and results of operations. For example, in the event of a ransomware attack, it could be difficult to recover services that are the subject of the ransomware attack and there can be no guarantee as to the timing or completeness of any such recovery. These costs may include liability for stolen assets or information and repair of system damage that may have been caused, incentives offered to customers or other business partners in an effort to maintain business relationships after a breach, and other costs, expenses and liabilities. We cannot ensure that our commercial insurance will be available or sufficient to compensate us for all costs we may incur as a result of a Security Incident, and if we were to incurmade significant costs,insurance claims, our ability to obtain comparable insurance in the future may be impaired or only available at significantly increased cost.

In the normal course of our business, we experience Security Incidents. We are aware of the widely reported vulnerability in Apache's Log4j software library and have taken steps to mitigate the vulnerability in our systems. However, as with any vulnerability, there can be no assurance that our mitigation will fully prevent a Security Incident exploiting this vulnerability. There can be no assurance that future Security Incidents will not be material to our business operations, financial condition, cash flows, and results of operations.

    Failure to increase business from our customers and sustain our historical renewal rates and pricing could adversely affect our future revenue and operating results.

Many of our existing customers initially purchase one of our software solutions for a specific business segment, or geographic location, or user group within their organization, and over time we partner with them tolater purchase additional solutions and/or add business segments, andother geographic locations within their organization.and seats for additional users. Our subscription agreements are typically for an initial term of three years, and our legacy maintenance and support agreements are typically renewed for annual terms.one to five years. These customers might not choose to renew, to make additional purchasesexpand the scope of our software solutions or to expanduse for their existing software solutions to other business segments. In addition, asor purchase additional software solutions. As we deploy new applications and features for our software solutions or introduce new software solutions, our current customers may not purchase these new offerings. If we fail to generate additional business from our existing customers, our revenue could grow at a slower rate or even decrease.

    We may not accurately predict future customer renewal rates, which can decline or fluctuate as a result of a number of factors, including customers’ level of satisfaction with our services, our ability to continue to regularly add functionality, the reliability (including uptime) of our subscription services, the prices of our services, the actual or perceived information security of our systems and services, mergers and acquisitions of our customers, reductions in our customers’ spending levels, or declines in customer activity as a result of customer bankruptcies, general economic downturns or uncertainty in financial markets, including fluctuations caused by the COVID-19 pandemic.markets. If our customers choose not to renew their subscription maintenance and support agreements with us on favorable terms or at all, our business, operating results, cash flows, and financial condition could be harmed.

If we fail to manage our growth and profit objectives effectively, we may be unable to execute our business plan, maintain high levelsand results of service and operational controls or adequately address competitive challenges.operations will be adversely affected.

Over the past several years, we have experienced, substantialand expect to continue experiencing, growth in our customers headcount and operations. Despite the challenges posed by COVID-19, we expect to continue to expand our customer base, headcount and operations over time. This growth has placed, and future growth will place, a significant strain on our management, general and administrative resources and operational infrastructure. Our success will depend in part on our ability to effectively manage this growth andprofitably while continuing to scale our operations, which is more challenging during the COVID-19 pandemic. To manage this growth, we have andoperations. We will continue to need to improvemanage our cost structure while investing for growth and continually improving our operational and financial management controls, reporting systems and procedures. We also need to ensure that our policies and procedures evolve to reflect our current operations and are appropriately communicated to and observed by employees, and that we continue to appropriately manage our assets.efficiency. Failure to effectively manage growth efficiently could adversely impact our business performance and operating results.

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We depend on third-party data centers, software, data and other unrelated service providers and any disruption from such third-party providers could impair the delivery of our service and negatively affect our business.

Our cloud products are dependent upon third-party hardware, software and cloud hosting vendors, including Microsoft Azure, IBM Softlayer and Amazon Web Services,AWS, all of which must inter-operate for end users to achieve their computing goals. We utilize third-party data center hosting facilities, cloud platform providers and other service providers to host and
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deliver our subscription services as well as for our own business operations. We host our cloud products from data centers in a variety of countries, including the United States, the Netherlands, Ireland, Germany, United Arab Emirates, Australia, Singapore and other countries. While we control and generally have exclusive access to our servers and all of the components of our network that are located in our external data centers, we do not control the operation of these facilities and they are vulnerable to damage or interruption from hurricanes, earthquakes, floods, fires, power loss, telecommunications failures and similar events. They may also be subject to Security Incidents, break-ins, sabotage, intentional acts of vandalism and similar misconduct. Despite our failover capabilities, standard protocols and other precautions, the occurrence of a natural disaster or an act of terrorism, a decision to close the facilities without adequate notice or other unanticipated problems at these facilities could result in lengthy interruptions in our service. In addition, disruptions to the ongoing COVID-19 pandemic could potentially disrupt thehardware supply chain resulting in a delay, potentially lengthy, of hardware necessary to maintain these third-party systems or to run our business.business could impact our service availability and performance. These providers have no obligation to renew their agreements with us on commercially reasonable terms, or at all. If we are unable to renew these agreements on commercially reasonable terms or at all, or if one of our data center operators is acquired, we may be required to transfer our servers and other infrastructure to new data center facilities, and we may incur significant costs and possible service interruption in connection with doing so.

Certain of our applications are essential to our customers’ ability to quote, price, and/or sell their products and services. Interruption in our service may affect the availability, accuracy or timeliness of quotes, pricing or other information and could require us to issue service credits to our customers, damage our reputation, cause our customers to terminate their use of our solutions, require us to indemnify our customers against certain losses, and prevent us from gaining additional business from current or future customers. In addition, certain of our applications require access to our customer’s data which may be held by third parties, some of whom are, or may become, our competitors. For example, many of our travel industry products rely upon access to airline data held by large airline IT providers which compete against certain of our airline products. Certain of these competitors have in the past, and may again in the future, make it difficult for our airline customers to access their data in a timely and/or cost-effective manner.

Any disruption from our third-party data center, software, data or other service providers could impair the delivery of our service and negatively affect our business, damage our reputation, negatively impact our future sales and lead to legal liability and other costs.

Implementation projects involve risks which can negatively impact the effectiveness of our software, resulting in harm to our reputation, business and financial performance.

The implementation of certain of our software solutions involve complex, large-scale projects that require substantial support operations, significant resources and reliance on factors beyond our control. For example, the success of certain of our implementation projects is dependent upon the quality of data used by our software solutions and the commitment of customers’ resources and personnel to the projects. We may not be able to correct or compensate for weaknesses or problems in data, or any lack of our customers’ commitment and investment in personnel and resources. Further, various factors, including our customers’ business, integration, migration and security requirements, or errors by us, our partners, or our customers, may cause implementations to be delayed, inefficient or otherwise unsuccessful. For example, changes in customer requirements, delays, unilateral delay of "go live", or deviations from our recommended best practices occur during implementation projects. As a result, we may incur significant costs in connection with the implementation of our products.products and/or delay revenue recognition of software subscription revenue. Further, some implementations of our projects are carried out by third-party service providers, and we do not have control of such implementations. If we, or a third-party service provider providing the implementation, are unable to successfully manage the implementation of our software solutions, and as a result those products or implementations do not meet customer needs, expectations or timeline, we may become involved in disputes with our customers may be unablecan occur, our ability to sell additional products or secure a renewal of the customer’s subscription is impacted, and our business reputation and financial performance may be significantly harmed. If an implementation project for a large customer or a number of customers is substantially delayed or canceled, our ability to recognize the associated revenue and our operating results could be adversely affected.

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If we fail to manage our cloud operations, we may be subject to liabilities and our reputation and operating results may be adversely affected.

We have experienced substantial growth in the number of customers and data volumes serviced by our cloud infrastructure in recent years. While we have designed our cloud infrastructure to meet the current and anticipated future performance and accessibility needs of our customers, we must manage our cloud operations to handle changes in hardware and software parameters, spikes in customer usage and new versions of our software. We have experienced, and may in the future experience, system disruptions, outages and other cloud infrastructure performance problems. These problems may be caused by a variety of factors, including infrastructure changes, human or software errors, viruses, security attacks (internal or external), fraud, spikes in customer usage, denial of service issues and other Security Incidents. In some instances, we may not be able to identify the cause or causes of these performance problems within an acceptable period of time. Our customer agreements typically provide service level commitments on a monthly basis and for certain of our products we also offer
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response time commitments. If we are unable to meet the stated service level or response time commitments, or if we suffer extended periods of unavailability for our solutions, we may be contractually obligated to issue service credits or refunds to customers for prepaid and unused subscription services, or customers may choose to terminate or not renew contracts. Any extended service outages or other performance problems could also result in damage to our reputation or our customers’ businesses, cause our customers to elect not to renew or to delay or withhold payment to us, loss of future sales, lead to customers making other claims against us that could harm our subscription revenues,revenue, result in an increase in our provision for doubtful accounts,credit losses, increase collection cycles for our accounts receivable or lead to the expense and risk of litigation.

If we fail to protect our intellectual property adequately, our business may be harmed.

Our success and ability to compete depends in part on our ability to protect our intellectual property. We rely upon a combination of trade secrets, confidentiality policies, nondisclosure and other contractual arrangements, and patent, copyright and trademark laws to protect our intellectual property rights. We cannot, however, be certain that steps we take to protect our intellectual property are adequate. In January 2023, the U.S. Federal Trade Commission ("FTC") proposed a sweeping ban on employee non-competition agreements which we have historically utilized with a significant percentage of our employees to enhance the protection of our intellectual property. If the FTC's proposal is issued and upheld, a ban on non-competition agreements would make it more challenging for us to protect our intellectual property and could have a material adverse effect on our business.

We may be required to spend significant resources to protect our intellectual property rights. Litigation brought to protect and enforce our intellectual property rights could be costly, time-consuming and distracting to management and could result in the impairment or loss of portions of our intellectual property. Furthermore, 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. The procurement and enforcement of certain intellectual property rights involves complex legal and factual considerations, and the associated legal standards are not always applied predictably or uniformly, can change, and may not provide adequate remedies. As a result, we may not be able to obtain or adequately enforce our intellectual property rights, and other companies may be better able to develop products that compete with ours. Our failure to secure, protect and enforce our intellectual property rights could adversely affect our brand, competitive business position, business prospects, operating results, cash flows and financial condition.

Our use of third-party software creates dependencies outside of our control.

We use third-party software in our software solutions. If our relations with any of these third parties are impaired, or if we are unable to obtain or develop a replacement for the software, our business could be harmed. The operation of our solutions could be impaired if errors occur in the third-party software that we utilize. It may be more difficult for us to correct any defects in third-party software because the software is not within our control. Accordingly, our business could be adversely affected in the event of any errors in this software. There can be no assurance that these third parties continue to invest the appropriate levels of resources in their products and services to maintain and enhance the capabilities of their software.

We may enter into acquisitions that may be difficult to integrate, fail to achieve our strategic objectives, disrupt our business, dilute stockholder value or divert management attention.

We have completed five acquisitions since 2013, including our recent2021 acquisition of EveryMundo LLC ("EveryMundo"), and we plan to continue to acquire other businesses, technologies and products that we intend to complement or enhance our existing business, solutions, services and technologies. We cannot provide assurance that the acquisitions we have made or may make in the future will provide us with the benefits or achieve the results we anticipated when entering into the transaction(s). Acquisitions are typically accompanied by a number of risks, including:
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difficulties in integrating the operations and personnel of the acquired companies;

difficulties in maintaining acceptable standards, controls, procedures and policies, including integrating financial reporting and operating systems, particularly with respect to foreign and/or public subsidiaries;

disruption of ongoing business and distraction of management;

inability to maintain relationships with customers of the acquired business;

impairment of relationships with employees and customers as a result of any integration of new management and other personnel;

difficulties in incorporating acquired technology and rights into our solutions and services;

unexpected expenses resulting from the acquisition; and
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potential unknown liabilities associated with the acquisition.

We have experienced, and may experience in the future, acquisition integration challenges, including, but not limited to, the issues listed in the bullets above. In addition, we may incur debt, acquisition-related costs and expenses, restructuring charges and write-offs as a result of acquisitions. Acquisitions may also result in goodwill and other intangible assets that are subject to impairment tests, which could result in future impairment charges. In addition, we have in the past, and may in the future, enter into negotiations for acquisitions that are not ultimately consummated. Those negotiations could result in diversion of management time and significant out-of-pocket costs. If we fail to evaluate and execute acquisitions successfully, we may not be able to achieve our anticipated level of growth or profitability, and our business and operating results could be adversely affected.

Catastrophic events may disrupt our operations.

Our headquarters is locatedWe are a global company headquartered in Houston, Texas with significant operations in Sofia, Bulgaria and we conduct businessoperations and personnel located in numerous other domesticU.S. and international locations. We also rely on our network and third-party infrastructure and enterprise applications for our sales, marketing, development, services, operational support and hosted services. A disruption, infiltration or failure of our infrastructure, systems or third-party hosted services in the event of a major hurricane, earthquake, fire, flood or other weather event, power loss, telecommunications failure, software or hardware malfunctions, pandemics, (including the ongoing COVID-19 pandemic), cyber-attack, war, terrorist attack or other catastrophic event that our business continuity and disaster recovery plans do not adequately address, could cause, among other impacts, system interruptions, reputational harm, loss of intellectual property, delays in our product development, lengthy interruptions in our services, breaches of data security and loss of critical data. Any of these events could prevent us from fulfilling our customer obligations or could negatively impact a country or region in which we sell our products, which could in turn decrease that country’s or region’s demand for our products. Even though we carry business interruption insurance and typically have provisions in our contracts that protect us in certain events, we might suffer losses from business interruptions that exceed the coverage under our insurance policies or for which we do not have coverage. Any natural disaster or other catastrophic event could create a negative perception in the marketplace, delay our product innovations, or lead to lengthy interruptions in our services, breaches of data security and losses of critical data, all of which could have an adverse effect on our operating results.

We are a multinational corporation exposed to risks inherent in international operations.

The majority of our revenues are derived from our customers outside the U.S. To date,While the majority of our sales have beenare denominated in U.S. dollars, although the majority of our expenses that we incur in our international operations expenses are denominated in local currencies. To date, we have not used risk management techniques or "hedged" the risks associated with fluctuations in foreign currency exchange rates. Consequently, our results of operations, cash flows, and financial condition, including our revenue and operating margins, can be subject to losses from fluctuations in foreign currency exchange rates, as well as regulatory, political, social and economic developments or instability in the foreign jurisdictions in which we operate. For additional financial information about geographic areas, see Note 19 of the Notes to the Consolidated Financial Statements.

Our operations outside the U.S. are subject to risks inherent in doing business internationally, requiring resources and management attention, and may subject us to new or larger levels of regulatory, economic, foreign currency exchange, tax and political risks, which may be amplified by the COVID-19 pandemic.risks. We have customers in over 60 countries internationally, which we service through our operations in the U.S.,
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Australia, Bulgaria, Canada, Ecuador, France, Germany, Ireland, United Arab Emirates, United Kingdom and Singapore. We expect our international operations to continue to grow. In addition to navigating the challenges related to the ongoing COVID-19 pandemic in foreign jurisdictions, we face other risks with respect to our international operations, including:

economic conditions in various parts of the world, particularlyincluding supply chain and labor market disruptions, from the COVID-19 pandemic;inflation, currency exchange rate fluctuations and recession;

sustained disruption to international travel from the COVID-19 pandemic and variations or mutations thereof as well as any other outbreaks of contagious diseases;

differing labor and employment regulations, especially where labor laws are generally more advantageous to employees as compared to the U.S.;

the difficulty of managing and staffing our international operations and the increased travel, infrastructure and legal compliance costs associated with multiple international locations;

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unexpected changes in regulatory requirements, including changes in laws governing the geolocation or flow of data across international borders;

less favorable intellectual property laws;

new and different sources of competition;

compliance with multiple, conflicting, ambiguous or evolving governmental laws and regulations, including privacy, anti-corruption, import/export, antitrust and industry-specific laws and regulations and our ability to identify and respond timely to compliance issues when they occur;

vetting and monitoring our third-party business partners in new and evolving markets to confirm they maintain standards consistent with our brand and reputation;

multiple, conflicting and changing tax laws and regulations that may affect both our international and domestic tax liabilities and result in increased complexity and costs;less favorable intellectual property laws;

availability of sufficient network connectivity required for certain of our products; and

difficulties in enforcing contracts and collecting accounts receivable, especially in developing countries; and

tariffs and trade barriers, data sovereignty, import and export controls and other regulatory or contractual limitations on our ability to sell or develop our solutions in certain foreign markets.countries.

If we continue to expand our business globally, our success will depend, in large part, on our ability to anticipate and effectively manage these and other risks associated with our international operations. Our failure to manage any of these risks successfully could harm our international operations and reduce our international sales, adversely affecting our business, operating results, financial condition and financial condition.cash flows.

Market and Competition Risks

Any downturn in sales to our target markets could adversely affect our operating results.

Our success is highly dependent upon our ability to sell our software solutions to customers in our target industries, including automotive and industrial manufacturing, transportation and logistics, chemicals and energy, food and beverage, healthcare, high tech and travel. If we are unable to sell our software solutions effectively to customers in these industries, we may not be able to grow our business. For example, COVID-19 hasthe pandemic had a dramatic adverse impact on the travel industry. While the airline industry is recovering as travel restrictions are lifted, the airline and the timing and pace of recovery is unpredictable as further described above.rental car industries, for example, continue to face various operational challenges which can limit their ability to engage with us on our solutions.

We have historically been subject to lengthy sales cycles, and delays or failures to complete sales may harm our business and cause our revenue, operating income, and cash flows to decline in the future.

Our sales cycles may take a month to over a year for large enterprise customers. A large enterprise customer’s decision to use our solutions typically involves a number of internal approvals, and sales to those prospective customers generally require us to provide greater levels of education about the benefits and features of our solutions. We expend substantial resources during our sales cycles with no assurance that a sale may ultimately result. The length of each individual sales cycle depends on many factors, a number of which we cannot control, including the prospective customer's internal evaluation and approval process requirements, as well as the prospective customer's budget and/or resource constraints. In addition, as a result of the ongoing COVID-19 pandemic, many local governments as well as enterprises have limited travel and in-person meetings and implemented other restrictions making the sales process more lengthy and difficult, particularly for new customers. Any unexpected lengthening of the sales cycle or failure to secure anticipated orders could negatively affect our revenue. Any significant failure to generate sales after incurring costs related to our sales process could also have a material adverse effect on our business, financial condition, cash flows and results of operations.
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If we fail to develop or acquire new functionality and software solutions, we may not be able to grow our business and it could be harmed.

If we are unable to provide enhancements and new features for our existing software solutions or new solutions that achieve market acceptance or to integrate technology, products and services that we acquire into our platform,Platform, our business,
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revenues and other operating results could be significantly adversely affected. The success of enhancements, new features and modules depends on several factors, including the timely completion, introduction and market acceptance of the enhancements or new features or modules. We have experienced, and may in the future experience, delays in the planned release dates of enhancements to our platform,Platform, and we have discovered, and may in the future discover, errors in new releases after their introduction. Either situation could result in adverse publicity, loss of sales, delay in market acceptance of our platform,Platform, or customer claims, including, among other things, warranty claims against us, any of which could cause us to lose existing customers or affect our ability to attract new customers. Furthermore, because our software solutions are intended to interoperate with a variety of third-party enterprise software solutions, we must continue to modify and enhance our software to keep pace with changes in such solutions. Any inability of our software to operate effectively with third-party software necessary to provide effective solutions to our customers could reduce the demand for our software solutions, result in customer dissatisfaction and limit our financial performance.

The markets in which we participate are intensely competitive, and if we do not compete effectively, our operating results could be harmed.

The markets for enterprise software applications for CPQ, pricing optimization and management, airline revenue optimization, airline distribution and retail, and digital offer marketing are competitive, fragmented and rapidly evolving. We expect additional competition from other established and emerging companies as the markets in which we compete continue to develop and expand, as well as through industry consolidation, including through a merger or partnership of two or more of our competitors or the acquisition of a competitor by a larger company. Some of our current and potential competitors may have larger installed bases of users, longer operating histories, broader distribution, greater name recognition, and have significantly greater resources than we have. As a result, these companies may be able to respond more quickly to new or emerging technologies and changes in customer demands, and devote greater resources to the development, promotion and sale of their products.

Competition could seriously impede our ability to sell our software solutions and services on terms favorable to us.us or at all. Our current and potential competitors may develop and market new technologies that render our existing or future solutions obsolete, unmarketable or less competitive. In addition, if these competitors develop solutions with similar or superior functionality to our solutions, or if they offer solutions with similar functionality at substantially lower prices than our solutions, we may need to decrease the prices for our solutions in order to remain competitive. In addition, our competitors have and may in the future, offer their products and services at a lower price, or particularly during the ongoing COVID-19 pandemic, offer price concessions, delay payment terms, or provide financing or other terms and conditions that are more enticing to potential customers. If we are unable to maintain our current pricing due to competitive pressures, our margins could be reduced and our operating results could be adversely affected. If we do not compete successfully against current or future competitors, competitive pressures could materially and adversely affect our business, financial condition, cash flows and operating results.

We focus primarily on CPQ, pricing optimization and management, airline revenue optimization, airline distribution and retail, and digital offer marketing software and if the markets for these software solutions develop more slowly than we expect or if we fail to capitalize on the market opportunity, our business could be harmed.

We derive most of our revenue from providing our software solutions for CPQ, pricing optimization and management, airline revenue optimization, airline distribution and retail, and digital offer marketing, as well as providing implementation services and ongoing customer support. These markets are evolving rapidly, and it is uncertain whether software for these markets will achieve and sustain high levels of demand. Our success depends on the willingness of businesses in our target markets to use the types of solutions we offer and our ability to capture share in these markets. Some businesses may be reluctant or unwilling to implement such software for a number of reasons, including failure to understand the potential returns of improving their processes, lack of knowledge about the potential benefits that such software may provide, or reluctance to change existing internal processes. Some businesses may elect to improve their sales and pricing processes through solutions obtained from their existing enterprise software providers, whose solutions are designed principally to address functional areas other than what our solutions provide. If businesses do not embrace the benefits of vendor software solutions in the areas in which we focus, then these markets may not continue to develop or may develop more slowly than we expect, either of which would significantly and adversely affect our revenue, operating results, and cash flows.

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Human Capital Risks

If we cannot maintain our corporate culture, we could lose the innovation, teamwork and passion that we believe contribute to our success, and our business may be harmed.

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We believe that a critical component of our success has been our corporate culture, and we invest substantial time and resources in building and maintaining our culture and developing our personnel; however, as we continue to scale our business both organically and through potential acquisitions, it may be increasingly difficult to maintain our culture. Moreover, our shift to a hybrid work environment requires significant action to preserve our culture with many employees primarily working remotely and facing unique personal and professional challenges. While we have implemented many wellness, development and supportive programs for our workforce, the dramatic shift to a hybrid work environment during and following the COVID-19 pandemic presents unprecedented risks to our culture. Any failure to preserve our culture could negatively affect our future success, including our ability to retain and recruit personnel and to effectively pursue our strategic objectives.

If we lose key members of our management team or sales, development or operations personnel, or are unable to attract and retain employees. our business could be harmed.

Our future success depends upon the performance and service of our executive officers and other key personnel. From time to time, there may be changes in our executive management team and to other key employee roles resulting from organizational changes or the hiring or departure of executives or other employees, which could have a serious adverse effect on our business and operating results. For example, our Chief Technology Officer stepped down from his role in late 2021 as part of his planned retirement from the Company, and we recently announced the elimination of the Chief Operating Officer role. If key personnel become ill dueleave our company or are unable to the ongoing COVID-19 pandemic,perform their duties, we may not be able to manage our business effectively and, as a result, our business and operating results could be harmed.

Our future success depends on our ability to continue to timely identify, attract and retain highly qualified personnel, including data scientists, software developers and implementation personnel, and there can be no assurance that we will be able to do so. Competition for qualified personnel is intense, particularly for technical talent in certain markets, and is exacerbated by COVID-19's impact ontight labor market conditions. We compete for talent with other companies that have greater resources, in large part, based on our culture and overall employee experience. With the wide market acceptance of and increase in remote work, we have experienced increased direct competition for talent, often from larger companies taking advantage of lower cost talent markets. Employee turnover creates a variety of risks including time, costs and resources required to recruit and train new employees to learn our business. The flexibility of our hybrid work approach provides us with access to greater talent pools and contributes to our hiring and retaining competitiveness but also brings costs and risks, including employment, tax, insurance and compliance risks. If we are unable to attract and retain our key employees, we may not be able to achieve our objectives, and our business could be harmed.

Failure to adequately expand and train our direct and indirect sales force may impede our growth.

To date, substantially all of our revenue has been attributable to the efforts of our direct sales force. We believe that our future growth will depend, to a significant extent, on the continued development of our direct sales force, and our sales team's ability to manage and retain our existing customer base, expand our sales to existing customers and obtain new customers. Our ability to achieve significant revenue growth in the future will depend, in large part, on our success in recruiting, training and retaining a sufficient number of direct sales personnel. Due toWe manage the staffing levels of our direct sales force against a varietynumber of factors, including performance management, natural attrition, quality of our enablement and training program as well as competition for talent and the impact of COVID-19, we experienced significant turnover in 2021 to our direct sales force. talent. New sales hires require significant training and often take a number of months before becoming fully productive, if at all. If we are unable to continuously recruit, develop or retain sufficient numbers of productive direct sales personnel, our growth may be impeded.

In addition to our direct sales force, we have developed, and expect to expand, our indirect sales force via channel partners, such as management consulting firms, systems integrators and other resellers, to market, sell and/or implement our solutions. We anticipate thatWhile we have invested to establish channel partners will become an increasingly important driverto drive sales growth, to date substantially all of our revenue generation has been attributable to our direct sales growth. We expect to invest significant resources to identify, establish, train and retain successful strategic partner relationships. force. If we are unable to establish and maintain ourproductive partner relationships, or otherwise develop and expand our indirect distribution channel, our sales growth rates may be limited.

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Regulatory, Compliance and Litigation Risks

Increasing regulatory focusEvolving global laws, regulations and standards on privacy and data privacy, cyber security, restrictions on cross-border data transfers, and data localization issues and expanding lawsrequirements impact our business and expose us to increased liability.

Personal privacy, data localization and data security continue to be significant issues in the United States, Europe and many other jurisdictions. We provide our cloud software solutions globally, including in countries that have, or may adopt in the future, stringent data privacy, cyber security or data localization laws and regulations. These laws and regulations may be
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inconsistent across jurisdictions and are subject to evolving and differing (sometimes conflicting) interpretations. Government officials and regulators, privacy advocates and class action attorneys continue to increasingly scrutinize how companies collect, process, use, store, share and transmit personal data. This increased scrutiny may result in new interpretations of existing laws, thereby further impacting our business. International laws such as the EU’s General Data Protection Regulation (“GDPR”), as well as emerging and evolving state laws in the United States, such as the California Consumer Protection Act, the California Privacy Rights Act, the Virginia Consumer Data Protection Act, the Colorado Privacy Act, the Connecticut Data Privacy Act, and the ColoradoUtah Consumer Privacy Act, could create new compliance obligations and expand the scope of potential liability, either jointly or severally with our customers and suppliers. Although we have implemented measures designed to comply with applicable requirements, the dynamic nature of these laws and regulations, as well as their interpretation by regulators and courts, may affect our ability to implement our business models effectively. In addition, our ongoing efforts to comply with these laws and regulations entail substantial expenses and may divert resources from other initiatives. For example, if we establish systems and processes to host and access European customer data solely in Europe, our costs and operational risks could increase. Changes in these laws and regulations have in the past increased, and may continue to increase, the cost of providing our products and services, could limit us from offering certain solutionssolutions in certain jurisdictions, could adversely affect our sales cycles, and could impact our new technology innovation. In addition, our cloud software solutions store data on behalf of our customers, and if our customers fail to comply with contractual obligations or applicable laws and regulations, such non-compliance could result in litigation or reputational harm to us. Any perceived inability to adequately address privacy, data localization or cyber security compliance or to comply with more complex and numerous laws and regulations, even if unfounded, could result in liability to us and indemnification obligations, damage our reputation, inhibit sales of our solutions or harm our business, financial condition, and results of operations.operations and cash flows.

Further, we are subject to evolving laws and regulations that dictate whether, how, and under what circumstances we can transfer, process and receive personal data. The EU-U.S. and the Swiss-U.S. Privacy Shield frameworks that previously allowed U.S. companies that self-certify to the U.S. Department of Commerce and publicly commit to comply with specified requirements to import personal data from the EU and Switzerland have been invalidated byFor example, in 2020, the Court of Justice of the European Union ("CJEU"(“CJEU”). invalidated the EU-U.S. and the Swiss-U.S. Privacy Shield frameworks as a basis for transfers of personal data from the EU and Switzerland to the United States. While we have historically relied on Standard Contractual Clauses ("SCCs") for such transfers and the CJEU has upheld SCCs as a valid transfer mechanism, provided those SCCs meet certain requirements, the CJEU rulings make clear that these transfer mechanisms will be subject to additional and ongoing scrutiny. On June 4, 2021,The European Commission has published revised SCCs for data transfers from the European Commission published new SCCs for this purpose,Economic Area (“EEA”), and we are adaptinghave adapted our existing contractual arrangements to meet these new requirements.

In early 2022, the EU and U.S. announced that they had reached an agreement in principle on a new Trans-Atlantic Data Privacy Framework, which will be translated into legal documents to be adopted in the EU and U.S. to provide a renewed basis for transatlantic data transfers. In December 2022, the European Commission issued a draft adequacy decision concluding that the Trans-Atlantic Data Privacy Framework provides an adequate level of protection for personal data transferred from EU to U.S. companies. The framework is subject to additional approval steps, and if it is not adopted we may be unable to continue to rely on SCCs or rely upon other alternative means of data transfers from the EU to the U.S.

The validity of data transfer mechanisms in both Europe and the U.S. remain subject to legal, regulatory and political developments in both Europe and the U.S. Recent recommendations from the European Data Protection Board, decisions from supervisory authorities, recent proposals for reform of the data transfer mechanisms for transfers of personal data outside the United Kingdom,U.K., and potential invalidation of other data transfer mechanisms, which, together with increased enforcement action from supervisory authorities in relation to cross-border transfers of personal data, could have a significant adverse effect on our ability to process and transfer personal data outside of the European Economic AreaEEA and the United Kingdom.U.K. If other jurisdictions implement restrictive regulations for cross-border data transfers (or do not permit data to leave the country of origin), such developments could adversely impact our business, financial condition, cash flows, and results of operations in those jurisdictions.

Any unauthorized, and potentially improper, actions of our personnel could adversely affect our business, operating results, cash flows, and financial condition.

The recognition of our revenue depends on, among other things, the terms negotiated in our contracts with our customers. Our personnel may act outside of their authority and negotiate additional terms without our knowledge. We have
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implemented policies to help prevent and discourage such conduct, but there can be no assurance that such policies will be followed. For instance, in the event that our sales personnel negotiate terms that do not appear in the contract and of which we are unaware, whether such additional terms are written or verbal, we could be prevented from recognizing revenue in accordance with our plans. Furthermore, depending on when we learn of unauthorized actions and the size of the transactions involved, we may have to restate revenue for a previously reported period, which could seriously harm our business, operating results, cash flows, financial condition and reputation with current and potential customers and investors.

Intellectual property litigation and infringement claims may cause us to incur significant expense or prevent us from selling our software solutions.

Our industry is characterized by the existence of a large number of patents, trademarks and copyrights, and by litigation based on allegations of infringement or other violations of intellectual property rights. A third-party may assert that our technology violates its intellectual property rights, or we may become the subject of a material intellectual property dispute. Selling improvement (including CPQ), pricing, airline revenue optimization (including revenue management) and airline eCommerce (including shopping, merchandising and retail, and digital offer marketing) solutions may become increasingly subject to infringement claims as the number of such commercially available solutions increases and the functionality of these solutions overlaps. In addition, changes in patent laws in the U.S. may affect the scope, strength and
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enforceability of our patent rights or the nature of proceedings which may be brought by us related to our patent rights. Future litigation may involve patent holding companies or other adverse patent owners who have no relevant product revenue and against whom our own potential patents may therefore provide little or no deterrence. Regardless of the merit of any particular claim that our technology violates the intellectual property rights of others, responding to such claims may require us to:

incur substantial expenses and expend significant management efforts to defend such claims;

pay damages, potentially including treble damages, if we are found to have willfully infringed such parties’ patents or copyrights;

cease making, selling or using products that are alleged to incorporate the intellectual property of others;

distract management and other key personnel from performing their duties for us;

enter into potentially unfavorable royalty or license agreements in order to obtain the right to use necessary technologies; and

expend additional development resources to redesign our solutions.

Any licenses required as a result of litigation under any patent may not be made available on commercially acceptable terms, if at all. In addition, some licenses may be nonexclusive, and therefore our competitors may have access to the same technology licensed to us. If we fail to obtain a required license or are unable to design around a patent, we may be unable to effectively develop or market our solutions, which could limit our ability to generate revenue or maintain profitability.

Our contract terms generally obligate us to indemnify and hold our customers harmless from certain costs arising from third-party claims brought against our customers alleging that the use of our solutions infringe intellectual property rights of others. If we are unable to resolve our legal obligations by settling or paying an infringement claim, we may be required to compensate our customers.

Our use of open source software may subject our software solutions to general release or re-engineering.

We use open source software in our solutions. From time to time, there have been claims challenging the ownership of open source software against companies that incorporate open source software into their products. As a result, we could be subject to lawsuits by parties claiming ownership of what we believe to be open source software. Some open source licenses contain requirements that we make available source code for modifications or derivative works we create based upon the open source software and that we license such modifications or derivative works under the terms of a particular open source license or other license granting third parties certain rights of further use. If we combine our proprietary software solutions with open source software in a certain manner, we could, under certain of the open source licenses, be required to release the source code of our proprietary software solutions. In addition to risks related to license requirements, usage 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 origin of the software. In addition, open source license terms may be ambiguous and many of the risks associated with usage of open source cannot be eliminated, and could, if not properly addressed, negatively affect our business. If we were
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found to have inappropriately used open source software, we may be required to seek licenses from third parties in order to continue offering our software, to re-engineer our solutions, to discontinue the sale of our solutions in the event re-engineering cannot be accomplished on a timely basis or take other remedial action that may divert resources away from our development efforts, any of which could adversely affect our business, operating results, cash flows, and financial condition.

Defects or errors in our software solutions could harm our reputation, impair our ability to sell our solutions and result in significant costs to us.

Our software solutions are complex and may contain undetected defects or errors. Several of our solutions have recently been developed and may therefore be more likely to contain undetected defects or errors. In addition, we frequently develop enhancements to our software solutions that may contain defects. We have not suffered significant harm from any defects or errors to date. We have in the past issued, and may in the future need to issue, corrective releases of our solutions to correct defects or errors. The occurrence of any defects or errors could result in:

delayed market acceptance and lost sales of our software solutions;

delays in payment to us by customers;
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damage to our reputation;

diversion of our resources;

legal claims, including product liability claims, against us;

increased maintenance and support expenses; and

increased insurance costs.

Our agreements with our customers typically contain provisions designed to limit our liability for defects and errors in our software solutions and damages relating to such defects and errors, but these provisions may not be enforced by a court or otherwise effectively protect us from legal claims. Our liability insurance may not be adequate to cover all of the costs resulting from these legal claims. Moreover, we cannot provide assurance that our current liability insurance coverage would continue to be available on acceptable terms. In addition, the insurer may deny coverage on any future claims. The successful assertion against us of one or more large claims that exceeds available insurance coverage, or the occurrence of changes in our insurance policies, including premium increases or the imposition of large deductible or co-insurance requirements, could have a material adverse effect on our business and operating results. Furthermore, even if we prevail in any litigation, we are likely to incur substantial costs and our management’s attention may be diverted from our operations.

Business Model and Capital Structure Risks

We have experienced losses since we transitioned to a cloud strategy in 2015, the COVID-19 pandemic has extended our timeline to profitability, and we may continue to incur losses for longer than we expect.

We expect our expenses to continue to exceed our revenues in the near term as we continue to make investments as part of our cloud strategy, particularly in new product development, sales, marketing, security, privacy and cloud operations. In addition, the impact of COVID-19 on our business contributed to our losses over the past twothree years and extended our timeline of achieving profitability. OurWhile we are making progress towards delivering free cash flow in 2023 and profitable operations on an adjusted EBITDA basis, our ability to return to profitability depends on our ability to: continue to drive subscription sales, enhance our existing products and develop new products, scale our sales and marketing and product development organizations, successfully execute our marketing and sales strategies, renew our subscription agreements with existing customers, and manage our expenses. If we are not able to execute on these actions, our business may not grow as we anticipate, our operating results could be adversely affected and we maywill continue to incur net losses in the future. Additionally, our new initiatives may not generate sufficient revenue and cash flows to recoup our investments in them. If any of these events were to occur, it could adversely affect our business, results of operations, financial condition and financial condition.cash flows.

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We incurred indebtedness by issuing convertible notes, and our debt repayment obligations may adversely affect our financial condition and cash flows in the future.

In September 2020, we issued $150.0 million principal amount of 2.25% convertible senior notes ("2027 Notes") due September 15, 2027, unless earlier redeemed, purchased or converted in accordance with their terms prior to such date. Interest is payable semi-annually in arrears on March 15 and September 15 of each year. As of December 31, 2021,2022, the entire $150.0 million of aggregate principal amount of 2027 Notes are outstanding.

In May 2019, we issued $143.8 million principal amount of 1.0% convertible senior notes ("2024 Notes" and together with the 2027 Notes, the "Notes") due May 15, 2024, unless earlier redeemed, purchased or converted in accordance with their terms prior to such date. Interest is payable semi-annually in arrears on May 15 and November 15 of each year. As of December 31, 2021,2022, the entire $143.8 million of aggregate principal amount of 2024 Notes are outstanding.

Our indebtedness could have important consequences because it may impair our ability to obtain additional financing in the future for working capital, capital expenditures, acquisitions and general corporate or other purposes. Our ability to meet our debt obligations will depend on our future performance, which will be affected by financial, business, economic, regulatory and other factors. We cannot control many of these factors. Our future operations may not generate sufficient cash to enable us to repay our debt. If we fail to comply with any covenants contained in the agreements governing any of our debt, or make a payment on any of our debt when due, we could be in default on such debt, which could, in turn, result in such debt and our other indebtedness becoming immediately payable in full. If we are at any time unable to pay our indebtedness when due, we may be required to renegotiate the terms of the indebtedness, seek to refinance all or a portion of the indebtedness, and/or obtain additional financing. There can be no assurance that, in the future, we will be able to successfully renegotiate such terms, that
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any such refinancing would be possible or that any additional financing could be obtained on terms that are favorable or acceptable to us.

Our quarterly results may vary and may not fully reflect the performance of our business.

We generally recognize revenue from customers ratably over the terms of their subscription agreements. As a result, most of the revenue we report in each quarter is the result of agreements entered into during prior quarters. The lag between entering into a contract and recognizing subscription revenue can be extended with some of our travel products. Consequently, a decline in new or renewed subscriptions in any quarter may not be reflected in our revenue for that quarter, but will negatively affect our revenue in future quarters. Accordingly, the effect of significant downturns in sales, our failure to achieve our internal sales targets, a decline in the market demand of our services or decreases in our retention rate may not be fully reflected in our operating results until future periods. For example, the effect of the COVID-19 pandemic may not be fully reflected in our results of operations until future periods. Our subscription model also makes it difficult for us to rapidly increase our revenue through additional sales in any period, as subscription revenue from additional sales must be recognized over the applicable subscription term. We may be unable to timely adjust our cost structure to reflect changes in revenues. In addition, a significant majority of our costs are expensed as incurred, while subscription revenues are recognized over the term of the customer agreement. As a result, increased sales growth could result in our recognition of more costs than revenues in the earlier periods of the terms of our agreements. In addition, we expect to continue to experience some seasonal variations in our cash flows from operating activities, including, as a result of the timing of payment of payroll taxes, performance bonuses to our employees and costs associated with annual company-wide events, each of which have historically been highest in our first fiscal quarter. Therefore, the results of any prior quarterly periods should not be relied upon as an indication of our future operating performance.

If we fail to migrate customers with on-premises software licenses to our latest cloud software solutions, our future revenue may be limited and our costs to provide support to those customers may increase.

Customers with on-premises licenses forWe have notified our legacy on-premises customers that we will be discontinuing maintenance for most of our legacy on-premises software at the end of 2023. These customers will need to migrate to our current cloud solutions to continue to be supported and take advantage of our latest features, functionality and security which are only available via the PROS cloud. When considering whether to migrate, these customers may evaluate alternative solutions due to the additional change in management and implementation costs associated with migrating to cloud-based applications. When on-premises software customers delay or decline to migrate to our cloud solutions, our internal development and customer support teams find it increasingly difficult and costly to support a declining number of on-premises customers. In addition, if our legacy on-premises license customers delay or decline to migrate to our cloud solutions, choose alternative solutions or otherwise choose to not continue doing business with us by, for example, canceling maintenance, our future revenue will be affected.

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If our goodwill or amortizable intangible assets become impaired, we could be required to record a significant charge to earnings.

Under GAAP, we review our goodwill and amortizable intangible assets for impairment when events or changes in circumstances indicate the carrying value may not be recoverable. GAAP requires us to test for goodwill impairment at least annually. Factors that may be considered a change in circumstances indicating that the carrying value of our goodwill or amortizable intangible assets may not be recoverable include declines in stock price, market capitalization or cash flows and slower growth rates in our industry. We could be required to record a significant charge to earnings in our financial statements during the period in which any impairment of our goodwill or amortizable intangible assets were determined, negatively impacting our results of operations.

Risks relating to Ownership of our Common Stock

Market volatility may affect our stock price and the value of your investment.

The market price for our common stock, and the software industry generally, has been and is likely to continue to be volatile. Volatility could make it difficult to trade shares of our common stock at predictable prices or times. Many factors could cause the market price of our common stock to be volatile, including the following:

variations in our quarterly or annual operating results;

decreases in market valuations of comparable companies;

fluctuations in stock market prices and volumes;

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decreases in financial estimates by equity research analysts;

announcements by our competitors of significant contracts, new solutions or enhancements, acquisitions, distribution partnerships, joint ventures or capital commitments;

departure of key personnel;

changes in governmental regulations and standards affecting the software industry and our software solutions;

conversion of convertible notes into equity or sales of common stock or other securities by us in the future;

damages, settlements, legal fees and other costs related to litigation, claims and other contingencies;

U.S. and global economic conditions; and

other risks described elsewhere in this section.

In the past, securities class action litigation often has been initiated against a company following a period of volatility in the market price of the company’s securities. If class action litigation is initiated against us, we may incur substantial costs and our management’s attention could be diverted from our operations. All of these factors could cause the market price of our stock to decline, and you may lose some or all of your investment.

Our directors, executive officers, and certain significant stockholders hold a significant portion of our outstanding shares.

At December 31, 2021, our directors and executive officers collectively control approximately 10% of our issued and outstanding common shares, and together with certain significant stockholders, including investment funds associated with Brown Capital Management, LLC, Vanguard Group Inc., BlackRock, Inc., Conestoga Capital Advisors, LLC, Fred Alger Management, LLC and RGM Capital, LLC, control approximately 63% of our issued and outstanding common shares. In the event that these stockholders each independently decided to vote for or against matters requiring stockholder approval, they could influence such matters in ways that may not align with your specific interests as a stockholder, including the election of directors and approval of significant corporate transactions. This concentration of ownership could affect the market price of our shares if there is a sale by this group of stockholders, and could also have the effect of delaying or preventing a change in control of us even if such change of control could be beneficial to you as a stockholder.

Anti-takeover provisions in our Certificate of Incorporation and Bylaws and under Delaware law could make an acquisition of us more difficult and may prevent attempts by our stockholders to replace or remove our current management.

Our Certificate of Incorporation and Bylaws and Section 203 of the Delaware General Corporation Law contain provisions that might enable our management to resist a takeover of our company. These provisions include the following:

the division of our board of directors into three classes to be elected on a staggered basis, one class each year;

a prohibition on actions by written consent of our stockholders;

the elimination of the right of stockholders to call a special meeting of stockholders;

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a requirement that stockholders provide advance notice of any stockholder nominations of directors or any proposal of new business to be considered at any meeting of stockholders;

a requirement that a supermajoritysuper majority vote be obtained to amend or repeal certain provisions of our certificate of incorporation; and

the ability of our board of directors to issue preferred stock without stockholder approval.

In addition, because we are incorporated in Delaware, we are governed by the provisions of Section 203 of the Delaware General Corporation Law, which limits the ability of stockholders owning in excess of 15% of our outstanding voting stock to merge or combine with us. Although we believe these provisions collectively provide for an opportunity to obtain higher bids by requiring potential acquirorsacquirers to negotiate with our board of directors, they would apply even if an offer were
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considered beneficial by some stockholders. In addition, 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, which is responsible for appointing the members of our management.

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

We do not currently anticipate paying any cash dividends on our common stock in the foreseeable future. We currently anticipate that we will retain all of our available cash, if any, for use as working capital, repayment of debt and for other general corporate purposes. Consequently, stockholders must rely on sales of their common stock after price appreciation as the only way to realize any future gains on their investment.
Item 1B. Unresolved Staff Comments

    None.

Item 2. Properties
Our headquarters is located in Houston, Texas, where we lease approximatelyapproximately 118,000 square feet of office space.space. We also lease a number of smaller regional offices. We believe our existing facilities are sufficient for our current needs, particularly as we have pivoted to a hybrid workforce.
Item 3. Legal Proceedings

In the ordinary course of our business, we may be involved in various legal proceedings and claims. The outcomes of these matters are inherently unpredictable. We are not currently involved in any outstanding litigation that we believe, individually or in the aggregate, will have a material adverse effect on our business, results of operations or financial condition.

Item 4. Mine Safety Disclosures
Not applicable.
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Part II
Item 5. Market for Registrant’s Common Equity, Related Stockholders Matters and Issuer Purchases of Equity Securities

Market Information, Holders and Dividends

Our common stock is listed on the NYSE under the symbol "PRO". On February 10, 20229, 2023 there were 4337 stock stockholdersholders of record of our common stock. Since 2007, we have not declared or paid any dividends on our common stock. We currently expect to retain all remaining available funds and any future earnings for use in the operation and development of our business. Accordingly, we do not anticipate declaring or paying cash dividends on our common stock in the foreseeable future.

Performance Graph

The following shall not be deemed "soliciting material" or "filed" with the SEC, or incorporated by reference into any future filing under the Securities Act or Exchange Act, except to the extent that we specifically incorporate it by reference into such filing.

The graph below presents a five-year comparison of the relative investment performance of our common stock, the Standard & Poor’s 500 Stock Index ("S&P 500"), and the Russell 2000 Index for the period commencing on December 31, 2016,2017, and ending December 31, 2021.2022. The graph is not meant to be an indication of our future performance.
pro-20211231_g2.jpgpro-20221231_g2.jpg
(1)The graph assumes that $100 was invested on December 31, 20162017 in our common stock, the S&P 500 and the Russell 2000 Index and further assumes all dividends were reinvested. No cash dividends have been paid on our common stock for the periods presented above.
Company/IndexCompany/Index12/31/201612/31/201712/31/201812/31/201912/31/202012/31/2021Company/Index12/31/201712/31/201812/31/201912/31/202012/31/202112/31/2022
PROPRO$100.00 $122.91 $145.91 $278.44 $235.92 $160.27 PRO$100.00 $118.71 $226.54 $191.95 $130.40 $91.72 
S&P 500S&P 500$100.00 $119.42 $111.97 $144.31 $167.77 $212.89 S&P 500$100.00 $93.76 $120.84 $140.49 $178.27 $143.61 
Russell 2000 IndexRussell 2000 Index$100.00 $113.14 $99.37 $122.94 $145.52 $165.45 Russell 2000 Index$100.00 $87.82 $108.66 $128.61 $146.23 $114.70 

Issuer Purchase of Equity Securities

On August 25, 2008, we announced that the Board of Directors authorized a stock repurchase program for the purchase of up to $15.0 million of our common stock. Under the Board-approved repurchase program, share purchases may be made from time to time in the open market or through privately negotiated transactions depending on market conditions, share price, trading volume and other factors, and such purchases, if any, will be made in accordance with applicable insider trading and other securities laws and regulations. These repurchases may be commenced or suspended at any time or from time to time without prior notice.

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During 2021,2022, we did not make any purchases of our common stock under this program. As of December 31, 2021,2022, $10.0 million remains available under the stock repurchase program.

Recent Sales of Unregistered Securities

There were no unregistered sales of equity securities for the year ended December 31, 2021.2022.
Item 6. Reserved


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Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations
Executive Summary

In 2021,2022, we continued to grow our subscription revenue by enabling our customers to leverage our AI-driven solutions to help them compete in the digital economy, and improved our cash metrics while managing the continuing impact of the COVID-19 pandemic. For the year ended December 31, 2021,our subscription revenue grew by 4% as we experienced improved gross revenue retention rates, subscription bookings consistent with 2020 levels and some customer project delays. Other notablebusiness towards profitability during a challenging macroeconomic environment. Notable items for 20212022 included:
subscription revenue accounted for 71% ofincreased 15% and total revenue;revenue increased 10% as compared to prior year as our subscription bookings improved;
gross revenue retention rates remained above 93% during the trailing twelve months ended December 31, 2022; and
recurring revenue, which consists of subscription and maintenance and support revenue, accounted for 85%84% of our total revenue;
annual recurring revenue ("ARR") on a constant currency basis was $229.2 million as of December 31, 2021, up 9% year-over-year;
we were designated as a Great Place to Work® company for the second year in a row; and
we acquired EveryMundo, a digital offer marketing pioneer that enables brands to broaden their digital reach and deepen customer engagement.revenue.

Our 2020 new customer subscription bookings impacted 2021 subscription revenue, as there is a lag between subscription bookings and the revenue recognized on those subscription bookings. While our gross revenue retention rates continued to improve throughout 2021 and were over 93% for the year ended December 31, 2021, our new customer bookings were consistent with 2020 levels due to several factors. The ongoing disruption of COVID-19 led to continued unpredictability and inconsistency in our prospective customer purchasing decisions, including in the airline industry where certain technology investments were not prioritized as airlines focused on operational recovery. We also noted continued strong competition and pricing pressure in several of our markets. Recently, we have flattened our go-to-market organization to drive greater speed into our business and more consistent execution.Key Performance Metrics

    ARR is one of ourWe regularly review the following key performance metrics to assess the health and trajectory of our overall business. ARR,business:

ARR. Annual recurring revenue ("ARR"), a non-GAAP financial measure, is defined, as of a specific date, as contracted recurring revenue, including contracts with a future start date, together with annualized overage fees incurred above contracted minimum transactions, and excluding perpetual and term license agreements recognized as license revenueagreements. Subscription ARR is calculated in accordance with GAAP.the same manner, but excludes maintenance and support ARR. ARR should be viewed independently of revenue, deferred revenue and other GAAP measures, and is not intended to be combined with any of these items. We adjust our reported ARR on an annual basis to reflect any material exchange rate changes. Our constant currency ARR is based on the actual currency rates set at the startbeginning of the year and held constant throughout the year, and theyear. The same rates are used to measure both 20212022 and 20202021 ARR. Total ARR on a constant currency basis as of December 31, 20212022 was $229.2$247.5 million, up from $209.7$226.7 million as of December 31, 2020,2021, an increase of 9%. Total ARR on an as reported basis as of December 31, 20212022 was $226.7$245.3 million, or approximately $2.5$2.2 million lower than our constant currency ARR. Subscription ARR on a constant currency basis as of December 31, 2022 was $229.0 million, up from $195.1 million as of December 31, 2021, an increase of 17%. Subscription ARR on an as reported basis as of December 31, 2022 was $227.0 million, or approximately $2.0 million lower than our constant currency subscription ARR.

Net Cash used in Operating Activities. Net cash used in operating activities was $23.9 million for the year ended December 31, 2022, as compared to $18.6 million for the year ended December 31, 2021, as compared to $49.4 million for the year ended December 31, 2020.2021. The improvementincrease was primarily attributable to lower overall operating expenses, improved customer retention rates as well as the timing of customer collections from several customers deferring payments in 2020 as a result of COVID-19. In addition, we had a lowerhigher annual incentive payment in 20212022 as compared to prior year.year, partially offset by increased cash collections during the period.

Free cash flow is another key metric to assess the strength of our business.Cash Flow. We define free cash flow, a non-GAAP financial measure, as net cash provided by (used in) operating activities, minusexcluding severance payments, less capital expenditures (excluding expenditures for PROS new headquarters), purchases of other (non-acquisition-related) intangible assets and capitalized internal-use software development costs. We believe free cash flow may be useful to investors and other users of our financial information in evaluating the amount of cash generated by our business operations. Free cash flow used for the year ended December 31, 20212022 was $20.2$21.7 million, compared to $53.3$20.2 million for the year ended December 31, 2020. The change was mainly due to the improvement in net cash used in operating activities in 2021 as compared to 2020.2021. The following is a reconciliation of free cash flow to the most comparable GAAP measure, net cash provided by (used in)used in operating activities:
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Year Ended December 31,Year Ended December 31,
2021202020222021
Net cash used in operating activitiesNet cash used in operating activities$(18,555)$(49,389)Net cash used in operating activities$(23,906)$(18,555)
Severance Severance3,058 — 
Purchase of property and equipment (excluding new headquarters)Purchase of property and equipment (excluding new headquarters)(1,655)(2,248) Purchase of property and equipment (excluding new headquarters)(861)(1,655)
Capitalized internal-use software development costs— (1,686)
Free cash flowFree cash flow$(20,210)$(53,323)Free cash flow$(21,709)$(20,210)

Factors Affecting Our Performance

    Key factors and trends that have affected and we believe will continue to affect our operating results include:

COVID-19 Global Impact.Macroeconomic Environment. We believe the combination of increased inflation, rising interest rates, volatile capital and financial markets, supply chain disruptions, tight labor markets, pricing volatility, the Russia-Ukraine conflict, and other macroeconomic conditions increases corporate focus on profitable growth. DesThe ongoing COVID-19 pandemic continuespite this challenging environment,
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we remain confident in our ability to havehelp optimize shopping and selling experiences for our customers. For example, pricing volatility and inflation are catalysts for demand for our price management and optimization solutions. Uncertain macroeconomic and industry conditions in countries and regions in which we operate create a wide-spreadchallenging selling environment for large enterprise technology deployment, which impacted the pace of our sales closure rates in the second half of 2022, and fluid impact onwe believe in the global economynear term will lead new customers to increasingly emphasize smaller scope initial purchases with faster implementations. While our revenue and earnings are relatively predictable as a result of our subscription-based business model, the broader implications of these macroeconomic events on our business,, results of operations, cash flows and overall financial position, particularly asin the virus continueslong term, remain uncertain. Under this model, our lower subscription bookings during the pandemic will continue to evolveadversely impact our subscription revenue growth rates due to the timing lag between subscription bookings and variants such as Omicron spread. While we are encouraged by the increased availability of vaccines and reopening of markets,revenue recognized on those bookings. However, despite the full duration andtrailing impact of the COVID-19 pandemic remains uncertain. The economic impact of COVID-19 continues to vary significantly by geographyon our prior revenue growth rates, we had double digit growth for both subscription revenue and industry, including through disruptionstotal revenue in supply chains, turmoil in labor markets and inflation caused in part by strong consumer demand where local economies reopened. As explained below, COVID-19 has accelerated existing trends with respect to digital commerce, and the economic impact of COVID-19 has also affected our business. The travel industry, a sector served by our solutions, was particularly adversely impacted by unprecedented declines in travel demand early in the pandemic which forced airlines to respond by initially significantly reducing capacity and costs, adjusting corporate liquidity and, in certain cases, filing for bankruptcy protection. While the timeline for recovery of the overall travel industry remains fluid and dynamic, with significant geographic variation, the airline industry began to show signs of recovering in 2021, although not to pre-COVID levels. With recovery of flight schedules and passenger volumes, some of which has been rapid, airlines have faced operational challenges in managing severe fluctuations, including staffing shortages. As a result, airlines and their IT staffs, which face their own staffing challenges, generally have de-emphasized certain technology projects as they focus on near-term cost reductions and operational stability. In addition, many of our customers are also working remotely, which in some cases has delayed, and may continue to impact, the timing of new business and implementations of our solutions. 2022. For a full discussion on the risks and uncertainties to our business, associated with COVID-19, please see the "Risk Factors" section above.

Profitable Growth as a Priority. We believe that our market opportunity is large and underpenetrated, and intend to continue investing in our business to create awareness for our solutions, acquire new customers, and expand within our existing customer base globally, while focusing on cash flow and profitability. We intend to continue investing for growth and also seek opportunities to mitigate the growth in our costs and reduce our existing cost structure. We also plan to continue investing in product development to enhance our existing technologies, including initiatives to accelerate customer time-to-value, improve efficiency, and provide out-of-the-box integration with third-party commerce solutions, and develop new applications and technologies.

COVID-19 Financial Impact.Travel Industry Recovering Given our primarily subscription-based revenue model,. Despite operational headwinds and regional variances in the timing of travel restrictions being lifted, the travel industry, particularly the airline industry, is recovering from the unprecedented disruption caused by the pandemic. While global economic impact of COVID-19 adversely impacted our revenue during 2021 duecapacity has not fully returned to the prior year's lower customer subscription bookings, customer contract restructuring and project delays, and a decrease in revenue retention rates. Our prior year customer subscription bookings impacted 2021 subscription revenue growth given the lag between subscription bookings and the revenue recognized on those subscription bookings. While our customer base spans a variety of industries and geographies, our customers, particularlypre-pandemic levels, demand for air travel and travel-related customers,continues to recover as restrictions have been and may continue to be negatively impacted by COVID-19. Thislifted. Travel in North America has resultedled this recovery with Asia Pacific lagging, particularly as China has only recently lifted international travel restrictions. The International Air Transport Association is forecasting airline industry profitability in and may continue to result in delayed purchasing decisions from prospective customers and reduced customer demand. Although we supported2023 with certain customers who requested concessions during 2020 by deferring payments, we have since collected a substantial majority ofU.S.-based airlines already publicly reporting profitable quarters. Still, the amounts associated with these concessions. We expect the ongoing global economic impact of COVID-19 will continue to affect our revenue in 2022, as the continuing impact of COVID-19 and rate of economicairline industry recovery remains uncertain and varies across industries and geographies.could be impacted negatively if inflation impacts consumer disposable income or limits business travel. Despite this geographic variation, we expect airlines to increasingly prioritize technology investments as travel returns to pre-COVID levels.

Buying and Consumer PreferencesDigital Purchasing Driving Technology Adoption.Adoption Corporate. We believe the long-term trends toward digital purchasing by both consumers and corporate buyers arewill increasingly demanding the same type of digitaldrive demand for technology that provides fast, frictionless and personalized buying experience they enjoy as consumers.experiences across direct sales, partner, online, mobile and emerging channels. Buyers often prefer not to interact with sales representatives as their primary source of research, and increasingly prefer to buy online when they have already decided what to buy. This trend has accelerated as a result of the COVID-19 pandemic. In response, we believe businesses are increasingly modernizing their sales process to competeFor example, in digital commerce by adopting technologies which provide fast, frictionless and personalized buying experiences across sales channels. We believe we are uniquely positioned to help power these buying experiences with our AI-powered solutions that enable buyers to move fluidly and with personalized experiences across our customers’ direct sales, online, mobile and partner channels. In the airline industry, there is evidence the COVID-19 pandemic is acceleratingaccelerated a long-term trend away from global distribution services and towards direct booking channels, in part due to a significant reduction in business travel. Wetravel, and we anticipate airlines continuing to invest in technology, including mobile device-enabled solutions, to enhance their ability to capture a greater percentage of bookings through their own channels such as their websites.

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Hybrid Workplace. The global workplace environment has substantially changedexperiences across sales channels as they modernize their sales process to compete in the wake of COVID-19. As we focus on the future of work, we adopted a hybrid work environment fordigital commerce. Our AI-powered solutions enable buyers to move fluidly and with personalized experiences across our global workforce, with many employees working remotely. As part of this hybrid model, we emphasize flexibility based on a blend of what makes sense for each employee, their teamcustomers’ sales channels, and our business. We alsodigital offer company-wide initiatives to assistmarketing solutions help our employees in managing through the changes associated with hybrid work.

Continued Investments. We are continuing to be measured in our investments and focused on cost control efforts across our organization, while continuing to create awareness for our solutions, expand our customer base and grow our subscription revenues. While we incurred losses in 2021, we believe our market is large and underpenetrated and intend to continue investing to expand our ability to sell and renew our subscription offerings globally. We also plan to continue investing in product development to enhance our existing technologies, including initiatives to accelerate customer time-to-value and provide out-of-the-box integration with third-party commerce solutions, and develop new applications and technologies.customers drive their buyers directly into their direct selling channels.

Cloud Migrations. We expect sales of our cloud-based solutions willAs we continue to reducemigrate our future maintenance and support revenue as long-termon-premises customers continue to migrate from our legacy licensed solutions to our current cloud solutions, we expect our future maintenance and support revenue to continue to decline and subscription revenue to increase. We continue to encourage our customers to migrate to our cloud solutions as we have announced end of support dates for certain of our on-premises solutions.
Description of Key Components of our Operating Results

Revenue

    We derive our revenues primarily from recurring revenue, which includes subscription and maintenance and support services. Recurring revenues accounted for 85%84% of our total revenue in 2021.2022.

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    Subscription. Subscription services revenue primarily consists of fees that give customers access to one or more of our cloud applications with related customer support. We primarily recognize subscription revenue ratably over the contractual term of the arrangement beginning with commencement of service. Subscription revenue related to certain offerings, where fees are based on a number of transactions, are recognized on a usage basis.

    Maintenance and support. Maintenance and support revenue includes customer support for our legacy on-premises software and the right to unspecified software updates and enhancements. We recognize revenue from maintenance arrangements ratably over the period in which the services are provided. Our maintenance and support contracts are generally one year in length, billed annually in advance, and non-cancelable.

    Services. ServicesServices revenue primarily consists of fees for configuration services, consulting and training. We typically sell our services on either a fixed-fee or time-and-materials basis. Services revenue is generally recognized as the services are performed for time and material contracts, or on a proportional performance basis for fixed-price contracts. The majority of our services contracts are on a fixed-fee basis. Training revenues are recognized as the services are performed.

Services revenue varies from period to period depending on different factors, including the level of services required to implement our solutions, the timing of services revenue recognition on certain subscription contracts and any additional services requested by our customers during a particular period.

    Significant judgments are required in determining whether services contained in our customer subscription contracts are considered distinct, including whether the services are capable of being distinct and whether they are separately identifiable. Services deemed to be distinct are accounted for as a separate performance obligation and revenue is recognized as the services are performed. If services are determined not determined to be distinct, the services and the subscription are determinedconsidered to be a single performance obligation and revenue is recognized over the contractual term of the subscription beginning on the date that subscription services are made available to the customer. The associated revenue is allocated between subscription and services.
Cost of Revenue

Cost of subscription. Cost of subscription consists of infrastructure costs to support our current subscription customer base including third-party hosting services and expenses related to operating our network infrastructure, including depreciation expense and operating lease payments, salaries and related expenses, amortization of capitalized software and an allocation of depreciation, amortization of certain intangible assets and allocated overhead.

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Cost of maintenance and support. Cost of maintenance and support consists largely of employee-related costs and an allocation of depreciation, amortization of intangibles, and allocated overhead.

Cost of services. Cost of services includes those costs related to services and implementation of our solutions, primarily employee-related costs and third-party contractors, billable and non-billable travel and an allocation of depreciation and allocated overhead. Cost of providing services may vary from quarter to quarter depending on a number of factors, including the amount of services required to implement and configure our solutions.

Services gross profit varies period to period depending on different factors, including the level of services required to implement our solutions, our mix of employees and third-party contractors, our effective billable man-day rates, our use of third-party system integrators and the billable utilization of our services personnel.
Operating Expenses

Selling and marketing. Selling and marketing expenses primarily consist of employee-related costs, third-party contractors, sales commissions, sales and marketing programs such as lead generation programs, company awareness programs, our annual Outperform conference, participation in industry trade shows, and other sales and marketing programs, travel, amortization expenses associated with acquired intangible assets and allocated overhead. Sales commissions are deferred and amortized on a straight-line basis over the period of benefit, which we have determined to be five to eight years.

Research and development. Research and development expenses primarily consist of employee-related costs and third-party contractors who work on enhancements of existing solutions, the development of new solutions, scientific research, quality assurance and testing, security and an allocation of depreciation, facilities and allocated overhead.

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General and administrative. General and administrative expenses primarily consist of employee-related costs for executive, accounting, finance, legal, human resources and internal IT support functions and an allocation of depreciation and allocated overhead. General and administrative expenses also include outside legal and accounting fees and provision for bad debts.

Acquisition-related expenses. Acquisition-related expenses consist primarily of advisory, legal, accounting and other professional fees, insurance and integration costs for our acquisitions.
Results of Operations
Comparison of year ended December 31, 20212022 with year ended December 31, 20202021
Revenue: 
For the Year Ended December 31,For the Year Ended December 31,
2021202020222021
(Dollars in thousands)(Dollars in thousands)AmountPercentage of total revenueAmountPercentage of total revenueVariance $Variance %(Dollars in thousands)AmountPercentage of total revenueAmountPercentage of total revenueVariance $Variance %
SubscriptionSubscription$178,006 71 %$170,473 67 %$7,533 %Subscription$204,041 74 %$178,006 71 %$26,035 15 %
Maintenance and supportMaintenance and support35,111 14 %44,692 18 %(9,581)(21)%Maintenance and support28,592 10 %35,111 14 %(6,519)(19)%
Total subscription, maintenance and supportTotal subscription, maintenance and support213,117 85 %215,165 85 %(2,048)(1)%Total subscription, maintenance and support232,633 84 %213,117 85 %19,516 %
ServicesServices38,306 15 %37,259 15 %1,047 %Services43,504 16 %38,306 15 %5,198 14 %
Total revenueTotal revenue$251,423 100 %$252,424 100 %$(1,001)— %Total revenue$276,137 100 %$251,423 100 %$24,714 10 %

Subscription revenue. Subscription revenue increased primarily due to revenue from our acquisition of EveryMundo in November 2021, and an increase in new and existing customer subscription contracts and a small contribution from EveryMundo post-acquisition.contracts.

Maintenance and support revenue.Maintenance and support revenue decreased primarily as a result of existing maintenance customers migrating to our cloud solutions and, to a lesser extent, customer maintenance churn. We expect maintenance revenue to continue to decline as we continue to migrate maintenance customers to our cloud solutions.

Services revenue. Services revenue increased primarily as a result of higher sales of professional services related to our subscription contracts and also due to follow-on professional services to existing customers. Services revenue varies from period to period depending on different factors, including the level of professional services required to implement our solutions, the timing of services revenue recognition on certain subscription contracts and efficiencies in our solutions implementations requiring less professional services during a particular period.

Cost of revenue and gross profit.
For the Year Ended December 31,
20222021
(Dollars in thousands)AmountPercentage of total
revenue
AmountPercentage of total 
revenue
Variance $Variance %
Cost of subscription$55,039 20 %$53,418 21 %$1,621 %
Cost of maintenance and support8,004 %8,512 %(508)(6)%
Total cost of subscription, maintenance and support63,043 23 %61,930 25 %1,113 %
Cost of services47,037 17 %42,995 17 %4,042 %
Total cost of revenue$110,080 40 %$104,925 42 %$5,155 %
Gross profit$166,057 60 %$146,498 58 %$19,559 13 %

Cost of subscription. Cost of subscription increased primarily due to an increase in intangibles amortization associated with the acquisition of EveryMundo and an increase in personnel costs to support our increased subscription customer base, including EveryMundo. The increase was partially offset by lower infrastructure costs driven by cost efficiencies and lower amortization expense for capitalized internal-use software. Our subscription gross profit percentage was 73% and 70% for the years ended December 31, 2022 and 2021, respectively.

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Cost of revenue and gross profit.
For the Year Ended December 31,
20212020
(Dollars in thousands)AmountPercentage of total
revenue
AmountPercentage of total 
revenue
Variance $Variance %
Cost of subscription$53,418 21 %$51,673 20 %$1,745 %
Cost of maintenance and support8,512 %9,880 %(1,368)(14)%
Total cost of subscription, maintenance and support61,930 25 %61,553 24 %377 %
Cost of services42,995 17 %43,080 17 %(85)— %
Total cost of revenue$104,925 42 %$104,633 41 %$292 — %
Gross profit$146,498 58 %$147,791 59 %$(1,293)(1)%

Cost of subscription. Cost of subscription increased primarily due to increased infrastructure costs to support our current subscription customer base and increased employee-related costs. Our subscription gross profit percentage was 70% for the years ended December 31, 2021 and 2020.

Cost of maintenance and support. Cost of maintenance and support decreased primarily due to a decrease in personnel costs as a result of the need to support a declining maintenance customer base as we migrate customers to our subscription solutions and a decrease in amortization expense related to intangible assets which were fully amortized in 2021.solutions. Maintenance and support gross profit percentages for the years ended December 31, 2022 and 2021, were 72% and 2020, were 76% and 78%, respectively.

Cost of services. Cost of services decreasedincreased primarily due to the lower utilization of third-party contractors and reduced travel expenses due to the COVID-19 pandemic, partially offset by higher personnel costcosts to support the increase in our services revenue during the period and higher travel expenses.. Services gross profit percentages for the years ended December 31, 2022 and 2021, and 2020, were (12)(8)% and (16)(12)%, respectively. The increase in services gross profit percentages was primarily due to the increase in services revenues.

    Operating expenses:
For the Year Ended December 31,For the Year Ended December 31,
2021202020222021
(Dollars in thousands)(Dollars in thousands)AmountPercentage of total revenueAmountPercentage of total revenueVariance $Variance %(Dollars in thousands)AmountPercentage of total revenueAmountPercentage of total revenueVariance $Variance %
Selling and marketingSelling and marketing$86,445 34 %$87,182 35 %$(737)(1)%Selling and marketing$94,986 34 %$86,445 34 %$8,541 10 %
Research and developmentResearch and development82,268 33 %77,165 31 %5,103 %Research and development93,412 34 %82,268 33 %11,144 14 %
General and administrativeGeneral and administrative49,742 20 %49,524 20 %218 — %General and administrative54,202 20 %49,742 20 %4,460 %
Acquisition-relatedAcquisition-related2,386 %— — %2,386 — %Acquisition-related— — %2,386 %(2,386)(100)%
Impairment chargesImpairment charges1,551 %— — %1,551 — %
Total operating expensesTotal operating expenses$220,841 88 %$213,871 85 %$6,970 %Total operating expenses$244,151 88 %$220,841 88 %$23,310 11 %

Selling and marketing expenses. Selling and marketing expenses decreased increased primarily due to a decreasean increase in headcount associated with the EveryMundo acquisition and higher severance cost including the separation of $2.8 millionour Chief Operations Officer in sales and marketing events and a decreasethe first quarter of $1.3 million2022. In addition, there was an increase in travel related expenses dueand intangibles amortization related to the COVID-19 pandemic partially offset by an increase of $2.0 million in employee-related costs and a $1.4 million increase in other overhead and allocated expenses.EveryMundo acquisition.

Research and development expenses. Research and development expenses increased primarily due to a $5.9 millionan increase in employee-related costs, includingheadcount associated with the EveryMundo acquisition as well as an increase of $2.2 million in noncash share-based compensation and an increase of $1.7 million related to less capitalized internal-use software development costs in 2021 than in 2020, partially offset by a decrease of $0.8 million in amortization expense related to intangible assets which were fully amortized in 2021.severance cost.

General and administrative expenses. General and administrative expenses increased primarily due to an increase of $6.1 million in employee-related costs including an increase of $3.0 million in noncash share-based compensation, and a $0.8 million increase in other overhead expenses. The increase was partially offset by a net decrease of $6.7 million in bad debt expense year over year, including arecovery. The bad debt recovery of $1.9was $1.9 million duringfor the year ended December 31, 2021 due toas a result of improved credit conditions with certain customers. In addition, our acquisition of EveryMundo also contributed to overall higher general and administrative expenses as compared to prior year.

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Acquisition-related expenses. Acquisition-related expenses were $2.4 million for the year ended December 31, 2021, and consisted primarily of advisory, legal, accounting and other professional fees, insurance and integration costs for our acquisition of EveryMundo.

Impairment of fixed assets.Other income (expense), net: During the year ended December 31, 2022, we recorded a $1.6 million impairment charge related to fixed assets. The impairment resulted from changes to our intentions for these assets in connection with a new agreement with a software vendor.
For the Year Ended December 31,
20212020
(Dollars in thousands)AmountPercentage of total revenueAmountPercentage of total revenueVariance $Variance %
Convertible debt interest and amortization$(6,304)(3)%$(11,125)(4)%$4,821 (43)%
Other income (expense), net$308 — %$897 — %$(589)(66)%

Non-operating expenses:
For the Year Ended December 31,
20222021
(Dollars in thousands)AmountPercentage of total revenueAmountPercentage of total revenueVariance $Variance %
Convertible debt interest and amortization$(6,304)(2)%$(6,304)(3)%$— — %
Other income, net$3,084 %$308 — %$2,776 901 %

    Convertible debt interest and amortization. Convertible debt interest and amortization expense for the years ended December 31, 20212022 and 20202021, related to coupon interest and amortization of debt discount and issuance costs attributable to our Notes. Convertible debt interest and amortization decreased primarily as a result of the adoption of ASU 2020-06 on January 1, 2021. Upon adoption, there was no longer a debt discount on our outstanding notes and as a result there was no related amortization cost in 2021.

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    Other income, (expense), net. The change in other income, (expense), net for the year ended December 31, 2021,2022, primarily related to a decrease inhigher interest income during 2022 and a $1.3 million net gain on equity investments recognized during the year, partially offset by the impact of foreign currency impact during the period.fluctuations.

    Income tax provision:
For the Year Ended
December 31,
For the Year Ended
December 31,
(Dollars in thousands)(Dollars in thousands)20212020Variance $Variance %(Dollars in thousands)20222021Variance $Variance %
Effective tax rateEffective tax rate(1.1)%(0.9)%n/a— %Effective tax rate(1.1)%(1.1)%n/a— %
Income tax provisionIncome tax provision$870 $676 $194 29 %Income tax provision$932 $870 $62 %

Our tax provision for the year ended December 31, 20212022 included both foreign income and withholding taxes. No tax benefit was recognized on jurisdictions with a projected loss for the year due to the valuation allowances on our deferred tax assets.

Our 20212022 and 20202021 effective tax rates had an unusual relationship to pretax loss from operations due to a valuation allowance on our net deferred tax assets. Our income tax provisions in 20212022 and 20202021 only included foreign income and withholding taxes, resulting in an effective tax rate of (1.1)% and (0.9)%, respectively.. The difference between the effective tax rates and the federal statutory rate of 21% for the years ended December 31, 20212022 and 20202021 was primarily due to the increase in our valuation allowance of $16.6 million and $24.3 million, respectively.in each period.

    As of December 31, 20212022 and 2020,2021, we had a valuation allowance on our net deferred tax assets of $146.8$165.7 million and $130.7$146.8 million, respectively. The increase in the valuation allowance was principally attributable to an additional valuation allowance recorded on our current year's tax loss.loss and other deferred tax assets including capitalized research and development costs under Internal Revenue Code Section 174 as updated by the Tax Cuts and Jobs Act of 2017.

Comparison of year ended December 31, 20202021 with year ended December 31, 20192020

For a comparison of our results of operations for the years ended December 31, 20202021 and 2019,2020, see “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in Part II, Item 7 of our Annual Report on Form 10-K for the fiscal year ended December 31, 2020,2021, filed with the SEC on February 12, 2021.18, 2022.    
Liquidity and Capital Resources

At December 31, 2021,2022, we had $203.6 million of cash and cash equivalents and $106.3 million of working capital as compared to $227.6 million of cash and cash equivalents and $128.7 million of working capital as compared to $329.1 million of cash and cash equivalents and $246.4 million of working capital at December 31, 2020.2021.

Our principal sources of liquidity are our cash and cash equivalents. In addition, we could have access to the overall capital markets to supplement our liquidity position. Our material drivers or variants of operating cash flow are net income (loss), noncash expenses (principally share-based compensation, intangible amortization and amortization of debt discount and
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issuance costs) and the timing of periodic invoicing and cash collections from customer revour customersenue.. Our operating cash flows are also impacted by the timing of payments to our vendors and the payments of our other liabilities.

    We believe our existing cash and cash equivalents will provide adequate liquidity and capital resources to meet our operational requirements, anticipated capital expenditures and coupon interest payments for our Notes for the next twelve months. Our future working capital requirements will depend on many factors, including the operations of our existing business, potential growth of our customer subscription services, future acquisitions we might undertake, expansion into complementary businesses, and the impact of COVID-19, including the pace and timing of adoption and implementation of our solutions and customer churn. DuringCapital markets have tightened recently in response to the period of uncertaintymacroeconomic environment making new financing more difficult and/or expensive and volatility relatedwe may not be able to COVID-19, we will continueobtain such financing on terms acceptable to monitor our liquidity.us or at all.

Our 2024 Notes, with a principal amount of $143.8 million, mature on May 15, 2024, unless redeemed or converted in accordance with their terms prior to such date.


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    The following table presents key components of our Consolidated Statements of Cash Flows for the years ended December 31, 2022, 2021 2020 and 2019:2020: 
For the Year Ended December 31, For the Year Ended December 31,
(Dollars in thousands)(Dollars in thousands)202120202019(Dollars in thousands)202220212020
Net cash (used in) provided by operating activities$(18,555)$(49,389)$5,245 
Net cash used in operating activitiesNet cash used in operating activities$(23,906)$(18,555)$(49,389)
Net cash used in investing activitiesNet cash used in investing activities(85,173)(30,460)(17,560)Net cash used in investing activities(1,142)(85,173)(30,460)
Net cash provided by financing activitiesNet cash provided by financing activities2,471 102,914 22,991 Net cash provided by financing activities1,069 2,471 102,914 
Cash and cash equivalents (beginning of period)Cash and cash equivalents (beginning of period)329,134 306,077 295,476 Cash and cash equivalents (beginning of period)227,553 329,134 306,077 
Cash and cash equivalents (end of period)Cash and cash equivalents (end of period)$227,553 $329,134 $306,077 Cash and cash equivalents (end of period)$203,627 $227,553 $329,134 

Operating Activities

Net cash used in operating activities in 20212022 was $18.6$23.9 million and decreasedincreased as compared to $49.4$18.6 million in 2020.2021. The $30.8$5.4 million improvementincrease over last year was primarily attributable to lower overall operating expenses, improved customer retention rates as well as the timing of customer collections from several customers deferring payments in 2020 as a result of COVID-19. In addition, we had a lowerhigher annual incentive payment in 20212022 as compared to prior year.year, partially offset by increased cash collections during the period.

Investing Activities

Net cash used in investing activities for 20212022 was $85.2$1.1 million and increaseddecreased as compared to $30.5$85.2 million in 2020.2021. The increasedecrease was primarily due to the payment for the acquisition of EveryMundo in November 2021, partially offset by2021. In addition, there was a decrease in capital expenditures. The higher capital expenditures and equity investments in 2020 were mainly attributable2022 as compared to the build out of our new headquarters which was committed prior to the pandemic.year.

Financing Activities

Net cash provided by financing activities for 20212022 was $2.5$1.1 million and decreased as compared to $102.9$2.5 million in 2020.2021. The decrease was primarily due to the issuance of our 2027 Notes in 2020, partially offset by a decrease in payments for tax withholdings on vesting of employee share-based awards in 2021 as a result of a sell-to-cover taxes program established in late 2020 and first implemented in 2021 for employee vested share-based awards.2022.

Stock Repurchases

In August 2008, our Board of Directors authorized a stock repurchase program for the purchase of up to $15.0 million of our common stock. No shares were repurchased under the program during the years ended December 31, 2022, 2021 2020 and 2019,2020, respectively. As of December 31, 2021,2022, $10.0 million remained available in the stock repurchase program. The repurchase of stock, if continued, will be funded primarily with existing cash balances. The timing of any repurchases will depend upon various factors including, but not limited to, market conditions, the market price of our common stock and management’s assessment of our liquidity and cash flow needs. For additional information on the stock repurchase program see Item 5, "Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities."
Off-Balance Sheet Arrangements and Contractual Obligations

We do not have any relationships with unconsolidated entities or financial partnerships, such as variable interest entities, which would have been established for the purpose of facilitating off-balance sheet arrangements or other contractually narrow or limited purposes. Our principal commitments as of December 31, 2021 consist of obligations under our Notes,

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various service agreements and operating leases. See Note 18 of our Notes to Consolidated Financial Statements for additional information regarding our contractual commitments.Contractual Obligations

Contractual ObligationsOur contractual obligations as of December 31, 2022 consist of obligations under our Notes, operating leases and various service agreements.

The following table sets forth our material contractual obligations, excluding imputed interest, as of December 31, 2021:2022. For further information, see the associated Notes to Consolidated Financial Statements as referenced below:
 Payment due by period
(Dollars in thousands)TotalLess than 1 year1-3 years3-5 yearsMore than 5 years
Notes, including interest$317,538 $4,813 $152,600 $6,750 $153,375 
Operating leases64,742 11,483 17,151 8,382 27,726 
Purchase and contractual commitments180,361 25,537 65,286 89,538 — 
Total contractual obligations$562,641 $41,833 $235,037 $104,670 $181,101 

Notes    
As of December 31, 2021, our outstanding Notes consist of the 2024 and 2027 Notes. Interest on the 2024 Notes is payable semi-annually, in arrears on May 15 and November 15 of each year. Interest on the 2027 Notes is payable semiannually in arrears in cash on March 15 and September 15 of each year, beginning on March 15, 2021. At December 31, 2021, our maximum commitment for interest payments under the 2024 and 2027 Notes was $23.8 million for their remaining duration.

Covenants

     We have a $50 million secured Credit Agreement ("Revolver") with the lenders party thereto and Wells Fargo Bank, National Association as agent for the lenders party thereto. Our Revolver expires in March 2022 and contains affirmative and negative covenants, including covenants which restrict our ability to, among other things, create liens, incur additional indebtedness and engage in certain other transactions, in each case subject to certain exclusions. In addition, our Revolver contains certain financial covenants which become effective in the event our liquidity falls below $50 million or upon the occurrence of an event of default. As of December 31, 2021, we were in compliance with all financial covenants in the Revolver.
 Payment due by period
(Dollars in thousands)TotalLess than 1 year1-3 years3-5 yearsMore than 5 yearsReference
Notes, including interest$312,726 $4,813 $151,163 $156,750 $— 
Operating leases50,732 10,131 9,349 8,001 23,251 
Purchase commitments166,473 34,541 84,516 47,416 — 
Total contractual obligations$529,931 $49,485 $245,028 $212,167 $23,251 
Critical Accounting Policies and Estimates

    Our consolidated financial statements are prepared in accordance with accounting principles generally accepted in the United States of America. The preparation of these consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenues, costs and expenses, and related disclosures. On an ongoing basis, we evaluate our estimates and assumptions. Actual results could differ from those estimates.

We believe the critical accounting policies listed below affect significant judgment and estimates used in the preparation of our Consolidated Financial Statements.

Revenue Recognition

We derive our revenues primarily from subscription services, services and associated software maintenance and support services.

    We determine revenue recognition through the following steps:
identification of the contract, or contracts, with a customer;
identification of the performance obligations in the customer contract(s);
determination of the transaction price;
allocation of the transaction price to each performance obligation in the customer contract(s); and
recognition of revenue when, or as, we satisfy a performance obligation.

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Subscription revenue

    Subscription revenue primarily consists of subscription fees that give customers access to one or more of our cloud applications along with related customer support. We primarily recognize subscription revenue ratably over the contractual term of the arrangement beginning with commencement of service. Subscription revenue related to certain offerings, where fees are based on a number of transactions, are recognized on a usage basis.

Maintenance and support revenue

Maintenance and support revenue includes customer support for our on-premises software and the right to unspecified software updates and enhancements. We recognize revenue from maintenance arrangements ratably over the period in which the services are provided. Our maintenance and support contracts are generally one year in length, billed annually in advance, and non-cancelable.

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Services revenue

    ServicesServices revenue primarily consists of fees for configuration services, consulting and training. We typically sell our services on either a fixed-fee or time-and-materials basis. Services revenue is generally recognized as the services are performed for time and material contracts, or on a proportional performance basis for fixed-price contracts. The majority of our services contracts are on a fixed-fee basis. Training revenues are recognized as the services are performed.

    Significant judgments are required in determining whether services contained in our customer subscription contracts are considered distinct, including whether the services are capable of being distinct and whether they are separately identifiable. Services deemed to be distinct are accounted for as a separate performance obligation and revenue is recognized as the services are performed. If services are not determined to be distinct, the services and the subscription are determined to be a single performance obligation and revenue is recognized over the contractual term of the subscription beginning on the date subscription services are made available to the customer. The associated revenue is allocated between subscription and services.

Customer contracts with multiple performance obligations

    A portion of our customer contracts contain multiple performance obligations. Significant judgment is required in determining whether multiple performance obligations contained in a single customer contract are capable of being distinct and are separately identifiable. An obligation determined to be distinct is accounted for as a separate performance obligation and revenue is recognized when, or as, we satisfy the performance obligation. If obligations are determined not determined to be distinct, those obligations are accounted for as a single, combined performance obligation. The transaction price is allocated to each performance obligation on a relative standalone selling price basis.

Deferred Costs

Sales commissions earned by our sales representatives are considered incremental and recoverable costs of obtaining a customer contract. Sales commissions are deferredcapitalized and amortized on a straight-line basis over the period of benefit, which we have determined to be five to eight years. We determined the period of benefit by taking into consideration our customer contracts, expected renewals of those customer contracts (as we currently do not pay an incremental sales commission for renewals), our technology and other factors. We also defercapitalize amounts earned by employees other than sales representatives who earn incentive payments under compensation plans tied to the value of customer contracts acquired.

Noncash Share-Based Compensation
Noncash share-based compensation expense is measured at the grant date based on the fair value of the award and is recognized as expense on a straight-line basis over the requisite service period, which is generally the vesting period.
To date, we have granted restricted stock units ("RSUs") and market stock units ("MSUs") from the 2017 Equity Stock Plan.

The fair value of the RSUs (time and performance-based) and the equity consideration stock awards, granted as part of the EveryMundo acquisition, is based on the closing price of our stock on the date of grant.

We estimate the fair value of the stock options and SARs using the Black-Scholes option pricing model, which requires us to use significant judgment to make estimates regarding the expected life of the award, volatility of our stock price, the risk-free interest rate and the dividend yield of our stock over the life of the award. The expected life of the award is a historical weighted average of the expected lives of similar securities of comparable public companies. We estimate volatility
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using our historical volatility. The risk-free interest rate assumption is based on observed interest rates appropriate for the terms of our awards. The dividend yield assumption is based on our expectation of paying no dividends.

As we issue stock options and SARs, we evaluate the assumptions used to value our stock option awards and SARs. If factors change and we employ different assumptions, noncash share-based compensation expense may differ significantly from what we have recorded in the past. If there are any modifications or cancellations of the underlying unvested securities, we may be required to accelerate, increase or cancel any remaining unearned noncash share-based compensation expense. Future noncash share-based compensation expense and unearned noncash share-based compensation will increase to the extent we grant additional equity awards to employees.

We estimate the number of awards that will be forfeited and recognize expense only for those awards that ultimately are expected to vest. Significant judgment is required in determining the adjustment to noncash share-based compensation expense for estimated forfeitures. Noncash share-based compensation expense in a period could be impacted, favorably or unfavorably, by differences between forfeiture estimates and actual forfeitures.

MSUs are performance-based awards that cliff vest based on our shareholder return relative to the total shareholder return of the Russell 2000 Index ("Index") over a three-year period. The maximum number of shares issuable upon vesting is 200% of the MSUs initially granted based on the average price of our common stock relative to the Index during the Performance Period. We estimate the fair value of MSUs on the date of grant using a Monte Carlo simulation model. The determination of the fair value of the MSUs is affected by our stock price and a number of assumptions including the expected volatilities of our stock and the Index, the risk-free interest rate and expected dividends. Our expected volatility at the date of grant was based on the historical volatilities of our stock and the Index over the Performance Period.

If factors change and we employ different assumptions, noncash share-based compensation expense may differ significantly from what we have recorded in the past. If there are any modifications or cancellations of the underlying unvested securities, we may be required to accelerate, increase or cancel any remaining unearned noncash share-based compensation expense. Future noncash share-based compensation expense and unearned noncash share-based compensation will increase to the extent we grant additional equity awards to employees.

We estimate the number of awards that will be forfeited and recognize expense only for those awards that ultimately are expected to vest. Significant judgment is required in determining the adjustment to noncash share-based compensation
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expense for estimated forfeitures. Noncash share-based compensation expense in a period could be impacted, favorably or unfavorably, by differences between forfeiture estimates and actual forfeitures.

We record deferred tax assets for share-based compensation awards that will result in future deductions on our income tax returns, based on the amount of share-based compensation recognized at the statutory tax rate in the jurisdiction in which we will receive a tax deduction. Because the deferred tax assets we record are based upon the share-based compensation expenses in a particular jurisdiction, the aforementioned inputs that affect the fair values of our stock awards may also indirectly affect our income tax expense. In addition, differences between the deferred tax assets recognized for financial reporting purposes and the actual tax deduction reported on our income tax returns are recorded in our income tax (expense) income.

At December 31, 2021,2022, we had $84.668.1 million of total unrecognized compensation costs related to noncash share-based compensation arrangements for stock awards granted. These costs will be recognized over a weighted-average period of 2.62.5 years.
Accounting for Income Taxes

    We estimate our income taxes based on the various jurisdictions where we conduct business and we use estimates in determining our provision for income taxes. We estimate separately our deferred tax assets, related valuation allowances, current tax liabilities and deferred tax liabilities. The calculation of our tax liabilities involves dealing with uncertainties in the application of complex tax rules and the potential for future adjustment of our uncertain tax positions by the U.S. Internal Revenue Service or other taxing jurisdictions. We estimate our current tax liability and assess temporary differences that result from differing treatments of certain items for tax and accounting purposes. These differences result in deferred tax assets and liabilities, which we show on our balance sheet. At December 31, 2021,2022, our deferred tax assets consisted primarily of temporary differences related to noncash share-based compensation, interest expense limited under Section 163(j), expense recognition of our lease obligations, Research and Experimentation ("R&E") tax credit carryforwards and net operating losses.

    We review the realizability of our deferred tax asset on a quarterly basis, or whenever events or changes in circumstances indicate a review is required. In determining the requirement for a valuation allowance, the historical and projected financial results of the legal entity or consolidated group recording the net deferred tax asset are considered, along with any other positive or negative evidence. Since future financial results may differ from previous estimates, periodic adjustments to our valuation allowances may be necessary. We continually perform an analysis related to the realizability of our deferred tax assets. As a result, and after considering tax planning initiatives and other positive and negative evidence, we determine it is more likely than not our net deferred tax assets will not be realized. During 2021,2022, there was not sufficient positive evidence to outweigh the current and historic negative evidence to determine it was more likely than not that our net deferred tax assets would not be realized. Therefore, we continue to have a valuation allowance against net deferred tax assets as of December 31, 2021.2022.

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We account for uncertain income tax positions recognized in our financial statements in accordance with the Income Tax Topic of the Accounting Standards Codification ("ASC"), issued by the FASB. This interpretation requires companies to use a prescribed model for assessing the financial recognition and measurement of all tax positions taken or expected to be taken in their tax returns. This guidance provides clarification on recognition, classification, interest and penalties, accounting in interim periods, disclosures and transition. Please see Note 15 to the Consolidated Financial Statements for more information.
Business Combinations, Intangible Assets and Goodwill
    
    We record tangible and intangible assets acquired and liabilities assumed in business combinations under the purchase method of accounting. The allocation of the purchase price in a business combination requires management to make significant estimates in determining the fair value of acquired assets and assumed liabilities, especially with respect to intangible assets. The excess of the purchase price in a business combination over the fair value of these tangible and intangible assets acquired and liabilities assumed is recorded as goodwill. Critical estimates in valuing certain intangible assets include, but are not limited to, projected revenue, discount rate, obsolescence rate, cost of sales, operating expenses and customer attrition rate. We estimate fair value primarily utilizing the income and market approaches, including the multi-period excess earnings method for certain intangible assets. Our estimates are inherently uncertain and subject to refinement. During the measurement period, which may be up to one year from the acquisition date, we may record adjustments to the fair value of these tangible and intangible assets acquired and liabilities assumed, with the corresponding offset to goodwill. Upon the conclusion of the measurement period or
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final determination of the fair value of assets acquired or liabilities assumed, whichever comes first, any subsequent adjustments are recorded to our Consolidated Statement of Comprehensive Income (Loss).

    Amortization is recorded over the estimated useful lives ranging from two to eight years. We review our intangible assets subject to amortization to determine if any adverse conditions exist or a change in circumstances has occurred that would indicate impairment or a change in the remaining useful life. If the carrying value of an asset group exceeds its undiscounted cash flows, we will write down the carrying value of the intangible asset group to its fair value in the period identified. In assessing recoverability, we must make assumptions regarding estimated future cash flows and discount rates. If these estimates or related assumptions change in the future, we may be required to record impairment charges. If the estimate of an intangible asset’s remaining useful life is changed, we will amortize the remaining carrying value of the intangible asset prospectively over the revised remaining useful life.

    We assess goodwill for impairment as of November 30 of each fiscal year, or more frequently if events or changes in circumstances indicate the fair value of our reporting unit has been reduced below its carrying value. When conducting our annual goodwill impairment assessment, we use a two-step process. The first step is to perform an optional qualitative evaluation as to whether it is more likely than not the fair value of our reporting unit is less than its carrying value, using an assessment of relevant events and circumstances. In performing this assessment, we are required to make assumptions and judgments including, but not limited to, an evaluation of macroeconomic conditions as they relate to our business, industry and market trends, as well as the overall future financial performance of our reporting unit and future opportunities in the markets in which it operates. If we determine it is not more likely than not that the fair value of our reporting unit is less than its carrying value, we are not required to perform any additional tests in assessing goodwill for impairment. However, if we conclude otherwise or elect not to perform the qualitative assessment, we perform a second step for our reporting unit, consisting of a quantitative assessment of goodwill impairment. This quantitative assessment requires us to compare the fair value of our reporting unit with its carrying value. If the carrying amount exceeds the fair value, an impairment charge will be recognized, however, loss cannot exceed the total amount of goodwill allocated to the reporting unit.
Recent Accounting Pronouncements

    See Note 2 - Summary of Significant Accounting Policies to the Consolidated Financial Statements included in this report, regarding the impact of certain recent accounting pronouncements on our Consolidated Financial Statements.
Item 7A. Quantitative and Qualitative Disclosures About Market Risk

Foreign Currency Exchange Risk

    Our contracts are predominately denominated in U.S. dollars; however, we have contracts denominated in foreign currencies and therefore a portion of our revenue is subject to foreign currency risks. The primary market risk we face is from foreign currency exchange rate fluctuations. Our cash flows are subject to fluctuations due to changes in foreign currency exchange rates. The effect of an immediate 10% adverse change in exchange rates on foreign denominated receivables as of
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December 31, 2021,2022, would have resulted in a $1.1$0.6 million loss. We are also exposed to foreign currency risk due to our operating subsidiaries in France, United Kingdom, Canada, Germany, Ireland, Australia, Bulgaria, Singapore and United Arab Emirates. A hypothetical 10% adverse change in the value of the U.S. dollar in relation to the Euro, which is our single most significant foreign currency exposure, would have changed revenue for the year ended December 31, 20212022 by approximately $1.9$3.9 million. However, due to the relatively low volume of payments made and received through our foreign subsidiaries, we do not believe we have significant exposure to foreign currency exchange risks. Fluctuations in foreign currency exchange rates could harm our financial results in the future.

We currently do not use derivative financial instruments to mitigate foreign currency exchange risks. We continue to review this issue and may consider hedging certain foreign exchange risks through the use of currency futures or options in future years.

Exposure to Interest Rates

    Our exposure to market risk for changes in interest rates relates to the variable interest rate on borrowings under our Revolver. As of December 31, 2021, we had no borrowings under the Revolver.

    As of December 31, 2021,2022, we had outstanding principal amounts of $150.0 million and $143.8 million of the 2027 and the 2024 Notes, respectively, which are fixed rate instruments. Therefore, our results of operations are not subject to fluctuations in interest rates. The fair value of the Notes may change when the market price of our stock fluctuates.

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    We believe we do not have any material exposure to changes in the fair value as a result of changes in interest rates due to the short term nature of our cash equivalents.
Item 8. Financial Statements and Supplementary Data

    The consolidated financial statements required to be filed are indexed on page F-1 and are incorporated herein by reference. See Item 15(a)(1) and (2).
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

As of the end of the period covered by this report, we carried out an evaluation, under the supervision and with the participation of our management, including our Chief Executive Officer and Chief Financial Officer, of the effectiveness of our disclosure controls and procedures as defined in Rules 13a-15(e) and 15d-15(e) under the Exchange Act. Based on that evaluation as of the period covered by this Annual Report on Form 10-K, our Chief Executive Officer and Chief Financial Officer have concluded that our disclosure controls and procedures were effective to ensure that information we are required to disclose in reports that we file or submit under the Exchange Act (i) is recorded, processed, summarized and reported within the time periods specified in SEC rules and forms, and (ii) is accumulated and communicated to our management, including our Chief Executive Officer and our Chief Financial Officer, as appropriate to allow timely decisions regarding required disclosure.

Changes in Internal Control over Financial Reporting

In November 2021, we acquired EveryMundo. For purposes of determining the effectiveness of our internal controls over financial reporting, management has excluded EveryMundo from its evaluation of these matters. EveryMundo represented approximately 0.6% of our consolidated total assets as of December 31, 2021 and approximately 0.4% of our consolidated revenues for the year ended December 31, 2021.

During the first quarter of 2021, the Company completed the implementation of a new enterprise resource planning ("ERP") system and the internal controls have been updated to reflect the change.

Other than the changes described above, thereThere have been no changes in our internal control over financial reporting during the most recent fiscal quarter that have materially affected, or are reasonably likely to materially affect, our internal
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control over financial reporting. We have not experienced any material impact to our internal controls over financial reporting despite the fact that our employees are working remotely due to COVID-19. We are continually monitoring and assessing the COVID-19 situation on our internal controls to minimize the impact on their design and operating effectiveness.
        
Management’s Report on Internal Control over Financial Reporting

Our management is responsible for establishing and maintaining adequate internal control over financial reporting (as defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act). 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 GAAP. Our internal control over financial reporting is a framework that includes policies and procedures that: (i) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of our assets; (ii) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with GAAP, and that our receipts and expenditures are being made only in accordance with authorizations of our management and directors; and (iii) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of our assets that could have a material effect on the financial statements.

Our management, with the participation of our Chief Executive Officer and Chief Financial Officer, has assessed the effectiveness of our internal control over financial reporting as of December 31, 2021,2022, based on the criteria in Internal Control — Integrated Framework (2013) issued by COSO. Based on this evaluation, management concluded that our internal control over financial reporting was effective as of December 31, 20212022 based upon the COSO criteria.

The effectiveness of our internal control over financial reporting as of December 31, 20212022 has been audited by PricewaterhouseCoopers LLP, an independent registered public accounting firm, as stated in their report, which is included herein.
Item 9B. Other Information
    None.
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Part III
Item 10. Directors, Executive Officers and Corporate Governance
    The information required by this item is incorporated by reference from our proxy statement in connection with our 20222023 Annual Meeting of Stockholders, which proxy statement will be filed with the SEC not later than 120 days after the close of our fiscal year ended December 31, 2021.2022.
Item 11. Executive Compensation
    The information required by this item is incorporated by reference from our proxy statement in connection with our 20222023 Annual Meeting of Stockholders, which proxy statement will be filed with the SEC not later than 120 days after the close of our fiscal year ended December 31, 2021.2022.
Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters
    The information required by this item is incorporated by reference from our proxy statement in connection with our 20222023 Annual Meeting of Stockholders, which proxy statement will be filed with the SEC not later than 120 days after the close of our fiscal year ended December 31, 2021.2022.
Item 13. Certain Relationships, Related Transactions and Director Independence
    The information required by this item is incorporated by reference from our proxy statement in connection with our 20222023 Annual Meeting of Stockholders, which proxy statement will be filed with the SEC not later than 120 days after the close of our fiscal year ended December 31, 2021.2022.
Item 14. Principal Accountant Fees and Services
    The information required by this item is incorporated by reference from our proxy statement in connection with our 20222023 Annual Meeting of Stockholders, which proxy statement will be filed with the SEC not later than 120 days after the close of our fiscal year ended December 31, 2021.2022.
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Part IV
Item 15. Exhibits and Financial Statements Schedules

(a)(1) Financial Statements

    Reference is made to the Index to Financial Statements in the section entitled "Financial Statements and Supplementary Data" in Part II, Item 8 of this Annual Report on Form 10-K.

(a)(2) Financial Statement Schedules

    Reference is made to Schedule II, Valuation and Qualifying Accounts, as indexed on page F-36.F-32.

    Schedules not listed above have been omitted because they are not applicable or are not required or the information required to be set forth therein is included in the Consolidated Financial Statements or Notes thereto.

(a)(3) Exhibits

    Exhibits are as set forth below in the Exhibit Index. Exhibits which are incorporated herein by reference can be inspected and copied at the public reference rooms maintained by the SEC in Washington, D.C., New York, New York, and Chicago, Illinois, and are also available to the public from commercial document retrieval services and at the website maintained by the SEC at http://www.sec.gov.
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PROS Holdings, Inc.
Index to the Consolidated Financial Statements
 
 Page
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Report of Independent Registered Public Accounting Firm


To the Board of Directors and Stockholders of PROS Holdings, Inc.

Opinions on the Financial Statements and Internal Control over Financial Reporting

We have audited the accompanying consolidated balance sheets of PROS Holdings, Inc. and its subsidiaries(the (the “Company”) as of December 31, 20212022 and 2020,2021, and the related consolidated statements of comprehensive income (loss), of stockholders’ (deficit) equity and of cash flows for each of the three years in the period ended December 31, 2021,2022, including the related notes and financial statement schedule of valuation and qualifying accounts for each of the three yearslisted in the period ended December 31, 2021 appearing under Item 15(a)(2)accompanying index (collectively referred to as the “consolidated financial statements”).We also have audited the Company's internal control over financial reporting as of December 31, 2021,2022, 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 consolidatedfinancial statements referred to above present fairly, in all material respects, the financial position of the Company as of December 31, 20212022 and 2020, 2021, and the results of itsoperations and itscash flows for each of the three years in the period ended December 31, 20212022 in conformity with accounting principles generally accepted in the United States of America. Also in our opinion, the Company maintained, in all material respects, effective internal control over financial reporting as of December 31, 2021,2022, based on criteria established in Internal Control - Integrated Framework(2013)issued by the COSO.

ChangesChange in Accounting PrinciplesPrinciple

As discussed in Note 2 to the consolidated financial statements, the Company changed the manner in which it accounts for leasesconvertible notes in 2019.2021.

Basis for Opinions

The Company's management is responsible for these consolidated financial statements, for maintaining effective internal control over financial reporting, and for its assessment of the effectiveness of internal control over financial reporting, included in Management’s Report on Internal Control over Financial Reportingappearing under Item 9A. Our responsibility is to express opinions on the Company’s consolidatedfinancial statements and on the Company's internal control over financial reporting based on our audits. We are a public accounting firm registered with the Public Company Accounting Oversight Board (United States) (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 audits to obtain reasonable assurance about whether the consolidatedfinancial statements are free of material misstatement, whether due to error or fraud, and whether effective internal control over financial reporting was maintained in all material respects.

Our audits of the consolidatedfinancial statements included performing procedures to assess the risks of material misstatement of the consolidatedfinancial 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 consolidatedfinancial 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 consolidatedfinancial statements. Our audit of internal control over financial reporting included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, and testing and evaluating the design and operating effectiveness of internal control based on the assessed risk. Our audits also included performing such other procedures as we considered necessary in the circumstances. We believe that our audits provide a reasonable basis for our opinions.

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 (i) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and
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dispositions of the assets of the company; (ii) 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 (iii) 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.

Critical Audit Matters

The critical audit mattersmatter communicated below are mattersis a matter arising from the current period audit of the consolidated financial statements that werewas communicated or required to be communicated to the audit committee and that (i) relaterelates to accounts or disclosures that are material to the consolidated financial statements and (ii) involved our especially challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit mattersmatter below, providing a separate opinionsopinion on the critical audit mattersmatter or on the accounts or disclosures to which they relate.it relates.

Revenue recognition – Identifying distinct performance obligations within customer contracts

As described in Note 2 to the consolidated financial statements, for the year ended December 31, 2021,2022, the Company recognized total revenue of $251.4$276.1 million from customer contracts. A portion of the Company's customer contracts contain multiple performance obligations. Significant judgment is required in determining whether multiple performance obligations contained in a single customer contract are capable of being distinct and are separately identifiable. An obligation determined to be distinct is accounted for as a separate performance obligation and revenue for that separate performance obligation is recognized when, or as, the Company satisfies the performance obligation. If obligations are determined not determined to be distinct, those obligations are accounted for as a single, combined performance obligation. The transaction price is allocated to each performance obligation on a relative standalone selling price basis.

The principal considerations for our determination that performing procedures relating to revenue recognition - identifying distinct performance obligations within customer contracts is a critical audit matter are (i) the significant judgment by management when determining whether multiple performance obligations contained in a single customer contract are capable of being distinct and are separately identifiable, and (ii) a high degree of auditor judgment, subjectivity, and effort in performing procedures and evaluating whether the distinct performance obligations within a single customer contract were appropriately identified by management.

Addressing the matter involved performing procedures and evaluating evidence in connection with forming our overall opinion on the consolidated financial statements. These procedures included testing the effectiveness of controls relating to the revenue recognition process, including controls over management’s identification of distinct performance obligations. These procedures also included, among others (i) examining customer contracts on a test basis to identify whether the performance obligations within a single customer contract were capable of being distinct and were separately identifiable and (ii) evaluating management’s conclusions through tests of underlying information.
 
Valuation of the developed technology asset - Acquisition of EveryMundo LLC

As described in Notes 2 and 3 to the consolidated financial statements, on November 30, 2021, the Company acquired EveryMundo LLC ("EveryMundo"), for a cash consideration, net of cash acquired, of approximately $79.5 million, which included a developed technology intangible asset of $15.7 million. Management estimates fair value primarily utilizing the income and market approaches, including the multi-period excess earnings method for certain intangible assets. Critical estimates in valuing certain intangible assets include, but are not limited to, projected revenue, discount rate, obsolescence rate, cost of sales, operating expenses, and customer attrition rate.

The principal considerations for our determination that performing procedures relating to the valuation of the developed technology asset acquired from the EveryMundo acquisition is a critical audit matter are (i) the significant judgment by management when determining the fair value of the developed technology asset, (ii) a high degree of auditor judgment, subjectivity, and effort in performing procedures and evaluating management’s significant assumptions related to projected revenue, discount rate, obsolescence rate, cost of sales, and operating expenses, and (iii) the audit effort involved the use of professionals with specialized skill and knowledge.
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Addressing the matter involved performing procedures and evaluating audit evidence in connection with forming our overall opinion on the consolidated financial statements. These procedures included testing the effectiveness of controls relating to the acquisition accounting, including controls over management’s valuation of the developed technology asset and controls over the development of significant assumptions related to projected revenue, discount rate, obsolescence rate, cost of sales, and operating expenses. These procedures also included, among others (i) reading the purchase agreement, (ii) testing management’s process for determining the fair value of the developed technology asset, (iii) evaluating the appropriateness of the multi-period excess earnings method, (iv) testing the completeness and accuracy of the underlying data used in the multi-period excess earnings method, and (v) evaluating the reasonableness of the significant assumptions used by management related to projected revenue, discount rate, obsolescence rate, cost of sales, and operating expenses. Evaluating management’s assumptions related to projected revenue, cost of sales, and operating expenses involved evaluating whether the significant assumptions used by management were reasonable considering (i) the current and past performance of EveryMundo, (ii) the consistency with external market and industry data, and (iii) whether these significant assumptions were consistent with evidence obtained in other areas of the audit. Professionals with specialized skill and knowledge were used to assist in evaluating the (i) the appropriateness of the multi-period excess earnings method and (ii) the reasonableness of the discount rate and obsolescence ratesignificant assumptions.

/s/ PricewaterhouseCoopers LLP

San Jose, California
February 18, 202215, 2023
We have served as the Company’s auditor since 2002.




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PROS Holdings, Inc.
Consolidated Balance Sheets
(In thousands, except share and per share amounts)
 
December 31, December 31,
20212020 20222021
Assets:Assets:Assets:
Current assets:Current assets:Current assets:
Cash and cash equivalentsCash and cash equivalents$227,553 $329,134 Cash and cash equivalents$203,627 $227,553 
Trade and other receivables, net of allowance of $1,206 and $4,122, respectively40,581 49,578 
Trade and other receivables, net of allowance of $609 and $1,206, respectivelyTrade and other receivables, net of allowance of $609 and $1,206, respectively48,178 40,581 
Deferred costs, currentDeferred costs, current5,772 5,941 Deferred costs, current6,032 5,772 
Prepaid and other current assetsPrepaid and other current assets9,623 9,647 Prepaid and other current assets9,441 9,623 
Total current assetsTotal current assets283,529 394,300 Total current assets267,278 283,529 
Property and equipment, netProperty and equipment, net30,958 36,504 Property and equipment, net25,012 30,958 
Operating lease right-of-use assetsOperating lease right-of-use assets25,732 30,689 Operating lease right-of-use assets17,474 25,732 
Deferred costs, noncurrentDeferred costs, noncurrent9,510 12,544 Deferred costs, noncurrent8,764 9,510 
Intangibles, netIntangibles, net27,618 8,341 Intangibles, net17,851 27,618 
GoodwillGoodwill108,133 50,044 Goodwill107,561 108,133 
Other assets, noncurrentOther assets, noncurrent9,003 7,549 Other assets, noncurrent9,012 9,003 
Total assetsTotal assets$494,483 $539,971 Total assets$452,952 $494,483 
Liabilities and Stockholders’ Equity:
Liabilities and Stockholders’ (Deficit) Equity:Liabilities and Stockholders’ (Deficit) Equity:
Current liabilities:Current liabilities:Current liabilities:
Accounts payable and other liabilitiesAccounts payable and other liabilities$4,034 $4,246 Accounts payable and other liabilities$7,964 $4,034 
Accrued liabilitiesAccrued liabilities12,631 13,065 Accrued liabilities12,854 12,631 
Accrued payroll and other employee benefitsAccrued payroll and other employee benefits31,994 25,514 Accrued payroll and other employee benefits23,797 31,994 
Operating lease liabilities, currentOperating lease liabilities, current8,457 5,937 Operating lease liabilities, current7,662 8,457 
Deferred revenue, currentDeferred revenue, current97,713 99,156 Deferred revenue, current108,659 97,713 
Total current liabilitiesTotal current liabilities154,829 147,918 Total current liabilities160,936 154,829 
Deferred revenue, noncurrentDeferred revenue, noncurrent8,553 11,372 Deferred revenue, noncurrent8,298 8,553 
Convertible debt, net, noncurrentConvertible debt, net, noncurrent288,287 218,028 Convertible debt, net, noncurrent289,779 288,287 
Operating lease liabilities, noncurrentOperating lease liabilities, noncurrent38,034 44,099 Operating lease liabilities, noncurrent28,184 38,034 
Other liabilities, noncurrentOther liabilities, noncurrent1,196 1,517 Other liabilities, noncurrent1,228 1,196 
Total liabilitiesTotal liabilities490,899 422,934 Total liabilities488,425 490,899 
Commitments and contingencies (Note 18)Commitments and contingencies (Note 18)00Commitments and contingencies (Note 18)
Stockholders’ equity:
Stockholders’ (deficit) equity:Stockholders’ (deficit) equity:
Preferred stock, $0.001 par value, 5,000,000 shares authorized none issuedPreferred stock, $0.001 par value, 5,000,000 shares authorized none issued— — Preferred stock, $0.001 par value, 5,000,000 shares authorized none issued— — 
Common stock, $0.001 par value, 75,000,000 shares authorized; 49,201,265
and 48,142,267 shares issued, respectively; 44,520,542 and 43,461,544 shares outstanding, respectively
49 48 
Common stock, $0.001 par value, 75,000,000 shares authorized; 50,318,726
and 49,201,265 shares issued, respectively; 45,638,003 and 44,520,542 shares outstanding, respectively
Common stock, $0.001 par value, 75,000,000 shares authorized; 50,318,726
and 49,201,265 shares issued, respectively; 45,638,003 and 44,520,542 shares outstanding, respectively
50 49 
Additional paid-in capitalAdditional paid-in capital546,693 589,040 Additional paid-in capital590,475 546,693 
Treasury stock, 4,680,723 common shares, at costTreasury stock, 4,680,723 common shares, at cost(29,847)(29,847)Treasury stock, 4,680,723 common shares, at cost(29,847)(29,847)
Accumulated deficitAccumulated deficit(508,652)(438,773)Accumulated deficit(590,898)(508,652)
Accumulated other comprehensive lossAccumulated other comprehensive loss(4,659)(3,431)Accumulated other comprehensive loss(5,253)(4,659)
Total stockholders’ equity3,584 117,037 
Total liabilities and stockholders’ equity$494,483 $539,971 
Total stockholders’ (deficit) equityTotal stockholders’ (deficit) equity(35,473)3,584 
Total liabilities and stockholders’ (deficit) equityTotal liabilities and stockholders’ (deficit) equity$452,952 $494,483 
The accompanying notes are an integral part of these consolidated financial statements.
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PROS Holdings, Inc.
Consolidated Statements of Comprehensive Income (Loss)
(In thousands, except per share data)
For the Year Ended December 31, For the Year Ended December 31,
202120202019 202220212020
Revenue:Revenue:Revenue:
SubscriptionSubscription$178,006 $170,473 $145,327 Subscription$204,041 $178,006 $170,473 
Maintenance and supportMaintenance and support35,111 44,692 58,184 Maintenance and support28,592 35,111 44,692 
Total subscription, maintenance and supportTotal subscription, maintenance and support213,117 215,165 203,511 Total subscription, maintenance and support232,633 213,117 215,165 
ServicesServices38,306 37,259 46,823 Services43,504 38,306 37,259 
Total revenueTotal revenue251,423 252,424 250,334 Total revenue276,137 251,423 252,424 
Cost of revenue:Cost of revenue:Cost of revenue:
SubscriptionSubscription53,418 51,673 42,339 Subscription55,039 53,418 51,673 
Maintenance and supportMaintenance and support8,512 9,880 11,052 Maintenance and support8,004 8,512 9,880 
Total cost of subscription, maintenance and supportTotal cost of subscription, maintenance and support61,930 61,553 53,391 Total cost of subscription, maintenance and support63,043 61,930 61,553 
ServicesServices42,995 43,080 45,726 Services47,037 42,995 43,080 
Total cost of revenueTotal cost of revenue104,925 104,633 99,117 Total cost of revenue110,080 104,925 104,633 
Gross profitGross profit146,498 147,791 151,217 Gross profit166,057 146,498 147,791 
Operating expenses:Operating expenses:Operating expenses:
Selling and marketingSelling and marketing86,445 87,182 89,553 Selling and marketing94,986 86,445 87,182 
Research and developmentResearch and development82,268 77,165 68,270 Research and development93,412 82,268 77,165 
General and administrativeGeneral and administrative49,742 49,524 46,230 General and administrative54,202 49,742 49,524 
Acquisition-relatedAcquisition-related2,386 — 502 Acquisition-related— 2,386 — 
Impairment of fixed assetsImpairment of fixed assets1,551 — — 
Loss from operationsLoss from operations(74,343)(66,080)(53,338)Loss from operations(78,094)(74,343)(66,080)
Convertible debt interest and amortizationConvertible debt interest and amortization(6,304)(11,125)(14,765)Convertible debt interest and amortization(6,304)(6,304)(11,125)
Other income (expense), net308 897 (354)
Other income, netOther income, net3,084 308 897 
Loss before income tax provisionLoss before income tax provision(80,339)(76,308)(68,457)Loss before income tax provision(81,314)(80,339)(76,308)
Income tax provisionIncome tax provision870 676 624 Income tax provision932 870 676 
Net lossNet loss(81,209)(76,984)(69,081)Net loss(82,246)(81,209)(76,984)
Net loss per share:Net loss per share:Net loss per share:
Basic and dilutedBasic and diluted(1.83)(1.78)(1.72)Basic and diluted(1.82)(1.83)(1.78)
Weighted average number of shares:Weighted average number of shares:Weighted average number of shares:
Basic and dilutedBasic and diluted44,348 43,301 40,232 Basic and diluted45,269 44,348 43,301 
Other comprehensive income (loss), net of tax:Other comprehensive income (loss), net of tax:Other comprehensive income (loss), net of tax:
Foreign currency translation adjustmentForeign currency translation adjustment(1,228)480 (537)Foreign currency translation adjustment(594)(1,228)480 
Other comprehensive (loss) income, net of taxOther comprehensive (loss) income, net of tax(1,228)480 (537)Other comprehensive (loss) income, net of tax(594)(1,228)480 
Comprehensive (loss) income$(82,437)$(76,504)$(69,618)
Comprehensive lossComprehensive loss$(82,840)$(82,437)$(76,504)
The accompanying notes are an integral part of these consolidated financial statements.
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PROS Holdings, Inc.
Consolidated Statements of Cash Flows
(In thousands)
 Year Ended December 31,
 202220212020
Operating activities:
Net loss$(82,246)$(81,209)$(76,984)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization14,967 12,060 14,334 
Amortization of debt issuance costs1,491 1,491 8,743 
Share-based compensation42,714 35,075 24,399 
Provision for credit losses(280)(1,910)4,783 
Impairment of fixed assets1,551 — — 
(Gain)/ Loss on equity investments, net(1,308)— — 
Changes in operating assets and liabilities:
Accounts and unbilled receivables(7,330)12,560 10,450 
Deferred costs486 3,202 2,749 
Prepaid expenses and other assets1,712 1,828 (1,376)
Operating lease right-of-use assets and liabilities(2,175)1,534 16,974 
Accounts payable and other liabilities3,964 (515)(4,817)
Accrued liabilities26 (426)(9,848)
Accrued payroll and other employee benefits(8,191)4,693 (7,106)
Deferred revenue10,713 (6,938)(31,690)
Net cash used in operating activities(23,906)(18,555)(49,389)
Investing activities:
Purchase of property and equipment(861)(2,796)(28,493)
Purchase of equity securities(281)(2,895)(281)
Acquisition of EveryMundo, net of cash acquired— (79,482)— 
Capitalized internal-use software development costs— — (1,686)
Net cash used in investing activities(1,142)(85,173)(30,460)
Financing activities:
Proceeds from employee stock plans2,722 3,111 2,824 
Tax withholding related to net share settlement of stock awards(1,653)(352)(20,481)
Payments of notes payable— (288)— 
Proceeds from issuance of convertible debt, net— — 146,925 
Debt issuance costs related to convertible debt— — (1,019)
Purchase of Capped Call— — (25,335)
Net cash provided by financing activities1,069 2,471 102,914 
Effect of foreign currency rates on cash53 (324)(8)
Net change in cash and cash equivalents(23,926)(101,581)23,057 
Cash and cash equivalents:
Beginning of period227,553 329,134 306,077 
End of period$203,627 $227,553 $329,134 
Supplemental disclosure of cash flow information:
Cash paid during period for:
Taxes$(146)$(403)$(341)
Interest$(4,938)$(4,988)$(1,680)
Noncash investing activities:
Purchase of property and equipment accrued but not paid$11 $81 $341 
The accompanying notes are an integral part of these consolidated financial statements.
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PROS Holdings, Inc.
Consolidated Statements of Cash FlowsStockholders’ (Deficit) Equity
(In thousands)thousands, except share data)
 Year Ended December 31,
 202120202019
Operating activities:
Net loss$(81,209)$(76,984)$(69,081)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization12,060 14,334 13,870 
Amortization of debt discount and issuance costs1,491 8,743 11,115 
Share-based compensation35,075 24,399 24,680 
Deferred income tax, net— — (119)
Provision for doubtful accounts(1,910)4,783 (754)
Loss on debt extinguishment— — 5,660 
Changes in operating assets and liabilities:
Accounts and unbilled receivables12,560 10,450 (22,273)
Deferred costs3,202 2,749 (3,772)
Prepaid expenses and other assets1,828 (1,376)(5,044)
Operating lease right-of-use assets and liabilities1,534 16,974 (61)
Accounts payable and other liabilities(515)(4,817)2,550 
Accrued liabilities(426)(9,848)15,455 
Accrued payroll and other employee benefits4,693 (7,106)7,937 
Deferred revenue(6,938)(31,690)25,082 
Net cash (used in) provided by operating activities(18,555)(49,389)5,245 
Investing activities:
Purchase of property and equipment(2,796)(28,493)(5,271)
Purchase of equity securities(2,895)(281)(293)
Acquisition of Travelaer, net of cash acquired— — (10,510)
Acquisition of EveryMundo, net of cash acquired(79,482)— — 
Capitalized internal-use software development costs— (1,686)(1,436)
Purchase of intangible asset— — (50)
Net cash used in investing activities(85,173)(30,460)(17,560)
Financing activities:
Proceeds from employee stock plans3,111 2,824 1,995 
Tax withholding related to net share settlement of stock awards(352)(20,481)(23,753)
Payments of notes payable(288)— — 
Proceeds from issuance of convertible debt, net— 146,925 140,156 
Debt issuance costs related to convertible debt— (1,019)(860)
Purchase of Capped Call— (25,335)(16,445)
Settlement of convertible debt— — (97,678)
Proceeds from termination of Note Hedges— — 64,819 
Payment for termination of Warrants— — (45,243)
Net cash provided by financing activities2,471 102,914 22,991 
Effect of foreign currency rates on cash(324)(8)(75)
Net change in cash and cash equivalents(101,581)23,057 10,601 
Cash and cash equivalents:
Beginning of period329,134 306,077 295,476 
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End of period$227,553 $329,134 $306,077 
Supplemental disclosure of cash flow information:
Cash (paid) refund during period for:
Taxes$(403)$(341)$(308)
Interest$(4,988)$(1,680)$(3,499)
Noncash investing activities:
Purchase of property and equipment accrued but not paid$81 $341 $891 
 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
Deficit
Accumulated other comprehensive lossTotal Stockholders’ (Deficit) Equity
 SharesAmountSharesAmount
Balance at December 31, 201942,630,123 $47 $560,496 4,680,723 $(29,847)$(361,789)$(3,911)$164,996 
Stock awards net settlement765,801 (20,482)— — — — (20,481)
Proceeds from employee stock plans65,457 — 2,824 — — — — 2,824 
Equity component of convertible debt issuance, net— — 47,215 — — — — 47,215 
Purchase of Capped Call— — (25,335)— — — — (25,335)
Warrant exercise163 — — — — — — — 
Noncash share-based compensation— — 24,322 — — — — 24,322 
Other comprehensive income (loss)— — — — — — 480 480 
Net loss— — — — — (76,984)— (76,984)
Balance at December 31, 202043,461,544 $48 $589,040 4,680,723 $(29,847)$(438,773)$(3,431)$117,037 
Stock awards net settlement977,915 (353)— — — — (352)
Proceeds from employee stock plans81,083 — 3,111 — — — — 3,111 
Cumulative effect of adoption of ASU 2020-06— — (80,098)— — 11,330 — (68,768)
Noncash share-based compensation— — 34,993 — — — — 34,993 
Other comprehensive income (loss)— — — — — — (1,228)(1,228)
Net loss— — — — — (81,209)— (81,209)
Balance at December 31, 202144,520,542 $49 $546,693 4,680,723 $(29,847)$(508,652)$(4,659)$3,584 
Stock awards net settlement1,010,875 (1,654)— — — — (1,653)
Proceeds from employee stock plans106,586 — 2,722 — — — — 2,722 
Noncash share-based compensation— — 42,714 — — — — 42,714 
Other comprehensive income (loss)— — — — — — (594)(594)
Net loss— — — — — (82,246)— (82,246)
Balance at December 31, 202245,638,003 $50 $590,475 4,680,723 $(29,847)$(590,898)$(5,253)$(35,473)
The accompanying notes are an integral part of these consolidated financial statements.
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PROS Holdings, Inc.
Consolidated Statements of Stockholders’ Equity
(In thousands, except share data)
 Common StockAdditional Paid-In CapitalTreasury StockAccumulated
(Deficit) Retained Earnings
Accumulated other comprehensive lossTotal Stockholders’ Equity
 SharesAmountSharesAmount
Balance at December 31, 201837,155,906 $42 $364,877 4,417,585 $(13,938)$(292,708)$(3,374)$54,899 
Stock awards net settlement958,264 (23,754)— — — — (23,753)
Proceeds from employee stock plans75,304 — 1,995 — — — — 1,995 
Settlement of convertible debt4,703,787 140,845 — — — — 140,849 
Exercise of Note Hedges(263,138)— 15,911 263,138 (15,909)— — 
Termination of Note Hedges— — 64,819 — — — — 64,819 
Termination of Warrants— — (45,243)— — — — (45,243)
Equity component of convertible debt issuance, net— — 32,883 — — — — 32,883 
Purchase of Capped Call— — (16,445)— — — — (16,445)
Noncash share-based compensation— — 24,608 — — — — 24,608 
Other comprehensive loss— — — — — — (537)(537)
Net loss— — — — — (69,081)— (69,081)
Balance at December 31, 201942,630,123 $47 $560,496 4,680,723 $(29,847)$(361,789)$(3,911)$164,996 
Stock awards net settlement765,801 (20,482)— — — — (20,481)
Proceeds from employee stock plans65,457 — 2,824 — — — — 2,824 
Equity component of convertible debt issuance, net— — 47,215 — — — — 47,215 
Purchase of Capped Call— — (25,335)— — — — (25,335)
Warrant exercise163 — — — — — — — 
Noncash share-based compensation— — 24,322 — — — — 24,322 
Other comprehensive loss— — — — — — 480 480 
Net loss— — — — — (76,984)— (76,984)
Balance at December 31, 202043,461,544 $48 $589,040 4,680,723 $(29,847)$(438,773)$(3,431)$117,037 
Stock awards net settlement977,915 (353)— — — — (352)
Proceeds from employee stock plans81,083 — 3,111 — — — — 3,111 
Cumulative effect of adoption of ASU 2020-06— — (80,098)— — 11,330 — (68,768)
Noncash share-based compensation— — 34,993 — — — — 34,993 
Other comprehensive loss— — — — — — (1,228)(1,228)
Net loss— — — — — (81,209)— (81,209)
Balance at December 31, 202144,520,542 $49 $546,693 4,680,723 $(29,847)$(508,652)$(4,659)$3,584 
The accompanying notes are an integral part of these consolidated financial statements.
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PROS Holdings, Inc.
Notes to Consolidated Financial Statements
1. Organization and Nature of Operations

PROS Holdings, Inc., a Delaware corporation, through its operating subsidiaries (collectively, the "Company"), provides solutions that optimize shopping and selling experiences. PROS solutions leverage artificial intelligence ("AI"), self-learning and automation to ensure that every transactional experience is fast, frictionless and personalized for every shopper, supporting both business-to-business ("B2B") and business-to-consumer ("B2C") companies across industry verticals. Companies can use these selling, pricing, revenue optimization, distribution and retail, and digital offer marketing solutions to assess their market environments in real time to deliver customized prices and offers. The Company's solutions enable their customers to provide the buyers of their products the ability to move fluidly across its customers’from one sales channel to another, whether direct, sales, partner, online, mobile andor other emerging channels, each with a personalized experiencesexperience regardless of which channel buyers choose.is used. The Company's decades of data science and AI expertise are infused into its solutions and are designed to reduce time and complexity through actionable intelligence.
2. Summary of Significant Accounting Policies
Principles of Consolidation and Basis of Presentation
These Consolidated Financial Statements include the accounts of the Company and its wholly-owned subsidiaries. All significant intercompany transactions and balances have been eliminated in consolidation. The Consolidated Financial Statements have been prepared in accordance with generally accepted accounting principles in the United States of America ("GAAP"). Certain prior year amounts have been reclassified for consistency with the current year presentation. Such reclassifications impacted the classification of general and administrative expenses and research and development expenses. These insignificant reclassifications had no effect on the reported results of operations, cash flows, or financial position.

Risks and uncertainties

Coronavirus ("COVID-19") continues to spread throughout the U.S. and the world and compliance with the various containment measures implemented by governmental authorities has impacted the Company's business, as well as the businesses of its customers, suppliers and other counterparties, and this impact could last for an indefinite period of time. There are no comparable recent events that provide guidance as to the effect of the spread of COVID-19 as a global pandemic, and as a result, the Company is unable to predict the full impact COVID-19 will have on its results from operations, financial condition, liquidity and cash flows due to numerous uncertainties, including the duration and severity of the pandemic and containment measures.

Changes in Accounting Policies

The Company has consistently applied the accounting policies described in this Note 2 to all periods presented in these Consolidated Financial Statements, except for the Company's adoption of certain accounting standards described in more detail under "Recently adopted accounting pronouncements" in this Note 2 below.

Dollar Amounts

The dollar amounts presented in the tabular data within these footnote disclosures are stated in thousands of dollars, except per share amounts, or as noted within the context of each footnote disclosure.

Use of Estimates

    The preparation of these Consolidated Financial Statements in conformity with GAAP requires the Company to make certain estimates, judgments and assumptions that affect the reported amounts of assets, liabilities, revenues, costs and expenses during the reporting period. The complexity and judgment required in the Company's estimation process, as well as issues related to the assumptions, risks and uncertainties inherent in determining the nature and timing of satisfaction of performance obligations and determining the standalone selling price of performance obligations, affect the amounts of revenue, expenses, unbilled receivables and deferred revenue. Estimates are also used for, but not limited to, receivables, allowance for doubtful accounts,credit losses, the determination of the period of benefit for deferred commissions, operating lease right-of-use assets and operating lease liabilities, useful lives of assets, depreciation and amortization, fair value of assets acquired and liabilities assumed for business combinations, income taxes and deferred tax asset valuation, valuation of stock options,awards, other current liabilities and
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accrued liabilities. Numerous internal and external factors can affect estimates. Actual results could differ from those estimates and such differences could be material to the Company's consolidated financial position and results of operations.

Cash and Cash Equivalents

The Company considers all highly liquid investments with an original maturity of three months or less at the time of purchase, or the ability to be settled in cash within a period of three months, to be cash equivalents, except for commercial paper which is classified as short-term investments, if any. The Company has a cash management program that provides for the investment of excess cash balances, primarily in short-term money market instruments.
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    Trade and Other Receivables

    Trade and other receivables are primarily comprised of trade receivables, net of allowance for doubtful accounts,credit losses, contract assets and unbilled receivables. The Company records trade accounts receivable for its unconditional rights to consideration arising from the Company's performance under contracts with customers. The Company's standard billing terms are payment is due upon receipt of invoice, payable generally within thirty to sixty days.days from the date of the invoice. The carrying value of such receivables, net of the allowance for doubtful accounts,credit losses, represents their estimated net realizable value. When developing its estimate of expected credit losses on trade and other receivables, the Company considers the available information relevant to assessing the collectability of cash flows, which includes a combination of both internal and external information relating to past events, current conditions, and future forecasts as well as relevant qualitative and quantitative factors that relate to the environment in which the Company operates.

    Contract assets represent conditional rights to consideration that have been recognized as revenue in advance of billing the customer. Unbilled receivables represent unconditional rights to consideration arising from contingent revenue that have been recognized as revenue in advance of billing the customer.

    Prepaid Expenses and Other Assets

    Prepaid expenses and other assets consist primarily of prepaid third-party software subscription and license fees, deferred project costs and prepaid taxes.

Property and Equipment, Net

Property and equipment are recorded at cost, less accumulated depreciation. Maintenance, repairs and minor replacements are charged to expense as incurred. Significant renewals and betterments are capitalized. Depreciation on property and equipment, with the exception of leasehold improvements, is recorded using the straight-line method over the estimated useful lives of the assets. Depreciation on leasehold improvements is recorded using the shorter of the lease term or useful life. When property is retired or disposed of, the cost and related accumulated depreciation are removed from the accounts and any resulting gains or losses are reflected in the Consolidated Statements of Comprehensive Income (Loss) in the period of disposal.

Internal-Use Software

Costs incurred to develop internal-use software during the application development stage are capitalized, stated at cost, and depreciated using the straight-line method over the estimated useful lives of the assets. Application development stage costs generally include salaries and personnel costs and third-party contractor expenses associated with internal-use software development, configuration and coding. Capitalization of such costs begins when the preliminary project stage is complete and ceases at the point in which the project is substantially complete and is ready for its intended purpose. Capitalized internal-use software is included in property and equipment, net in the Consolidated Balance Sheets.

Leases
    
    The Company determines if an arrangement is a lease at inception. Operating leases are included in operating lease right-of-use ("ROU") assets, current operating lease liabilities and noncurrent operating lease liabilities in the Company's Consolidated Balance Sheet.

    ROU assets represent the Company’s right to use an underlying asset over the lease term and lease liabilities represent the Company’s obligation to make lease payments arising from the lease. ROU assets and lease liabilities are recognized at the
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lease commencement date based on the estimated present value of lease payments over the lease term. The Company includes any anticipated lease incentives in the determination of lease liability.

    The Company uses its estimated incremental borrowing rate, which is derived from information available at the lease commencement date, in determining the present value of lease payments. The Company gives consideration to its recent debt issuances as well as publicly available data for instruments with similar characteristics when determining its incremental borrowing rates.

    The Company’s lease terms will include options to extend the lease when it is reasonably certain the Company will exercise that option. Leases with a term of 12 months or less are not recorded on the Company's unaudited condensed consolidated balance sheet.Consolidated Balance Sheet. The Company’s lease agreements do not contain any residual value guarantees.

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Deferred Costs

Sales commissions earned by the Company's sales representatives are considered incremental and recoverable costs of obtaining a customer contract. Sales commissions are deferredcapitalized and amortized on a straight-line basis over the period of benefit, which the Company has determined to be five to eight years. TheThe Company determined the period of benefit by taking into consideration its customer contracts and expected renewals of those customer contracts (as the Company currently does not pay an incremental sales commission for contract renewals), the Company's technology and other factors.. The Company also deferscapitalizes amounts earned by employees other than sales representatives who earn incentive payments under compensation plans that are also tied to the value of customer contracts acquired. There were no such amounts capitalized in the years ended December 31, 2022 and 2021. Amortization of deferred costs is included in selling and marketing expense in the Consolidated Statements of Comprehensive Income (Loss).

Deferred Implementation Costs

    The Company capitalizes certain contract fulfillment costs, including personnel and other costs (such as hosting, employee salaries, benefits and payroll taxes), that are associated with contract arrangements where services are not distinct from other undelivered performance obligations in its customer contracts. The Company analyzes implementation costs and capitalizes those costs that are directly related to customer contracts that are expected to be recoverable and enhance the resources which will be used to satisfy the undelivered performance obligations in those contracts.recoverable. Deferred implementation costs are amortized ratably over the remaining contract term once the revenue recognition criteria for the respective performance obligation has been met and revenue recognition commences. Deferred implementation costs are included in prepaid and other current assets and other assets, noncurrent in the Consolidated Balance Sheets. Amortization of deferred implementation costs is included in cost of subscription and cost of services revenues in the Consolidated Statements of Comprehensive Income (Loss).

    Deferred Revenue

    Deferred revenue primarily consists of customer invoicing in advance of revenues being recognized. The Company generally invoices its customers annually in advance for subscription services and maintenance and support services. Deferred revenue anticipated to be recognized during the next twelve-month period is recorded as current deferred revenue and the remaining portion is recorded as noncurrent deferred revenue.

    Impairment of Long-Lived Assets

    Long-lived assets are reviewed for impairment whenever an event or change in circumstances indicates that the carrying amount of an asset or group of assets may not be recoverable. The impairment review includes comparison of future cash flows expected to be generated by the asset or group of assets with the associated assets’ carrying value. If the carrying value of the asset or group of assets exceeds its expected future cash flows (undiscounted and without interest charges), an impairment loss is recognized to the extent that the carrying amount of the asset exceeds its fair value. The Company did not identify any impairment indicators and recorded no impairment charges in the year ended December 31, 2021, 2020 and 2019.

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Business Combinations, Intangible Assets and Goodwill

The Company records tangible and intangible assets acquired and liabilities assumed in business combinations under the purchase method of accounting. The allocation of the purchase price in a business combination requires management to make significant estimates in determining the fair value of acquired assets and assumed liabilities, especially with respect to intangible assets. The excess of the purchase price in a business combination over the fair value of these tangible and intangible assets acquired and liabilities assumed is recorded as goodwill. Critical estimates in valuing certain intangible assets include, but are not limited to, projected revenue, discount rate, obsolescence rate, cost of sales, operating expenses and customer attrition rate. The Company estimates fair value primarily utilizing the income and market approaches, including the multi-period excess earnings method for certain intangible assets. Its estimates are inherently uncertain and subject to refinement. During the measurement period, which may be up to one year from the acquisition date, the Company may record adjustments to the fair value of these tangible and intangible assets acquired and liabilities assumed, with the corresponding offset to goodwill. Upon the conclusion of the measurement period or final determination of the fair value of assets acquired or liabilities assumed, whichever comes first, any subsequent adjustments are recorded to the Consolidated Statement of Comprehensive Income (Loss).

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    Intangible assets that have finite lives are amortized over their useful lives and are reviewed for impairment whenever events or changes in circumstances indicate that the carrying amount of an asset group may not be recoverable. During this review, the Company reevaluates the significant assumptions used in determining the original cost and estimated lives of the intangible assets. Although the assumptions may vary from asset to asset, they generally include operating results, changes in the use of the asset, cash flows and other indicators of value. Management then determines whether the remaining useful life continues to be appropriate or whether there has been an impairment of the intangible assets based primarily upon whether expected future undiscounted cash flows are sufficient to support the assets group's recovery. If impairment exists, the Company would adjust the carrying value of the assets to fair value, generally determined by a discounted cash flow analysis.

    Goodwill represents the excess of the purchase consideration over the net of the acquisition-date fair value of identifiable assets acquired, including identifiable intangible assets, and liabilities assumed in connection with business combinations. Goodwill is not amortized but is assessed for impairment as of November 30 of each fiscal year, or more frequently if events or changes in circumstances indicate the fair value of the Company’s sole reporting unit has been reduced below its carrying value. When conducting the annual goodwill impairment assessment, a two-step process is used. The first step is to perform an optional qualitative evaluation as to whether it is more likely than not that the fair value of the Company’s sole reporting unit is less than its carrying value, using an assessment of relevant events and circumstances. In performing this assessment, the Company is required to make assumptions and judgments including but not limited to an evaluation of macroeconomic conditions as they relate to the business, industry and market trends, as well as the overall future financial performance of the reporting unit and future opportunities in the markets in which it operates. If it is determined that it is not more likely than not that the fair value of the reporting unit is less than its carrying value, no additional tests are required to be performed in assessing goodwill for impairment. However, if the Company concludes otherwise or elects not to perform the qualitative assessment, the Company performs a second step, consisting of a quantitative assessment of goodwill impairment. This quantitative assessment requires the Company to compare the fair value of its reporting unit with its carrying value. If the carrying amount exceeds the fair value, an impairment charge will be recognized, however, loss cannot exceed the total amount of goodwill allocated to the reporting unit. Based on the results of the qualitative review of goodwill performed as of November 30, 2021,2022, the Company did not identify any indicators of impairment. As such, the quantitative assessment described above was not necessary.
    
    Equity Investments
    Investments in equity securities of privately held companies without readily determinable fair value, where the Company does not exercise significant influence over the investee, are recorded at cost, less impairment and adjusted for subsequent observable price changes obtained from orderly transactions for identical or similar investments issued by the same investee. Adjustments resulting from impairment, fair value, or observable price changes are accounted for in the Consolidated Statements of Comprehensive Income (Loss).

    Financial Instruments
    
    The carrying amount of the Company’s financial instruments, which include cash equivalents, receivables and accounts payable, and equity investments approximates their fair values at December 31, 20212022 and 2020.2021. For additional information on the Company’s fair value measurements, see Note 10 to the Consolidated Financial Statements.

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    Convertible Senior Notes

Historically, in accounting for the issuance of the Notes, the Company separated each of the Notes into liability and equity components. The carrying amounts of the liability components were calculated by measuring the fair value of similar liabilities that did not have associated convertible features. The carrying amount of the equity components representing the conversion option were determined by deducting the fair value of the liability components from the par value of the respective Notes. These differences represented debt discounts that were amortized to interest expense over the respective terms of the Notes using the effective interest rate method. The equity components were not remeasured as long as they continued to meet the conditions for equity classification. In accounting for the issuance costs related to the Notes, the Company allocated the total amount of issuance costs incurred to the liability and equity components based on their relative values. Issuance costs attributable to the liability components were being amortized on a straight-line basis, which approximates the effective interest rate method, to interest expense over the respective terms of the Notes. The issuance costs attributable to the equity components were netted against the respective equity components in additional paid-in capital.

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Effective January 1, 2021, the Company early adopted ASU 2020-06, Debt - Debt with Conversion and Other Options ("Subtopic 470-20") and Derivatives and Hedging - Contracts in an Entity's Own Equity ("Subtopic 815-40"),; for the impact of adoption of the new standard, refer to "Recently Adopted Accounting Pronouncements" below.

Under the new standard, the Company records the principal amount of the Notes as a liability. Issuance costs attributable to the Notes are being amortized on a straight-line basis over the respective terms of the Notes and are presented as a direct deduction from convertible debt, net, noncurrent.

The 2024 Notes, with a principal amount of $143.8 million, mature on May 15, 2024, unless redeemed or converted in accordance with their terms prior to such date. At December 31, 2022, the Company had $203.6 million of cash and cash equivalents. The Company believes its existing cash and cash equivalents will provide adequate liquidity and capital resources to meet its operational requirements, anticipated capital expenditures and coupon interest payments for the Notes for the next twelve months. Capital markets have tightened recently in response to the macroeconomic environment making new financing more difficult and/or expensive and the Company may not be able to obtain such financing on terms acceptable to it or at all.

    Research and Development

    Research and development costs for software sold to customers are generally expensed as incurred. These costs include salaries and personnel costs, including employee benefits, third-party contractor expenses, software development tools, an allocation of facilities and depreciation expenses and other expenses in developing new solutions and upgrading and enhancing existing solutions.

    Software Development Costs

    Capitalization of software development costs for software to be sold, leased, or otherwise marketed begins upon the establishment of technological feasibility, which is generally the completion of a working prototype that has been certified as having no critical bugs and is a release candidate. Amortization begins once the software is ready for its intended use, generally based on the pattern in which the economic benefits will be consumed. To date, software development costs incurred between completion of a working prototype and general availability of the related product have not been material.

    Treasury Stock

    The Company is authorized to make treasury stock purchases in the open market pursuant to the share repurchase program, which was approved by its Board of Directors on August 28, 2008. The Company accounts for the purchase of treasury stock under the cost method. For additional information on the Company’s stock repurchase program, see Note 12 to the Consolidated Financial Statements. There were no treasury stock repurchases under the program for the years ended December 31, 2022, 2021 2020 and 2019.2020.

Revenue Recognition

The Company derives its revenues primarily from subscriptions, services, and associated software maintenance and support services.

    The Company determines revenue recognition through the following steps:
identification of the contract, or contracts, with a customer;
identification of the performance obligations in the customer contract(s);
determination of the transaction price;
allocation of the transaction price to each performance obligation in the customer contract(s); and
recognition of revenue when, or as, the Company satisfies a performance obligation.
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Subscription revenue

    Subscription revenue primarily consists of subscription fees that give customers access to one or more of the Company's cloud applications with related customer support. The Company primarilygenerally recognizes subscription revenue ratably over the contractual term of the arrangement beginning with commencement of service. Subscription revenue related to certain offerings, where fees are based on a number of transactions, are recognized on a usage basis. The Company's subscription
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contracts do not provide customers with the right to take possession of the software supporting the service and, as a result, are accounted for as service contracts. The Company's subscription contracts are generally twoone to five years in length, billed annually in advance, and non-cancelable.

Maintenance and support revenue

Maintenance and support revenue includes customer support for on-premises licenses and the right to unspecified software updates and enhancements. The Company recognizes revenue from maintenance and support arrangements ratably over the period in which the services are provided. The Company's maintenance and support contracts are generally one year in length, billed annually in advance, and non-cancelable.

Services revenue

    ServicesServices revenue primarily consists of fees for configuration services, consulting and training. The Company typically sells its services either on a fixed-fee or time-and-material basis. Services revenue is generally recognized as the services are performed for time and material contracts, or on a proportional performance basis for fixed-price contracts. The majority of the Company's Services contracts are on a fixed-fee basis. Training revenue is recognized as the services are rendered.

    Significant judgments are required in determining whether services contained in the Company's customer subscription contracts are considered distinct, including whether the services are capable of being distinct and whether they are separately identifiable. Services deemed to be distinct are accounted for as a separate performance obligation on a relative standalone selling price basis and revenue is recognized as the services are performed. If services are determined not determined to be distinct, the services and the subscription are determinedconsidered to be a single performance obligation and revenue is recognized over the contractual term of the subscription beginning on the date subscription services are made available to the customer. The associated revenue is allocated between subscription and services.

Customer contracts with multiple performance obligations

    A portion of the Company's customer contracts contain multiple performance obligations. Significant judgment is required in determining whether multiple performance obligations contained in a single customer contract are capable of being distinct and are separately identifiable. An obligation determined to be distinct is accounted for as a separate performance obligation and revenue for that separate performance obligation is recognized when, or as, the Company satisfies the performance obligation. If obligations are determined not determined to be distinct, those obligations are accounted for as a single, combined performance obligation. The transaction price is allocated to each performance obligation on a relative standalone selling price basis.

Disaggregation of revenue

    The Company categorizes revenue from external customers by geographic area based on the location of the customer's headquarters. For additional information regarding the Company's revenue by geography, see Note 19 to the Consolidated Financial Statements.

Foreign Currency

The Company has certain contracts denominated in foreign currencies and therefore a portion of the Company’s revenue is subject to foreign currency risks. Gains and losses from foreign currency transactions, such as those resulting from the settlement of receivables, are classified in other income, (expense), net included in the accompanying Consolidated Statements of Comprehensive Income (Loss).
The functional currency of PROS France SAS ("PROS France") is the Euro. The financial statements of this subsidiary are translated into U.S. dollars using period-end rates of exchange for assets and liabilities, historical rates of exchange for equity, and average rates of exchange for the period for revenue and expenses. Translation gains (losses) are recorded in accumulated other comprehensive income (loss) as a component of stockholders’ equity.equity (deficit).
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Noncash Share-Based Compensation
The Company's Amended and Restated 2017 Equity Incentive Plan (the "2017 Stock Plan") provides for noncash share-based compensation through the grant of: (i) restricted stock awards; (ii) restricted stock unit awards - time, performance
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and market-based ("RSUs"); (iii) stock options; (iv) stock appreciation rights ("SARs"); (v) phantom stock; and (vi) performance awards, such as market stock units ("MSUs"). To date, the Company has granted RSUs and MSUs from this plan.

The Company issues common stock from its pool of authorized stock upon exercise of stock options, settlement of SARs and MSUs or upon vesting of RSUs.

The Company utilized a prior plan, 2007 Equity Incentive Plan (the "2007 Stock Plan"), to make certain noncash share-based compensation awards through its expiration in March 2017. Under this plan, the Company granted stock options, SARs, RSUs and MSUs. All awards previously granted under the 2007 Stock Plan have been exercised or otherwise terminated as of December 31, 2021.

In November 2021, the Company granted inducement awards in an aggregate amount of 332,004 shares in accordance with NYSE Rule 303A.08. These inducement awards were in the form of RSUs granted to certain new employees in connection with the acquisition of EveryMundo.

As part of the EveryMundo acquisition in November 2021, the purchase agreement included equity consideration of 273,120 shares of the Company's common stock to be issued to the recipients contingent on their employment with the Company during a two-year period. Based on the underlying agreements, this portion of the consideration was determined to represent post-combination noncash share-based compensation expense from an accounting perspective as opposed to purchase consideration.
The following table presents the number of awards outstanding for each award type as of December 31, 20212022 and 20202021 (in thousands): 
 Year Ended December 31,
Award type20212020
Restricted stock units (time-based)2,145 1,802 
Restricted stock units (performance-based)140 162 
Stock appreciation rights— 28 
Market stock units126 111 
EveryMundo Equity consideration273 — 
Stock options. The Company did not grant stock options during 2021 and 2020. The fair value of each stock option is estimated on the date of grant using the Black-Scholes option pricing model.

 Year Ended December 31,
Award type20222021
Restricted stock units (time-based)2,235 2,145 
Restricted stock units (performance-based)— 140 
Market stock units216 126 
EveryMundo Equity consideration137 273 
Restricted stock units. The fair value of the RSUs (time-based and performance-based) is based on the closing price of the Company’s stock on the date of grant and is amortized over the vesting period. RSUs include (i) time-based awards and (ii) performance-based awards in which the number of shares that vest are based upon achievement of certain internal performance metrics set by the Company.
Stock appreciation rights. SARs will be settled in stock at the time of exercise and vest over four years from the date of grant. The Company used the Black-Scholes option pricing model to estimate the fair value of its SARs. The determination of the fair value of SARs utilizing the Black-Scholes model is affected by the Company’s stock price and a number of assumptions, including expected volatility, expected life, delivery of risk-free interest rate and expected dividends. The Company estimates the expected volatility of common stock at the date of grant based on a combination of its historical volatility and the average volatility of comparable companies. The expected life of the SARs noncash share-based payment awards is a historical weighted average of the expected lives of similar securities of comparable public companies. The risk-free interest rate assumption is based on observed interest rates appropriate for the terms of the Company’s awards. The dividend yield assumption is based on the Company's expectation of paying no dividends.

Market stock units. MSUs are performance-based awards that vest based upon the Company’s relative shareholder return. The actual number of MSUs that will be eligible to vest is based on the total shareholder return of the Company relative to the total shareholder return of the Russell 2000 Index ("Index") over a 3-year period ending December 31, 20202023 and December 31, 20232024 ("Performance Period"), respectively. The MSUs vested on January 10, 2021, and will vest on January 31,
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2024 and January 31, 2025, respectively. The maximum number of shares issuable upon vesting is 200% of the MSUs initially granted based on the average price of the Company's common stock relative to the Index during the Performance Period. The Company estimates the fair value of MSUs on the date of grant using a Monte Carlo simulation model. The determination of the fair value of the MSUs is affected by the Company’s stock price and a number of assumptions including the expected volatility of the Company’s stock and the Index, its risk-free interest rate and expected dividends. The Company’s expected volatility at the date of grant was based on the historical volatilities of the Company and the Index over the Performance Period.

Equity consideration. The fair value of the equity consideration stock awards is based on the closing price of the Company’s stock on the date of grant and is amortized over the vesting period.
As the Company issues stock options and SARs, it evaluates the assumptions used to value its stock option awards and SARs. If factors change and the Company employs different assumptions, noncash share-based compensation expense may differ significantly from what has been recorded in the past. If there are any modifications or cancellations of the underlying unvested securities, the Company may be required to accelerate, increase or cancel any remaining unearned noncash share-based compensation expense. Future noncash share-based compensation expense and unearned noncash share-based compensation will increase to the extent that the Company grants additional equity awards to employees.
At December 31, 2021,2022, there were an estimated $84.668.1 million of total unrecognized compensation costs related to noncash share-based compensation arrangements. These costs will be recognized over a weighted average period of 2.6 2.5 years. For further discussion of the Company’s noncash share-based compensation plans, see Note 14 to the Consolidated Financial Statements.

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Income Taxes

The Company uses the asset and liability method to account for income taxes, including recognition of deferred tax assets and liabilities for the anticipated future tax consequences attributable to differences between financial statement amounts and their respective tax basis. The Company reviews its deferred tax assets for recovery. A valuation allowance is establishedestablished when the Company believes it is more likely than not that some portion of its deferred tax assets will not be realized. Changes in the valuation allowance from period to period are included in the Company’s tax provision in the period of change.
The Company accounts for uncertain income tax positions recognized in an enterprise’s financial statements in accordance with the income tax topic of the ASC issued by the FASB. This interpretation requires companies to use a prescribed model for assessing the financial recognition and measurement of all tax positions taken or expected to be taken in its tax returns. This guidance provides clarification on recognition, classification, interest and penalties, accounting in interim periods, disclosures and transition. The Company recognizes accrued interest and penalties related to income taxes, if any, as a component of income tax expense. For additional information regarding the Company’s income taxes, see Note 15 to the Consolidated Financial Statements.
Segment Reporting
The Company reports as one operating segment with the Chief Executive Officer ("CEO") acting as the Company’s chief operating decision maker. The Company’s CEO reviews financial information presented on a consolidated basis for purposes of allocating resources and evaluating financial performance. The Company has a single reporting unit, and there are no segment managers who are held accountable for operations, operating results or components below the consolidated unit level.

Earnings Per Share

The Company computes basic earnings (loss) per share by dividing net income (loss) attributable to common stockholders by the weighted average number of common shares outstanding. Diluted earnings (loss) per share is computed by giving effect to all dilutive potential common shares outstanding during the period using the treasury stock method and convertible notes using the if-converted method. Dilutive potential common shares consist of shares issuable upon the exercise of stock options, shares of unvested restricted stock units, market stock units and equity consideration, and settlement of stock appreciation rights.rights, if any. When the Company incurs a net loss, the effect of the Company's outstanding stock options, stock appreciation rights, restricted stock units, market stock units, equity consideration and convertible notes are not included in the calculation of diluted earnings (loss) per share as the effect would be anti-dilutive. Accordingly, basic and diluted net loss per share are identical.

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Recently Adopted Accounting Pronouncements

In October 2021, the FASB issued ASU 2021-08, Business Combinations (Topic 805): Accounting for Contract Assets and Contract Liabilities from Contract with Customers ("Topic 805"), which amends ASC 805 to require acquiring entities to apply Topic 606 to recognize and measure contract assets and contract liabilities in a business combination. This new standard is effective for the Company's interim and annual periods beginning January 1, 2023, and earlier adoption is permitted. The Company early adopted Topic 805 in the fourth quarter of 2021 and there was no impact on the Company's Consolidated Financial Statements as of the adoption date. The Company applied the standard prospectively to the acquisition of EveryMundo which occurred in November 2021.

In August 2020, the FASB issued ASU 2020-06, Debt - Debt with Conversion and Other Options ("Subtopic 470-20") and Derivatives and Hedging - Contracts in an Entity's Own Equity ("Subtopic 815-40"), which simplifies the accounting for certain convertible instruments, amends the guidance on derivative scope exceptions for contracts in an entity's own equity, and modifies the guidance on diluted earnings per share calculations as a result of these changes. This new standard is effective for the Company's interim and annual periods beginning January 1, 2022, and earlier adoption is permitted on January 1, 2021. The Company may elect to apply the amendments on a retrospective or modified retrospective basis. The Company early adopted the new standard effective January 1, 2021 on the modified retrospective basis. The adoption decreased additional paid-in capital by $80.1 million related to the equity conversion component of the outstanding convertible notes which was previously separated and recorded in equity, and increased convertible debt, net by $68.8 million related to the removal of the debt discounts and adjustment of debt issuance cost recorded under the previous standard. The net cumulative effect of the adjustments of $11.3 million was recorded as a decrease to the opening balance of the accumulated deficit as of January 1, 2021. As a result of the adoption, the noncash interest expense was lower for the year ended December 31, 20212022 and will be lower for the remaining term of the outstanding convertible notes. The adoption had no impact on the Consolidated Statements of Cash Flows. Consolidated Financial Statements for the yearsyear ended December 31, 2020 and 2019 remain as previously reported.
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In June 2016, the FASB issued ASU 2016-13, Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments ("Topic 326"), in order to improve financial reporting of expected credit losses on financial instruments and other commitments to extend credit. Topic 326 requires that an entity measure and recognize expected credit losses for financial assets held at amortized cost and replaces the incurred loss impairment methodology in current GAAP with a methodology that requires consideration of a broader range of information to estimate credit losses. The Company adopted Topic 326 as of January 1, 2020 using the modified retrospective method and there was no material impact on the Company's Consolidated Financial Statements as of the adoption date.
    
In February 2016, the FASB issued ASU 2016-02, "Leases (Topic 842)" ("Topic 842"), which requires the lessee to recognize most leases on the balance sheet thereby resulting in the recognition of right-of-use ("ROU") assets and lease liabilities for those leases currently classified as operating leases. Lessor accounting remains largely unchanged from current guidance, however, Topic 842 provides improvements that are intended to align lessor accounting with the lessee model and with updated revenue recognition guidance. This standard took effect in the first quarter of 2019, including interim periods within that reporting period. The Company adopted Topic 842 as of January 1, 2019using the modified retrospective method by recognizing the cumulative effect of initially applying the new standard as an adjustment to the opening balances of operating ROU assets and lease liabilities, while prior period amounts are not adjusted and continue to be reported in accordance with the Company's historic accounting under the prior lease accounting rules in ASC 840, "Leases". See Note 2 - Summary of Significant Accounting Policies to the Consolidated Financial Statements included in form 10-K for the year ended December 31, 2019, regarding the impact of Topic 842 adoption on the Consolidated Financial Statements.

Recent Accounting Pronouncements
    
    With the exception of the new standards discussed above, there have been no other recent accounting pronouncements or changes in accounting pronouncements during the year ended December 31, 2021,2022, that are of significance or potential significance to the Company.
3. Business Combinations

    EveryMundo

On November 30, 2021, the Company acquired EveryMundo LLC ("EveryMundo"), a privately held company based in Miami, Florida, for a cash consideration, net of cash acquired, of approximately $79.5 million and an equity consideration of approximately $10.0 million. Since the equity consideration is contingent on certain employees' continued employment overwith the Company for a two-year period, with the
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Company, under the accounting guidance it was determined, to representbased on accounting guidance, the related amounts should be treated as post-combination compensation arrangement and wasaccordingly are not included as part of the purchase price allocation. EveryMundo is a digital offer marketing pioneer that enables brands to broaden their digital reach and deepen customer engagement, providing greater control over direct and indirect channels they participate in to help create superior brand experiences and foster brand loyalty over time.

Since the acquisition date and for the year ended December 31, 2021, the Company has included $1.1 million of revenue and $1.4 million of net loss related to EveryMundo in its Consolidated Statements of Comprehensive Income (Loss). During the yearyears ended December 31, 2022 and 2021, the Company incurred acquisition-related costs of zero and $2.4 million, respectively, consisting primarily of advisory, legal, accounting and other professional fees, and integration costs.

The preliminaryfinal allocation of the purchase price for EveryMundo is as follows (in thousands):

    
Current assets$2,193 
Noncurrent assets736 
Intangibles23,300 
Goodwill58,915 
Current liabilities(4,972)
Noncurrent liabilities(542)
Purchase consideration$79,630 

    The following are the identifiable intangible assets acquired (in thousands) with respect to the EveryMundo acquisition, and their respective useful lives:
Weighted Average Useful Life
Amount(years)
Developed technology$15,700 5
Customer relationships5,500 4
Trade name2,100 8
Total$23,300 

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The goodwill recognized was primarily attributable to the assembled workforce and expanded market opportunities from integrating EveryMundo's technology into the Company's product portfolio. The goodwill is deductible for U.S. federal income tax purposes.

The Company made a preliminary determination that $2.8 million of deferred tax asset was assumed on the acquisition date. The deferred tax asset is comprised of excess tax basis in goodwill. A full valuation allowance of $2.8 million was recorded offsetting the deferred tax asset as of the acquisition date.

Pro Forma Financial Information

    The unaudited financial information in the table below summarizes the combined results of operations of the Company and EveryMundo, on a pro forma basis as though the Company had acquired EveryMundo on January 1, 2020. The pro forma information for all periods presented also includes the effect of business combination accounting resulting from the acquisition, including amortization charges from acquired intangible assets.

Year Ended December 31,
(in thousands, except earnings per share)20212020
Total revenue$261,807 $263,060 
Net loss(99,605)(84,498)
Earnings per share - basic and diluted$(2.25)$(1.95)

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Travelaer

On August 14, 2019, the Company acquired Travelaer SAS ("Travelaer"), a privately held company based near Nice, France, for a total cash consideration, net of cash acquired, of approximately $10.5 million. Travelaer is a digital innovator for the travel industry with a focus on improving the customer experience across all phases of travel, and brings an internet booking engine and New Distribution Capability platform to the Company's portfolio. The Company has included the financial results of Travelaer in the Consolidated Financial Statements from the date of the acquisition, which have not been material to date. The transaction cost associated with the acquisition was $0.5 million for the year ended December 31, 2019.

    The Company accounted for the transaction as a business combination and all of the assets acquired and the liabilities assumed in the transaction have been recognized at their acquisition date fair values. The Company recorded approximately $2 million for developed technology and customer relationships with estimated useful lives of seven years and five years, respectively. The Company recorded approximately $11 million of goodwill which is primarily related to the assembled workforce and expanded market opportunities from integrating Travelaer's technology with the Company's solutions. The goodwill balance is not deductible for U.S. income tax purposes.
4. Trade and Other Receivables, Net

Accounts receivable at December 31, 20212022 and 2020,2021, consists of the following (in thousands):
December 31, December 31,
20212020 20222021
Accounts receivableAccounts receivable$38,398 $50,257 Accounts receivable$40,852 $38,398 
Unbilled receivables and contract assetsUnbilled receivables and contract assets3,389 3,443 Unbilled receivables and contract assets7,935 3,389 
Total receivablesTotal receivables41,787 53,700 Total receivables48,787 41,787 
Less: Allowance for doubtful accounts(1,206)(4,122)
Less: Allowance for credit lossesLess: Allowance for credit losses(609)(1,206)
Trade and other receivables, netTrade and other receivables, net$40,581 $49,578 Trade and other receivables, net$48,178 $40,581 

The bad debt (recovery) expense reflected in general and administrative expenses in the accompanying Consolidated Statements of Comprehensive Income (Loss) for the years ended December 31, 2022, 2021 2020 and 2019,2020, totaled approximately $(1.9)(0.3) million, $(1.9) million and $4.8 million, and $(0.6) million, respectively. However, as a result of the ongoing and uncertain economic conditions caused by COVID-19, the amount of bad debt expense recognized by the Company could vary in the near term depending on the ongoing impact of COVID-19 on the Company’s customers and inherently the related receivables.
5. Deferred Costs

    Deferred costs, which primarily consist of deferredcapitalized sales commissions, were $15.314.8 million and $18.5$15.3 million as of December 31, 20212022 and December 31, 2020,2021, respectively. Amortization expense for the deferred costs was $6.25.8 million, $5.9$6.2 million and $4.8$5.9 million for the year ended December 31, 2022, 2021 2020 and 2019,2020, respectively. There was no impairment loss in relation to the costs capitalized for the periods presented.
6. Deferred Implementation Costs

    Deferred implementation costs, which related to certain customer contract fulfillment costs, were $2.41.6 million and $2.9$2.4 million as of December 31, 20212022 and December 31, 2020,2021, respectively. Amortization expense for the deferred implementation costs was $1.2 million, $1.81.2 million and $1.4$1.8 million for the year ended December 31, 2022, 2021 2020 and 2019,2020, respectively. There was no impairment loss in relation to the costs capitalized for the periods presented.
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7. Property and Equipment, Net
Property and equipment, net as of December 31, 20212022 and 20202021 consists of the following:
December 31, December 31,
Estimated useful life20212020 Estimated useful life20222021
Furniture and fixturesFurniture and fixtures5-10 years$6,312 $6,248 Furniture and fixtures5-10 years$6,318 $6,312 
Computers and equipmentComputers and equipment3-5 years17,008 17,333 Computers and equipment3-5 years15,262 17,008 
SoftwareSoftware3-6 years7,879 7,646 Software3-6 years4,422 7,879 
Capitalized internal-use software development costsCapitalized internal-use software development costs3 years11,908 12,217 Capitalized internal-use software development costs3 years11,746 11,908 
Leasehold improvementsLeasehold improvementsShorter of lease term or useful life21,867 20,709 Leasehold improvementsShorter of lease term or useful life21,918 21,867 
Construction in progress— 147 
Property and equipment, grossProperty and equipment, gross64,974 64,300 Property and equipment, gross59,666 64,974 
Less: Accumulated depreciation and amortizationLess: Accumulated depreciation and amortization(34,016)(27,796)Less: Accumulated depreciation and amortization(34,654)(34,016)
Property and equipment, netProperty and equipment, net$30,958 $36,504 Property and equipment, net$25,012 $30,958 

Depreciation and amortization was approximately $8.05.2 million, $8.0 million and $7.1$8.0 million for the years ended December 31, 2022, 2021 2020 and 2019,2020, respectively. During the years ended December 31, 2022, 2021 2020 and 2019,2020, the Company disposed of approximately $1.5$3.1 million, $8.3$1.5 million and $7.4$8.3 million, respectively, of fully depreciated assets. During the years ended December 31, 2022, 2021 2020 and 2019,2020, the Company recognized no loss on disposal of assets. As of December 31, 20212022 and 2020,2021, the Company had approximately $15.214.4 million and $10.7$15.2 million, respectively, of fully depreciated assets in use.
During the years ended December 31, 20212022 and 2020,2021, the Company capitalized no internal-use software development costs of approximately zero and $1.7 million, respectively, related to its subscription solutions. As of December 31, 20212022 and 2020,2021, $11.911.7 million and $12.2$11.9 million, respectively, of capitalized internal-use software development costs were subject to amortization and $10.1$10.9 million and $7.3$10.1 million, respectively, of capitalized internal-use software development costs were included in accumulated depreciation and amortization for the years ended December 31, 20212022 and 2020.2021.
NoDuring the year ended December 31, 2022, the Company recorded a $1.6 million impairment wascharge related to fixed assets. The impairment resulted from the Company's changed intentions for these assets in connection with a new agreement with a software vendor. The Company did not identify any impairment indicators and recorded forno impairment charges in the years ended December 31, 2021 2020 and 2019.2020.

8. Leases

    The Company has operating leases for data centers, computer infrastructure, corporate offices and certain equipment. These leases have remaining lease terms ranging from 1 year to 1211 years. Some of these leases include options to extend for up to 15 years, and some include options to terminate within 1 year. The Company includes options in the lease terms when it is reasonably certain the Company will exercise that option.

As of December 31, 2021,2022, the Company did not have any finance leases.

    The components of operating lease expense were as follows (in thousands):
Year Ended December 31,Year Ended December 31,
202120202019202220212020
Operating lease costOperating lease cost$9,737 $11,632 $10,109 Operating lease cost$8,576 $9,737 $11,632 
Variable lease costVariable lease cost3,905 1,717 1,810 Variable lease cost4,264 3,905 1,717 
Sublease incomeSublease income(108)(375)(332)Sublease income(222)(108)(375)
Total lease costTotal lease cost$13,534 $12,974 $11,587 Total lease cost$12,618 $13,534 $12,974 
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Supplemental information related to leases was as follows (in thousands):
Year Ended December 31,
202120202019
Cash paid for amounts included in the measurement of lease liability:
Cash paid for operating lease liabilities$8,828 $7,562 $5,883 
Right-of-use asset obtained in exchange for operating lease liability (1)$1,949 $12,599 $34,418 
(1) For the year ended December 31, 2019, the balance included $26.9 million for operating leases existing on January 1, 2019 upon adoption of ASU 842.
Year Ended December 31,
202220212020
Cash paid for amounts included in the measurement of lease liability:
Cash paid for operating lease liabilities$8,423 $8,828 $7,562 
Right-of-use asset obtained in exchange for operating lease liability$787 $1,949 $12,599 

December 31, 2021December 31, 2020
Weighted average remaining lease term:
Operating leases8.2 years8.6 years
Weighted average discount rate:
Operating leases7.32 %7.12 %

December 31, 2022December 31, 2021
Weighted average remaining lease term:
Operating leases8.5 years8.2 years
Weighted average discount rate:
Operating leases7.63 %7.32 %

In January 2022, an existing operating lease was modified due to a change in future payments. The result was a decrease in the related right-of-use asset and corresponding lease liability of $2.7 million.

    As of December 31, 2021,2022, maturities of lease liabilities were as follows (in thousands):
Year Ending December 31,Year Ending December 31,AmountYear Ending December 31,Amount
2022$11,483 
2023202311,569 2023$10,131 
202420245,582 20245,208 
202520254,258 20254,141 
202620264,124 20264,036 
2027 and thereafter27,726 
202720273,965 
2028 and thereafter2028 and thereafter23,251 
Total operating lease paymentsTotal operating lease payments64,742 Total operating lease payments50,732 
Less: Imputed interestLess: Imputed interest(18,251)Less: Imputed interest(14,886)
Total operating lease liabilitiesTotal operating lease liabilities$46,491 Total operating lease liabilities$35,846 
9. Goodwill and Intangible Assets

    The change in the carrying amount of goodwill for the years ended December 31, 20212022 and 2020,2021, was as follows (in thousands):
Balance as of December 31, 20192020$49,104 
    Foreign currency translation adjustments940 
Balance as of December 31, 202050,044 
    Goodwill acquired58,915 
    Foreign currency translation adjustments(826)
Balance as of December 31, 2021108,133 
    Foreign currency translation adjustments(572)
Balance as of December 31, 2022$108,133107,561 

    The goodwill balance related to PROS France is denominated in Euro and the goodwill balance related to PROS Travel Commerce, Inc. (formerly Vayant Travel Technologies, Inc.) ("Vayant"), Pros Travel Retail SAS (formerly Travelaer andSAS) and EveryMundo is denominated in the U.S. dollar.

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    Intangible assets consisted of the following as of December 31, (in thousands):
December 31, 2022
Weighted average useful life (years)Gross Carrying AmountAccumulated Amortization*Net Carrying Amount
Developed technology6$42,120 $29,409 $12,711 
Maintenance relationships83,374 3,374 — 
Customer relationships517,902 14,578 3,324 
Trade name82,100 284 1,816 
Acquired technology21,925 1,925 — 
Total$67,421 $49,570 $17,851 
*Cumulative foreign currency translation adjustments, reflecting movement in the currencies of the underlying entities, had an immaterial impact on intangible assets as of December 31, 2022.
December 31, 2021
Weighted average useful life (years)Gross Carrying AmountAccumulated Amortization*Net Carrying Amount
Developed technology6$42,644 $23,268 $19,376 
Maintenance relationships83,470 3,452 18 
Customer relationships517,948 11,802 6,146 
Trade name82,100 22 2,078 
Acquired technology21,925 1,925 — 
Total$68,087 $40,469 $27,618 
*Cumulative foreign currency translation adjustments, reflecting movement in the currencies of the underlying entities, had an immaterial impact on intangible assets as of December 31, 2021.
December 31, 2020
Weighted average useful life (years)Gross Carrying AmountAccumulated Amortization*Net Carrying Amount
Developed technology7$27,700 $22,077 $5,623 
Maintenance relationships83,608 3,259 349 
Customer relationships612,513 10,144 2,369 
Acquired technology21,925 1,925 — 
Total$45,746 $37,405 $8,341 
*Cumulative foreign currency translation adjustments, reflecting movement in the currencies of the underlying entities, decreased total intangible assets by approximately $0.1 million as of December 31, 2020.

    Intangible asset amortization expense for the years ended December 31, 2022, 2021 2020 and 20192020 was $4.09.8 million, $6.3$4.0 million and $6.8$6.3 million, respectively. As of December 31, 2021,2022, the expected future amortization expense for the acquired intangible assets for each of the five succeeding years and thereafter was as follows (in thousands):        
Year Ending December 31,Year Ending December 31,AmountYear Ending December 31,Amount
2022$9,763 
202320236,183 2023$6,183 
202420244,637 20244,637 
202520253,736 20253,736 
202620262,533 20262,533 
2027 and thereafter766 
20272027263 
2028 and thereafter2028 and thereafter499 
Total amortization expenseTotal amortization expense$27,618 Total amortization expense$17,851 
10. Fair Value Measurements

The Company adopted fair value measurements guidance for financial and nonfinancial assets and liabilities. The guidance defines fair value, establishes a framework for measuring fair value in GAAP and expands disclosures about fair value measurements.

The guidance defines fair value as the price that would be received to sell an asset, or paid to transfer a liability, in an orderly transaction between market participants. The guidance establishes a fair value hierarchy for valuation inputs that gives the highest priority to quoted prices in active markets for identical assets or liabilities and the lowest priority to unobservable inputs. The fair value hierarchy is as follows:

Level 1: Unadjusted quoted prices in active markets that are accessible at the measurement date for identical, unrestricted assets or liabilities;

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Level 2: Quoted prices for similar assets or liabilities in markets that are not active or inputs which are observable, either directly or indirectly, for substantially the full term of the asset or liability; and
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Level 3: Prices or valuation techniques that require inputs that are both significant to the fair value measurement and unobservable (i.e., supported by little or no market activity).

A portion of the Company’s existing cash and cash equivalents are invested in short-term interest bearing obligations with original maturities less than 90 days, principally various types of money market funds. The Company does not enter into investments for trading or speculative purposes.

At December 31, 20212022 and 2020,2021, the Company had approximately $203.3168.1 million and $301.3$203.3 million invested in treasury money market funds. The fair value of the treasury money market funds is determined based on quoted market prices, which represents level 1 in the fair value hierarchy as defined by Accounting Standard Codification ("ASC") 820, "Fair Value Measurement and Disclosure."

The fair value of the Company's Notes is classified in the level 2 hierarchy. See Note 16 for further detail regarding the Notes.

As of December 31, 20212022 and 2020,2021, the Company had $5.57.1 million and $2.6$5.5 million, respectively, of equity securities in privately held companies and a venture fund. The increasefund, which are included in 2021 was primarily due to a $2.0 million new investmentother assets, noncurrent in a privately held company. the Consolidated Balance Sheet. These investments are accounted for at cost, less impairment and adjusted for subsequent observable price changes obtained from orderly transactions for identical or similar investments issued by the same investee. The Company estimates the fair value of its equity investments by considering available information such as pricing in recent rounds of financing and any other readily available market data, which represents level 3 in the fair value hierarchy. An impairment charge to current earnings is recorded when the cost of the investment exceeds its fair value and this conditionif a qualitative assessment indicated that the investment is impaired.

During the third quarter of 2022, the Company identified an observable price change related to an equity investment without a readily determinable fair value and recorded a non-cash gain of $3.3 million in other income, net in the Consolidated Statements of Comprehensive Income (Loss). During the fourth quarter of 2022, the Company identified an observable price change related to another equity investment. The change was determined to be other-than-temporary. a decrease in fair value below the carrying cost of the equity investment and the Company recorded an impairment loss of $2.0 million in other income, net in the Consolidated Statements of Comprehensive Income (Loss). As of December 31, 2021 2020 and 20192020 the Company determined there were no other-than-temporary impairments on its equity investments. 
11. Deferred Revenue and Performance Obligations

    Deferred Revenue

    For the year ended December 31, 20212022 and 2020,2021, the Company recognized approximately $95.293.5 million and $120.9$95.2 million, respectively, of revenue that was included in the deferred revenue balances at the beginning of the respective periods and primarily related to subscription services, maintenance and support, and other services.

    Performance Obligations

    As of December 31, 2021,2022, the Company expects to recognize approximately $360.5441.5 million of revenue from remaining performance obligations. The Company expects to recognize revenue on approximately $184.6$206.3 million of these performance obligations over the next 12 months, with the balance recognized thereafter. However, as a result of the ongoing and uncertain economic conditions caused by COVID-19, the amount of revenue recognized from the Company's contractual remaining performance obligations could vary and be less than what the Company expects as revenue recognized could be delayed or not occur depending on the ongoing impact of COVID-19.
12. Stockholders’ (deficit) equity

Stock Repurchase

On August 25, 2008, the Company’s Board of Directors approved a stock repurchase program that authorized the Company to purchase up to $15.0 million of the Company’s outstanding shares of common stock. Under the board-approved repurchase program, share purchases may be made from time to time in the open market or through privately negotiated transactions depending on market conditions, share price, trading volume and other factors, and such purchases, if any, will be
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made in accordance with applicable insider trading and other securities laws and regulations. These repurchases may be commenced or suspended at any time or from time to time without prior notice.
The Company did not repurchase any shares under this plan for the years ended December 31, 20212022 and 2020.2021. The remaining amount available to purchase common stock under this plan was $10.0 million as of December 31, 2021.2022.
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13. Earnings Per Share
The following table sets forth the computation of basic and diluted earnings per share:
For the Year Ended December 31, For the Year Ended December 31,
202120202019 202220212020
Numerator:Numerator:Numerator:
Net lossNet loss$(81,209)$(76,984)$(69,081)Net loss$(82,246)$(81,209)$(76,984)
Denominator:Denominator:Denominator:
Weighted average shares (basic)Weighted average shares (basic)44,34843,30140,232Weighted average shares (basic)45,26944,34843,301
Dilutive effect of potential common sharesDilutive effect of potential common shares— — — Dilutive effect of potential common shares— — — 
Weighted average shares (diluted)Weighted average shares (diluted)44,34843,30140,232Weighted average shares (diluted)45,26944,34843,301
Basic earnings per shareBasic earnings per share$(1.83)$(1.78)$(1.72)Basic earnings per share$(1.82)$(1.83)$(1.78)
Diluted earnings per shareDiluted earnings per share$(1.83)$(1.78)$(1.72)Diluted earnings per share$(1.82)$(1.83)$(1.78)

    Dilutive potential common shares consist of shares issuable upon the exercise of stock options, settlement of SARs, and the vesting of RSUs, MSUs and equity consideration. Potential common shares determined to be antidilutive and excluded from diluted weighted average shares outstanding were approximately 1.52.3 million, 1.41.5 million and 2.11.4 million for the years ended December 31, 2022, 2021 2020 and 2019,2020, respectively. Potential common shares related to the Notes determined to be antidilutive and excluded from diluted weighted average shares outstanding were 5.8 million 5.8 million and 2.2 million for each of the yearyears ended December 31, 2022, 2021 2020 and 2019, respectively.2020.
14. Noncash Share-Based Compensation

Employee Noncash Share-based Compensation Plans

2017 Stock Plan. The Company’s 2017 Stock Plan provides for the issuance of awards to employees, officers, directors and certain other individuals providing services to the Company who are eligible to receive awards. In May 2021, the Company's stockholders approved an amendment to the 2017 Stock Plan increasing the aggregate amount of shares available for issuance to 7,650,000. The Company may provide these incentives through the grant of: (i) restricted stock awards; (ii) RSUs (time, performance and market-based); (iii) stock options; (iv) SARs; (v) phantom stock; and (vi) performance awards, such as MSUs. As of December 31, 2022, there were no outstanding equity awards under any of the previous Company stock plans.

As of December 31, 2021,2022, the Company had outstanding equity awards to acquire 2,078,3752,204,569 shares of its common stock held by the Company’s employees, directors and consultants under the 2017 Stock Plan (assuming MSU performance at 100% of the MSUs initially granted), and inclusive of 1,952,8341,988,883 RSUs and 125,541215,686 MSUs. As of December 31, 2021, 3,961,5982022, 2,983,140 shares remain available for grant under the 2017 Stock Plan. As of December 31, 2021,2022, there were no options, SARs, restricted stock awards or phantom stock issued under the 2017 Stock Plan.

2007 Stock Plan. The Company’s 2007 Stock Plan expired in March 2017 for purposes of granting future equity awards. During the year ended December 31, 2021 any remaining outstanding equity awards under this plan vested or were exercised and as of December 31, 2021, the Company had zero outstanding equity awards under the 2007 Stock Plan.

Inducement awards. In November 2021, the Company granted inducement awards in an aggregate amount of 332,004 shares in accordance with NYSE Rule 303A.08. These inducement awards were in the form of RSUs granted to certain new employees in connection with the acquisition of EveryMundo. As of December 31, 2021,2022, the Company had 332,004245,816 outstanding equity inducement awards (the inducement awards, together with the 2017 Stock Plan and the 2007 Stock Plan are referred to as the "Stock Plans").

Equity consideration. As part of the EveryMundo acquisition in November 2021, the purchase agreement included equity consideration of 273,120 shares of the Company's common stock to be issued to the recipients contingent on their employment with the Company during a two-year period. Based on the underlying agreements, this portion of the consideration was determined to represent post-combination noncash share-based compensation expense from an accounting perspective as opposed to purchase consideration. The grant date fair value of the equity consideration stock awards is $36.32 and they vest in
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equal annual installments over a two-year period from the grant date. As of December 31, 2022, the Company had 136,560 outstanding equity consideration shares.

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Noncash share-based compensation expense for all noncash share-based payment awards granted is determined based on the grant date fair value of the award. The Company recognizes compensation expense, net of estimated forfeitures, which represents noncash share-based awards expected to vest on a straight-line basis over the requisite service period of the award, which is generally the vesting term. Noncash share-based awards typically vest over four years. Stock options are generally granted for a ten-year term. The Company estimates forfeiture rates based on its historical experience for grant years where the majority of the vesting terms have been satisfied. Changes in estimated forfeiture rates are recognized through a cumulative catch-up adjustment in the period of change and thus impact the amount of noncash share-based compensation expense to be recognized in future periods.

Noncash share-based compensation expense is allocated to expense categories on the Consolidated Statements of Comprehensive Income (Loss). The following table summarizes noncash share-based compensation expense, net of amounts capitalized, for the years ended December 31, 2022, 2021 2020 and 20192020 (in thousands).
For the Year Ended December 31, For the Year Ended December 31,
202120202019202220212020
Share-based compensation:Share-based compensation:Share-based compensation:
Cost of revenueCost of revenue$3,679 $2,132 $2,025 Cost of revenue$3,898 $3,679 $2,132 
Operating expenses:Operating expenses:Operating expenses:
Selling and marketingSelling and marketing10,407 6,536 5,995 Selling and marketing12,360 10,407 6,536 
Research and developmentResearch and development8,288 6,061 5,209 Research and development12,496 8,288 6,061 
General and administrativeGeneral and administrative12,701 9,670 11,451 General and administrative13,960 12,701 9,670 
Total included in operating expensesTotal included in operating expenses31,396 22,267 22,655 Total included in operating expenses38,816 31,396 22,267 
Total share-based compensation expenseTotal share-based compensation expense$35,075 $24,399 $24,680 Total share-based compensation expense$42,714 $35,075 $24,399 

At December 31, 2021,2022, there waswere an estimated $84.668.1 million of total unrecognized compensation costs related to noncash share-based compensation arrangements. These costs will be recognized over a weighted average period of 2.62.5 years.

RSUs (time-based)

The Company has granted time-based RSUs under the Stock Plans. Time-based RSUs granted to employees, directors and consultants vest have historically vested in equal annual installments over a one to four-year period from the grant date. RSUs granted in 2022 vest 25% after one year and in equal quarterly installments for the remaining term of the award which is typically three additional years.

The following table summarizes the Company's unvested time-based RSUs as of December 31, 2021,2022, and changes during the year then ended (number of shares in thousands):
Number of
shares
Weighted 
average
grant date
fair value
Weighted 
average
remaining 
contractual
term (year)
Number of
shares
Weighted 
average
grant date
fair value
Weighted 
average
remaining 
contractual
term (year)
Unvested at December 31, 20201,802 $41.44 
Unvested at December 31, 2021Unvested at December 31, 20212,145 $43.57 
GrantedGranted1,308 43.28 Granted1,416 30.03 
VestedVested(742)36.52 Vested(869)40.95 
ForfeitedForfeited(223)48.11 Forfeited(457)39.49 
Unvested at December 31, 20212,145 $43.57 2.51
Unvested at December 31, 2022Unvested at December 31, 20222,235 $36.39 2.60

The weighted average grant-date fair value of the time-based RSUs granted during the years ended December 31, 2022, 2021 and 2020 was $30.03, $43.28 and 2019 was $43.28, $52.62, and $35.38, respectively. The total fair value as of the respective vesting date of time-based RSUs vested during the years ended December 31, 2022, 2021 and 2020 and 2019 was$24.6 million, $32.9 million, and $46.7 million and $29.9 million, respectively.
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RSUs (performance-based)

During 2019 and 2020, the Company granted performance-based RSUs ("PRSUs") under the 2017 Stock Plan to certain executive employees. These PRSUs vest on January 15, 2022 and January 13, 2023, respectively, and theThe actual number of PRSUs that will bewere eligible to vest ispursuant to these awards, up to a maximum of 200% of the PRSUs initially granted, was based upon achievement of certain internal performance metrics, as defined by each award's plan documents or individual award agreements. The maximum number of shares issuable upon vesting is 200% ofearned from the 2019 PRSUs initially granted.vested on January 15, 2022. No shares were earned from the 2020 PRSUs. The following table summarizes the Company's unvested PRSUs as of December 31, 2021,2022, and changes during the year then ended (number of shares in thousands):

Number of
shares
Weighted 
average
grant date
fair value
Weighted 
average
remaining 
contractual
term (year)
Number of
shares
Weighted 
average
grant date
fair value
Weighted 
average
remaining 
contractual
term (year)
Unvested at December 31, 2020162 $41.89 
Unvested at December 31, 2021Unvested at December 31, 2021140 $42.93 
GrantedGranted— — Granted— — 
VestedVested— — Vested(75)33.05 
ForfeitedForfeited(22)54.23 Forfeited(65)54.23 
Unvested at December 31, 2021140 $42.93 0.51
Unvested at December 31, 2022Unvested at December 31, 2022— $— 0

The weighted average grant-date fair value of the performance-based RSUs granted during the yearsyear ended December 31, 2020 and 2019 was $54.23 and $33.05, respectively.

SARs

$54.23. The Company has granted SARs undertotal fair value as of the 2007 Stock Plan. These SARs will be settled in stock at the time of exercise and vest four years from therespective vesting date of grant subject to the recipient’s continued employment with the Company. The number of shares issued upon the exercise of the SARs is calculated as the difference between the share price of the Company’s stock on the date of exercise and the date of grant multiplied by the number of SARs divided by the share price on the exercise date. The following table summarizes the Company's SARs activity forperformance-based RSUs vested during the year ended December 31, 2021 (number of shares and intrinsic value in thousands):
Stock 
appreciation
rights
Weighted 
average
exercise price
Weighted 
average
remaining 
contractual
term (year)
Aggregate
intrinsic value 
(1)
Outstanding, December 31, 202028 $11.42 
Granted— — 
Exercised(28)11.42 
Forfeited— — 
Expired— — 
Outstanding, December 31, 2021— $— 0$— 
Exercisable at December 31, 2021— $— 0$— 
Vested and expected to vest at December 31, 2021— $— 0$— 
(1) The aggregate intrinsic value was calculated based on the positive difference between the estimated fair value of the Company’s common stock on December 31, 2021 of $34.49 and the exercise price of the underlying SARs.

The Company did not grant SARs in 2021, 2020 and 2019. The total intrinsic value of SARs exercised during the years ended December 31, 2021, 2020 and 20192022 was $1.0 million, $1.6 million and $11.7 million, respectively.2.1 million.

MSUs

In 20182021 and 2021,2022, the Company granted MSUs to certain executive employees under the Stock Plans. The MSUs are performance-based awards that vest based upon the Company’s relative shareholder return. The actual number of MSUs that will be eligible to vest is based on the total shareholder return of the Company relative to the total shareholder return of the Index over the 3-year Performance Period. The 2018 MSUs vested on January 10, 2021 and the 2021 MSUs will vest on
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January 31, 2024.2024 and the 2022 MSUs will vest on January 31, 2025. The MSUs maximum number of shares issuable upon vesting is 200% of the MSUs initially granted. The Company did not grant any MSUs in 2020 or 2019.2020. The following table summarizes the Company's MSUs activity for the year ended December 31, 20212022 (number of shares in thousands):
Number of 
unvested awards
Weighted 
average
grant date fair value
Weighted 
average
remaining 
contractual
term (year)
Number of 
unvested awards
Weighted 
average
grant date fair value
Weighted 
average
remaining 
contractual
term (year)
Unvested at December 31, 2020111 $38.18 
Unvested at December 31, 2021Unvested at December 31, 2021126 $56.05 
GrantedGranted126 56.05 Granted117 37.65 
VestedVested(111)38.18 Vested— — 
ForfeitedForfeited— — Forfeited(27)56.05 
ExpiredExpired— — Expired— — 
Unvested at December 31, 2021126 $56.05 2.09
Unvested at December 31, 2022Unvested at December 31, 2022216 $43.34 1.63

The total fair value as of the respective vesting date of the MSUs vested during the years ended December 31, 2022, 2021 and 2020 and 2019 waszero, $10.7 million, and $12.7 million and $24.0 million, respectively.

The Company estimates the fair value of MSUs on the date of grant using a Monte Carlo simulation model. The determination of the fair value of the MSUs is affected by the Company's stock price and a number of assumptions including the expected volatilities of the Company's stock and the Index, its risk-free interest rate and expected dividends. The Company's expected volatility at the date of grant was based on the historical volatilities of the Company and the Index over the Performance Period. The Company did not estimate a forfeiture rate for the MSUs due to the limited size, the vesting period and nature of the grantee population and the lack of history of granting this type of award. Significant assumptions used in the Monte Carlo simulation model for MSUs granted during the year ended December 31, 2022 and 2021 are as follows:
For the Year Ended December 31,
2021
Volatility53.29%
Risk-free interest rate0.22%
Expected award life in years2.97
Dividend yield
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For the Year Ended December 31,
 20222021
Volatility54.50%53.29%
Risk-free interest rate1.20%0.22%
Expected award life in years2.972.97
Dividend yield—%—%

Employee Stock Purchase Plan

The Company's Employee Stock Purchase Plan ("ESPP") provides for eligible employees to purchase shares on an after-tax basis in an amount between 1% and 10% of their annual pay: (i) on June 30 of each year at a 15% discount of the fair market value of the Company's common stock on January 1 or June 30, whichever is lower, and (ii) on December 31 of each year at a 15% discount of the fair market value of the Company's common stock on July 1 or December 31, whichever is lower. An employee may not purchase more than $5,000 in either of the six-month measurement periods described above or more than $10,000 annually. In May 2021, the Company's stockholders approved an amendment to the ESPP Plan increasing the aggregate amount of shares available for issuance under the ESPP to 1,000,000. During the year ended December 31, 2021,2022, the Company issued 81,083106,586 shares under the ESPP. As of December 31, 2021, 493,7112022, 387,125 shares remain authorized and available for issuance under the ESPP. As of December 31, 2021,2022, the Company held approximately $1.41.1 million on behalf of employees for future purchases under the ESPP, and this amount was recorded in accrued liabilities in the Company's Consolidated Balance Sheet.
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15. Income Taxes

The income tax provision consisted of the following for the years ended December 31, 2022, 2021 2020 and 20192020 (in thousands):
Year Ended December 31, Year Ended December 31,
202120202019202220212020
Current:Current:Current:
FederalFederal$— $— $— Federal$— $— $— 
State and ForeignState and Foreign870 676 624 State and Foreign932 870 676 
870 676 624 932 870 676 
Deferred:Deferred:Deferred:
FederalFederal— — — Federal— — — 
StateState— — — State— — — 
Income tax provisionIncome tax provision$870 $676 $624 Income tax provision$932 $870 $676 
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The differences between the effective tax rates reflected in the total provision for income taxes and the U.S. federal statutory rate of 21% for the years ended December 31, 2022, 2021 2020 and 2019,2020, respectively, were as follows (in thousands):
Year Ended December 31, Year Ended December 31,
202120202019202220212020
Provision at the U.S. federal statutory rateProvision at the U.S. federal statutory rate$(16,870)$(16,035)$(14,491)Provision at the U.S. federal statutory rate$(17,076)$(16,870)$(16,035)
Increase (decrease) resulting from:Increase (decrease) resulting from:Increase (decrease) resulting from:
State income taxes, net of federal taxes— — 17 
Nondeductible expensesNondeductible expenses630 482 468 Nondeductible expenses215 630 482 
Statutory to GAAP income adjustmentStatutory to GAAP income adjustment(193)109 (640)Statutory to GAAP income adjustment238 (193)109 
Noncash share-based compensationNoncash share-based compensation1,194 (3,268)(570)Noncash share-based compensation3,971 1,194 (3,268)
OtherOther624 460 (368)Other442 624 460 
Incremental benefits for tax creditsIncremental benefits for tax credits(2,494)(2,391)(990)Incremental benefits for tax credits(1,976)(2,494)(2,391)
Change in tax rate/income subject to lower tax ratesChange in tax rate/income subject to lower tax rates571 (2,385)788 Change in tax rate/income subject to lower tax rates(865)571 (2,385)
Change related to prior tax yearsChange related to prior tax years759 (553)4,006 Change related to prior tax years(662)759 (553)
Change related to US tax reform— — — 
Change in valuation allowanceChange in valuation allowance16,649 24,257 12,404 Change in valuation allowance16,645 16,649 24,257 
Income tax provisionIncome tax provision$870 $676 $624 Income tax provision$932 $870 $676 

The Company’s effective tax rate was (1.1)%, (0.9)(1.1)% and (0.9)% for the years ended December 31, 2022, 2021 2020 and 2019,2020, respectively. During the year ended December 31, 2021,2022, the Company's effective tax rate was impacted primarily by changes in valuation allowance.

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The tax effects of temporary differences and other tax attributes that give rise to significant portions of the deferred tax assets and liabilities as of December 31, 20212022 and 20202021 are as follows (in thousands):
Year Ended December 31, Year Ended December 31,
2021202020222021
Noncurrent deferred taxes:Noncurrent deferred taxes:Noncurrent deferred taxes:
Property and equipmentProperty and equipment$(694)$(104)Property and equipment$(812)$(694)
Noncash share-based compensationNoncash share-based compensation3,235 2,878 Noncash share-based compensation3,611 3,235 
Disallowed interest expenseDisallowed interest expense9,290 8,174 Disallowed interest expense2,664 9,290 
Capitalized softwareCapitalized software(1,534)(2,097)Capitalized software(66)(1,534)
AmortizationAmortization1,364 (1,831)Amortization2,074 1,364 
Operating lease right-of-use assetsOperating lease right-of-use assets(6,374)(5,645)Operating lease right-of-use assets(8,238)(6,374)
Operating lease liabilitiesOperating lease liabilities10,914 9,833 Operating lease liabilities12,305 10,914 
R&E tax credit carryforwardsR&E tax credit carryforwards14,886 12,620 R&E tax credit carryforwards16,862 14,886 
Capitalized research and development expensesCapitalized research and development expenses18,089 — 
Deferred revenueDeferred revenue1,879 2,441 Deferred revenue1,823 1,879 
Federal Net Operating Losses ("NOLs")Federal Net Operating Losses ("NOLs")92,960 81,745 Federal Net Operating Losses ("NOLs")92,960 92,960 
State NOLsState NOLs3,165 2,697 State NOLs3,589 3,165 
State CreditsState Credits4,157 3,987 State Credits4,157 4,157 
Foreign NOLsForeign NOLs11,759 14,090 Foreign NOLs15,381 11,759 
Foreign tax credit carryforwardForeign tax credit carryforward2,168 2,168 Foreign tax credit carryforward2,057 2,168 
OtherOther(223)(93)Other(671)(223)
Total noncurrent deferred tax assetsTotal noncurrent deferred tax assets146,952 130,863 Total noncurrent deferred tax assets165,785 146,952 
Less: Valuation allowanceLess: Valuation allowance(146,832)(130,733)Less: Valuation allowance(165,671)(146,832)
Total net deferred tax assetTotal net deferred tax asset$120 $130 Total net deferred tax asset$114 $120 

The net deferred tax asset is classified as other assets, noncurrent in the accompanying Consolidated Balance Sheets.

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The Company continues to record a valuation allowance against its U.S. Federal, U.S. State, and France net deferred tax balances. This valuation allowance is evaluated periodically and will be reversed partially or in whole if business results and the economic environment have sufficiently improved to support realization of some or all of the Company's deferred tax assets. In performing the analysis throughout 2021,2022, the Company determined that there was no sufficient positive evidence to outweigh the current and historic negative evidence to determine that it was more likely than not that the deferred assets would not be realized. Therefore, the Company continues to have a valuation allowance against net deferred tax assets as of December 31, 20212022 and 2020.2021.

The U.S. federal net operating losses, R&E tax credit and U.S. foreign tax credit carryforward amount available to be used in future periods, taking into account the Section 382 annual limitation and current year losses, is approximately $442.9443.2 million, $19.0$21.0 million and $2.2$2.1 million, respectively. The Company’s net operating losses will begin to expire in 2024, R&E credits will begin to expire in 2031, and foreign tax credits will beginbegan to expire in 2022. The U.S. net operating losses generated after January 1, 2018 have no expiration. Also included in foreign net operating losses are $44.4$55.0 million of French carryforwards which have no expiration.

The Company has federal and state net operating loss carryforwards related to current and prior year operations and acquisitions. Internal Revenue Code Section 382 ("Section 382") places certain limitations on the annual amount of U.S. net operating loss carryforwards that can be utilized when a change of ownership occurs. The Company believes the past acquisitions were changes in ownership pursuant to Section 382, subjecting federal acquired net operating losses to limitations. According to French tax law, the net operating loss carryforwards are not subject to ownership change limitations.

Undistributed earnings of the Company’s foreign subsidiaries are considered permanently reinvested and, accordingly, no provision for U.S. federal or state income taxes or non-U.S. withholding taxes has been provided thereon. The cumulative amount of positive undistributed earnings of the Company’s non-U.S. subsidiaries, if any, was minimal for the years ended December 31, 20212022 and 2020.2021. The Company is presently investing in international operations located in Europe, North America, the United Arab Emirates, Australia, Hong Kong and Singapore. The Company is funding the working capital needs
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of its foreign operations through its U.S. operations. In the future, the Company plans to utilize its foreign undistributed earnings, as well as continued funding from its U.S. operations, to support its continued foreign investment.

For the year ended December 31, 2021,2022, the Company had no balance in its reserve for unrecognized tax benefits. The balances for net unrecognized tax benefits for the years ended December 31, 20202021 and 20192020 were immaterial. The Company recorded immaterial amounts for interest and penalties to tax expense as of December 31, 20202021 and 2019,2020, respectively. During 2021, the Company determined that the statute of limitations concluded for specific positions and removed these positions from the uncertain tax positions. The Company continually monitors tax positions and will evaluate if any new positions need to be added during the next twelve months.

The Company closed an income tax audit in Germany for the calendar tax years 2014-2016.No material taxes arose from the audit. The Company files tax returns in the U.S. and various foreign jurisdictions. The Company may be subject to U.S. federal income tax examination for the calendar tax years 2014-2020 and state and foreign income tax examination for various years depending on the statutes of limitation of those jurisdictions.

The following table sets forth the changes to the Company's unrecognized tax benefit for the year ended December 31, 2022, 2021 2020 and 20192020 (in thousands):
Year Ended December 31,Year Ended December 31,
202120202019202220212020
Beginning balanceBeginning balance$14 $14 $183 Beginning balance$— $14 $14 
Changes based on tax positions related to prior yearChanges based on tax positions related to prior year— — — Changes based on tax positions related to prior year— — — 
Changes due to settlementChanges due to settlement(14)— (169)Changes due to settlement— (14)— 
Ending balanceEnding balance$— $14 $14 Ending balance$— $— $14 
The table above has been updated to reflect gross tax liability, exclusive of interest and penalties and other offsetting amounts.
16. Convertible Senior Notes

The Company issued $143.8 million principal amount of the 2019 Notes in December 2014, $106.3 million principal amount of the 2047 Notes in June 2017, $143.8 million principal amount of the 2024 Notes in May 2019 and $150.0 million principal amount of the 2027 Notes in September 2020. As of December 31, 2021 and 2020, there was no principal amount of either the 2019 Notes or the 2047 Notes outstanding. The interest rate for the 2024 Notes is fixed at 1% per annum and interest is payable semi-annually in arrears on May 15 and November 15 of each year, commencing on November 15, 2019. The interest rate for the 2027 Notes is fixed at 2.25% per yearannum and interest is payable semiannually in arrears in cash on March 15 and September 15 of each year, beginning on March 15, 2021. The effective interest rate related to the amortization of the liability component of the 2024 Notes and the 2027 Notes prior to the adoption of ASU 2020-06 was 6.6% and 8.5%, respectively. The 2024 Notes mature on May 15, 2024 and the 2027 Notes mature on September 15, 2027, unless redeemed or converted in
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accordance with their terms prior to such date.

Each $1,000 of principal of the 2024 Notes will initially be convertible into 15.1394 shares of the Company’s common stock, which is equivalent to an initial conversion price of approximately $66.05 per share. Each $1,000 of principal of the 2027 Notes will initially be convertible into 23.9137 shares of the Company’s common stock, which is equivalent to an initial conversion price of approximately $41.82 per share. The initial conversion price for each of the Notes is subject to adjustment upon the occurrence of certain specified events.

The Notes are each general unsecured obligations and rank senior in right of payment to all of the Company's indebtedness that is expressly subordinated in right of payment to the Notes, rank equally in right of payment with all of the Company's existing and future liabilities that are not so subordinated, are effectively junior to any of the Company's secured indebtedness to the extent of the value of the assets securing such indebtedness and are structurally subordinated to all indebtedness and other liabilities of the Company's subsidiaries (including trade payables but excluding intercompany obligations owed to the Company or its subsidiaries).

    On or after February 15, 2024 and June 15, 2027, respectively, to the close of business on the second scheduled trading day immediately preceding the maturity date, holders may convert all or any portion of their 2024 and 2027 Notes, respectively, regardless of the contingent conversion conditions described herein. Upon conversion, the Company will pay or deliver cash, shares of its common stock or a combination of cash and shares of its common stock, at its election, as described in the
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indenture governing the 2024 and 2027 Notes.

Holders may convert their 2024 and 2027 Notes at their option at any time prior to the close of business on the business day immediately preceding February 15, 2024 and June 15, 2027, respectively, only under the following circumstances:

during the five consecutive business day period immediately following any five consecutive trading day period (the "Measurement Period") in which the trading price per 2024 and 2027 Note, respectively, for each day of that Measurement Period was less than 98% of the product of the last reported sale price of the Company's common stock and the conversion rate on each such day;
during any calendar quarter commencing after the calendar quarter ending on June 30, 2019 and December 31, 2020, respectively, if the last reported sale price of the common stock for 20 or more trading days (whether or not consecutive) in a period of 30 consecutive trading days ending on the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day; or
upon the occurrence of specified corporate events.

If a fundamental change (as defined in the relevant indenture governing the applicable series of Notes) occurs prior to the maturity date, holders of each of the Notes may require the Company to repurchase all or a portion of their notes for cash at a repurchase price equal to 100% of the principal amount at maturity of the Notes, plus any accrued and unpaid interest to, but excluding, the repurchase date.

In accordance with accounting guidance on embedded conversion features at the time of the Notes issuance, the Company valued and bifurcated the conversion options associated with each of the Notes from the respective host debt instrument, which is referred to as debt discount, and recorded the conversion option of each of the Notes in stockholders’ equity at the time of the issuance of the Notes.

Effective January 1, 2021, the Company early adopted ASU 2020-06, Debt - Debt with Conversion and Other Options and Derivatives and Hedging - Contracts in an Entity's Own Equity. Upon adoption of the new standard, the Company removed the debt discount and adjusted the debt issuance cost which was previously allocated between the liability and the equity component, resulting in an increase of $68.8 million to convertible debt, net. In addition, the Company recorded a reduction to additional paid-in capital of $80.1 million related to the equity conversion component of the outstanding convertible notes which was previously separated and recorded in equity. The net cumulative impact of the adoption of the standard was recorded as a decrease to accumulated deficit.

In May 2019, in accordance with the Exchange Transactions, the Company used a portion of the net proceeds of the offering of the 2024 Notes to exchange and retire approximately $122.1 million in aggregate principal of the 2019 Notes for an aggregate cash consideration of $76.0 million and approximately 2.2 million shares of the Company's common stock. The Company recorded a $2.3 million loss on debt extinguishment related to the Exchange Transactions. The loss on extinguishment is included in the other (expense) income, net in the Consolidated Statements of Comprehensive Income (Loss). In the fourth quarter of 2019, at maturity, the Company settled the remaining principal of the 2019 Notes in cash and distributed approximately 0.3 million shares of its common stock to the notes holders, which represented the conversion value in excess of the principal amount.

In August 2019, the Company issued a notice of redemption to the holders of its outstanding 2047 Notes and during the third and fourth quarter of 2019, the Company converted the entire aggregate principal of $106.3 million of the 2047 Notes and delivered approximately 2.3 million shares of its common stock upon conversion. The Company recorded a $3.4 million loss on debt extinguishment related to the Redemption. The loss on extinguishment is included in the other (expense) income, net in the Consolidated Statements of Comprehensive Income (Loss).

As of December 31, 2021,2022, the 2024 and 2027 Notes are not yet convertible, and their remaining life is approximately 2816 months and 6856 months, respectively.
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As of December 31, 20212022 and 2020,2021, the fair value of the principal amount of the Notes was $299.4263.7 million and $363.8$299.4 million, respectively. The estimated fair value was determined based on inputs that are observable in the market or that could be derived from, or corroborated with, observable market data, including the Company's stock price and interest rates, which represents level 2 in the fair value hierarchy.

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The Notes consist of the following (in thousands):
December 31, 2021December 31, 2020December 31, 2022December 31, 2021
Liability component:Liability component:Liability component:
PrincipalPrincipal$293,750 $293,750 Principal$293,750 $293,750 
Less: debt discount and issuance cost, net of amortization(5,463)(75,722)
Less: debt issuance cost, net of amortizationLess: debt issuance cost, net of amortization(3,971)(5,463)
Net carrying amountNet carrying amount$288,287 $218,028 Net carrying amount$289,779 $288,287 
Equity component (1)
$— $80,098 
(1) Recorded within additional paid-in capital in the Consolidated Balance Sheet. As of December 31, 2020, it included $32.9 million and $47.2 million related to the 2024 Notes and 2027 Notes, respectively, net of $1.1 million and $1.3 million issuance cost in equity.

The following table sets forth total interest expense recognized related to the Notes (in thousands):
Year Ended December 31,Year Ended December 31,
202120202019202220212020
CouponCoupon$4,813 $2,422 $3,691 Coupon$4,813 $4,813 $2,422 
Amortization of debt issuance costsAmortization of debt issuance costs1,491 733 1,157 Amortization of debt issuance costs1,491 1,491 733 
Amortization of debt discountAmortization of debt discount— 7,970 9,917 Amortization of debt discount— — 7,970 
TotalTotal$6,304 $11,125 $14,765 Total$6,304 $6,304 $11,125 

    Note Hedge and Warrant Transactions

Concurrently with the offering of the 2019 Notes, the Company entered into separate convertible note hedge (the "Note Hedges") and warrant (the "Warrants") transactions. Taken together, the purchase of the Note Hedges and the sale of the Warrants were intended to offset any actual dilution from the conversion of the 2019 Notes and to effectively increase the overall conversion price of the 2019 Notes from $33.79 to $45.48 per share. The total cost of the Note Hedges was $29.4 million. The Company received $17.1 million in cash proceeds from the sale of the Warrants. The Warrants were not part of the 2019 Notes or Note Hedges. Both the Note Hedges and Warrants have been accounted for as part of additional paid-in capital.

In May 2019, in connection with the Exchange Transactions, the Company entered into certain note hedge termination agreements (the “Note Hedge Termination Agreements”) and warrant termination agreements (the “Warrant Termination Agreements”). The Note Hedge Termination Agreements terminated certain of the Note Hedges, and the Warrant Termination Agreements terminated certain of the Warrants. The Company received cash proceeds of $64.8 million related to the Note Hedge Termination Agreements, and paid $45.2 million related to the Warrant Termination Agreements.

During the fourth quarter 2019, the Company received approximately 0.3 million shares of its common stock from the exercise of the remaining Note Hedges related to the 2019 Notes. These shares were recorded as treasury stock, at cost. The remaining warrants expired in August 2020.

Capped Call Transactions

In May 2019 and in September 2020, in connection with the offering of the 2024 and 2027 Notes, respectively, the Company entered into privately negotiated capped call transactions (collectively, the "Capped Call") with certain option counterparties. The Capped Call transactions cover, subject to customary anti-dilution adjustments, the number of shares of the Company’s common stock initially underlying the Notes, at a strike price that corresponds to the initial conversion price of the Notes, also subject to adjustment, and are exercisable upon conversion of the Notes. The Capped Call transactions are intended to reduce potential dilution to the Company’s common stock and/or offset any cash payments the Company will be required to make in excess of the principal amounts upon any conversion of Notes, and to effectively increase the overall conversion price of the 2024 Notes from $66.05 to $101.62 per share and for the 2027 Notes from $41.82 to $78.90 per share. As the Capped Call transactions meet certain accounting criteria, they are recorded in stockholders’ equity and are not accounted for as derivatives. The cost of the Capped Call was $16.4 million and $25.3 million for the 2024 and 2027 Notes, respectively, and was recorded as part of additional paid-in capital.
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17. Credit Facility

The Company's
In July 2012,$50 million secured Credit Agreement ("Revolver") with the Company, through its wholly owned subsidiary PROS, Inc.,lenders party thereto and Wells Fargo Bank, National Association as agent for entered into a secured Revolver with a bank lender with a borrowing capacity of up to $50 million, with interest paid the lenders party theretoat the end of the applicable one month, three month or six month interest period at a rate expired in March 2022.per annum equal to LIBOR plus an applicable margin of 1.5% to 2.25% or the Federal Funds Rate plus an applicable margin of 1.5% to 2.25%. As of December 31, 2021, the Company had There were no outstanding borrowings under the Revolver which expires in March 2022.

Borrowings under the Revolver are collateralized by a first priority interest in and lien on all of the Company's material assets. The Revolver contains affirmative and negative covenants, including covenants which restrict the ability of the Companyprior to among other things, create liens, incur additional indebtedness and engage in certain other transactions, in each case subject to certain exclusions. In addition, the Revolver contains certain financial covenants which become effective in the event the Company's liquidity falls below $50 million or upon the occurrence of an event of default. As of December 31, 2021, the Company was in compliance with all financial covenants in the Revolver.

As of both December 31, 2021 and 2020, $0.1 million of unamortized debt issuance costs related to the Revolver is included in prepaid and other current assets and other assets, noncurrent in the Consolidated Balance Sheets. For the years ended December 31, 2021, 2020 and 2019, the Company recorded an immaterial amount of amortization of debt issuance cost which is included in other income (expense), net in the Consolidated Statements of Comprehensive Income (Loss).its expiration.
18. Commitments and Contingencies
Litigation
The Company is involved in various legal proceedings, claims and litigation which arise in the ordinary course of the business. The Company makes a provision for a liability relating to legal matters when it is both probable that a liability has been incurred and the amount of the loss can be reasonably estimated. These provisions are reviewed at least quarterly and adjusted to reflect the impacts of negotiations, settlements, rulings, advice of legal counsel and other information and events pertaining to a particular matter. The Company is not currently involved in any outstanding litigation that it believes, individually or in the aggregate, will have a material adverse effect on its business, financial condition, results of operations or cash flows.

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Purchase Commitments

InThe purchase commitments consist of agreements to purchase goods and services entered into the ordinary course of business, mainly related to infrastructure platforms, business technology software and support, and other services. The following table summarizes the Company enters into variousnon-cancelable unconditional purchase commitments for goodseach of the next five years and services.

In November 2021, the Company entered into a noncancelable agreement with a computing infrastructure vendor that amended the existing agreement dated March 2019. The amended agreement has purchase commitments of $175 million remainingthereafter as of December 31, 2021, and expires in November 2026.2022 (in thousands):

In July 2021, the Company entered into a noncancelable agreement for data subscription services with a five-year term. The purchase commitment as of December 31, 2021 was $4.6 million and the agreement expires in June 2026.
Year Ending December 31,Amount
2023$34,541 
202440,385 
202544,131 
202647,416 
2027— 
Thereafter— 
Total$166,473 

Indemnification

The Company’s software agreements generally include certain provisions for indemnifying customers against liabilities if the Company’s software solutions infringe a third party’s intellectual property rights. To date, the Company has not incurred any losses as a result of such indemnifications and has not accrued any liabilities related to such obligations in the Company’s Consolidated Financial Statements.
19. Segment and Geographic Information

The Company operates as one segment with a single reporting unit. Operating segments are the components of an enterprise where separate financial information is evaluated regularly by the chief operating decision-maker, who is the Company's Chief Executive Officer, in deciding how to allocate resources and assessing financial performance. The Company's chief operating decision makerdecision-maker allocates resources and assesses performance based upon discrete financial information at the consolidated level.

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Revenue by Geography

The Company presents financial information on a consolidated basis and does not assess the profitability of its geographic regions. Accordingly, the Company does not attempt to comprehensively assign or allocate costs to these regions and does not produce reports for, or measure the performance of, its geographic regions based on any asset-based metrics.

International revenue for the years ended December 31, 2022, 2021 2020 and 2019,2020, amounted to approximately $177.8 million, $162.5 million $170.1 million and $164.4$170.1 million, respectively, representing 65%64%, 67%65% and 66%67%, respectively, of annual revenue.
The following geographic information is presented for the years ended December 31, 2022, 2021 2020 and 2019.2020. The Company categorizes geographic revenues based on the location of the customer’s headquarters.
Year Ended December 31, Year Ended December 31,
202120202019 202220212020
RevenuePercentRevenuePercentRevenuePercent RevenuePercentRevenuePercentRevenuePercent
The Americas:The Americas:The Americas:
United States of AmericaUnited States of America$88,892 35 %$82,299 32 %$85,963 34 %United States of America$98,361 36 %$88,892 35 %$82,299 32 %
OtherOther21,349 %25,123 10 %29,129 12 %Other25,137 %21,349 %25,123 10 %
SubtotalSubtotal110,241 44 %107,422 42 %115,092 46 %Subtotal123,498 45 %110,241 44 %107,422 42 %
EuropeEurope76,484 30 %74,936 30 %73,914 30 %Europe83,485 30 %76,484 30 %74,936 30 %
Asia PacificAsia Pacific41,234 16 %47,416 19 %43,908 18 %Asia Pacific41,055 15 %41,234 16 %47,416 19 %
The Middle EastThe Middle East21,962 %21,825 %16,170 %The Middle East26,395 %21,962 %21,825 %
AfricaAfrica1,502 %825 — %1,250 — %Africa1,704 %1,502 %825 — %
Total revenueTotal revenue$251,423 100 %$252,424 100 %$250,334 100 %Total revenue$276,137 100 %$251,423 100 %$252,424 100 %
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20. Concentrations of Credit Risk

The Company’s financial instruments that are exposed to concentrations of credit risk consist primarily of cash and cash equivalents, marketable securities and trade accounts receivable. The Company's deposits exceed federally insured limits. For the year ended December 31, 2021,2022, no customer accounted for 10% or more of trade accounts receivables. For the years ended December 31, 2022, 2021 2020 and 2019,2020, no single customer accounted for 10% or more of revenue.
21. Related-Party Transactions

The Company currently has employment agreements with its executive officers. In the event of termination of employment other than for cause, the employment agreements provide separation benefits, including twelve to eighteen months of salary, as well as the vesting of certain equity awards.
22. Employee Retirement Savings Plan

The Company has a 401(k) savings plan for all eligible employees in the United States. Historically, the Company’s matching contribution has been 50% of the first 6% of employee contributions, and the Company may also make discretionary contributions. As of January 1, 2020, the Company increased the matching contributions to be 50% of the first 8% of employee contributions, and the Company may also make discretionary contributions. Matching contributions by the Company in 2022, 2021 2020 and 20192020 totaled approximately $3.53.9 million, $4.3$3.5 million and $2.5$4.3 million, respectively.


23. Severance and Other Related Costs

In October 2022, the Company reprioritized its investments to focus on supporting key growth areas of its business. As a result of this reprioritization, the Company incurred approximately $4.0 million of severance, employee benefits, outplacement and related costs in the fourth quarter of 2022. These costs were recorded primarily as operating expenses in the Consolidated Statements of Comprehensive Income (Loss), mainly research and development, and sales and marketing. During the quarter ended December 31, 2022, cash payments of $3.1 million were recorded for the incurred costs.

24. Subsequent Event

In early 2023, the Company made organizational changes to focus on supporting key growth areas of its business. As a result, the Company expects to incur approximately $3.0 million of severance, employee benefits, outplacement and related costs in the first quarter of 2023.
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Schedule II
Valuation and Qualifying Accounts
 
Balance at
beginning
of period
Additions
charged to
costs and
expenses
Deductions (1)Other (2)Balance at
end of
period
Balance at
beginning
of period
Additions
charged to
costs and
expenses
Deductions (1)Other (2)Balance at
end of
period
Allowance for doubtful accounts
Allowance for credit lossesAllowance for credit losses
20222022$1,206 $552 $(1,149)$— $609 
20212021$4,122 $161 $(3,077)$— $1,206 2021$4,122 $161 $(3,077)$— $1,206 
20202020$214 $5,870 $(1,962)$— $4,122 2020$214 $5,870 $(1,962)$— $4,122 
2019$978 $— $(760)$(4)$214 
Valuation allowanceValuation allowanceValuation allowance
20222022$146,832 $16,645 $— $2,194 $165,671 
20212021$130,733 $16,649 $— $(550)$146,832 2021$130,733 $16,649 $— $(550)$146,832 
20202020$106,476 $24,375 $— $(118)$130,733 2020$106,476 $24,375 $— $(118)$130,733 
2019$94,231 $12,404 $— $(159)$106,476 
(1) Deductions column represents the reversal of additions previously charged to costs and expenses and uncollectible accounts written off, net of recoveries.
(2) Other column represents the cumulative translation adjustment impact on the allowance.
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Exhibit Index
ExhibitProvidedIncorporated by Reference
No.DescriptionHerewithFormFiling Date
2.18-K11/30/2021
3.1S-1/A6/15/2007
3.28-K4/29/2020
4.1S-1/A6/11/2007
4.28-K5/7/2019
4.38-K5/7/2019
4.48-K9/16/2020
4.58-K9/16/2020
4.610-K2/19/2020
10.1+DEF-14A4/2/2021
10.2+10-K2/12/2021
10.3+10-Q8/3/2017
10.4+10-Q8/3/2017
10.5+10-Q8/3/2017
10.6+10-Q10-K8/3/20172/12/2021
10.7+10-K2/12/202118/2022
10.8+X
10.9+10-Q8/3/2017
10.10+10.9+8-K1/18/2019
10.11+10.10+DEF-14A4/2/2021
10.1210.118-K12/4/2018
10.13+10.12+8-K12/4/2018
10.14+10.13+8-K12/4/2018
10.15+8-K5/13/2020
10.16+8-K11/8/2019
10.17+10.14+10-K2/15/2017
10.188-K7/9/2012
10.18.18-K5/2/2019
10.18.210-K2/12/2021
10.18.310-K2/12/2021
10.18.410-K2/12/2021
10.1910.168-K5/7/2019
10.2010.178-K5/7/2019
10.2110.188-K9/16/2020
21.1X
23.1X
24.1*X
31.1X
31.2X
32.1**X
Exhibit No.Description
101.INSXBRL Instance Document.
101.SCHXBRL Taxonomy Extension Schema Document.
101.CALXBRL Taxonomy Extension Calculation Linkbase Document.
101.DEFXBRL Taxonomy Extension Definition Linkbase Document.
101.LABXBRL Taxonomy Extension Label Linkbase Document.
101.PREXBRL Taxonomy Extension Presentation Linkbase Document.
*
Reference is made to page F-39 of this Annual Report on Form 10-K.
**This certification shall not be deemed "filed" for purposes of Section 18 of the Securities Act of 1934, or otherwise subject to the liability of that Section, nor shall it be deemed to be incorporated by reference into any filing under the Securities Act of 1933 or the Securities Exchange Act of 1934.
+Indicates a management contract or compensatory plan or arrangement.


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Item 16. Form 10-K summary

    Registrants may voluntarily include a summary of information required by Form 10-K under this Item 16. The Registrant has elected not to include such summary information.
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Signatures
Pursuant to the requirements of Section 13 or 15(d) of the Exchange Act, the Registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized, on February 18, 2022.15, 2023.
 
PROS Holdings, Inc.
By:/s/ Andres Reiner
Andres Reiner
President and Chief Executive Officer

KNOW BY THESE PRESENT, that each person whose signature appears below constitutes and appoints each of Andres Reiner and Stefan Schulz, his attorney-in-fact, with the power of substitution, for him in any and all capacities, to sign any amendments to this report on Form 10-K and to file the same, with exhibits thereto and other documents in connection therewith, with the Securities and Exchange Commission, hereby ratifying and confirming all that each of the attorney-in-fact, or his substitute or substitutes, may do or cause to be done by virtue hereof.

Pursuant to the requirement 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 dates indicated.
 
Signatures  Title  Date
/s/ Andres Reiner  President, Chief Executive Officer, and Director
(Principal Executive Officer)
  February 18, 202215, 2023
Andres Reiner    
/s/ Stefan Schulz  Executive Vice President and Chief Financial Officer
(Principal Financial Officer)
  February 18, 202215, 2023
Stefan Schulz    
/s/ Scott CookSenior Vice President and Chief Accounting Officer (Principal Accounting Officer)February 18, 202215, 2023
Scott Cook
/s/ William Russell  Chairman of the Board  February 18, 202215, 2023
William Russell    
/s/ Carlos DominguezDirectorFebruary 18, 202215, 2023
Carlos Dominguez
/s/ Raja HammoudDirectorFebruary 18, 202215, 2023
Raja Hammoud
/s/ Leland T. JourdanDirectorFebruary 18, 202215, 2023
Leland T. Jourdan
/s/ Catherine LesjakDirectorFebruary 18, 202215, 2023
Catherine Lesjak
/s/ Greg B. PetersenDirectorFebruary 18, 202215, 2023
Greg B. Petersen
/s/ Timothy V. WilliamsDirectorFebruary 18, 202215, 2023
Timothy V. Williams
/s/ Mariette M. WoestemeyerDirectorFebruary 18, 2022
Mariette M. Woestemeyer
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