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UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

SCHEDULE 14A

Proxy Statement Pursuant to Section 14(a) of the

Securities Exchange Act of 1934

(Amendment No.  )

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 oPreliminary Proxy Statement

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Definitive Proxy Statement

 oDefinitive Additional Materials

 oSoliciting Material under §240.14a-12

UPWORK INC.

(Name of Registrant as Specified In Its Charter)

(Name of Person(s) Filing Proxy Statement, if other than the Registrant)

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To Our Fellow Stockholders,

In an era marked by the rapid ascent of generative AI and its profound impact on the nature of work, Upwork, as the world’s work marketplace, not only navigated these unchartered waters but harnessed these forces to create unprecedented opportunities for businesses, large and small, as well as independent professionals around the globe.

Amid this backdrop of technological and work revolution, Upwork's performance over the last year stands as a testament to the strength and resilience of our strategic vision, our platform, our community, our team, and our long-term opportunity.

Strong Operational and Financial Performance

In 2023, Upwork achieved Gross Services Volume (GSV)1 of $4.1 billion, demonstrating the vibrant breadth and depth of work that our customers engage in on our marketplace. We drove revenue that reached $689.1 million, representing 11% year-over-year growth.

Our commitment to operational excellence, strategic investments, and durable, profitable growth led to net income of $46.9 million and adjusted EBITDA2 of $73.1 million—the highest in our company’s history—reflecting a profit margin of 7% and an adjusted EBITDA margin of 11%.

We remain committed to profitable growth and generating positive free cash flow going forward and are confident that our strong financial foundation will enable further innovation and investment back into our business.

Innovating Work With Human-Centered AI

As we chart the future of work, we are strategically integrating human-centered artificial intelligence technology and opportunities across our business. We are focusing our efforts on innovating new AI-powered features and platform experiences across every category of work, giving talent on Upwork access to the most modern generative AI tools to supercharge their productivity and quality of work, and providing clients with a single destination for sourcing the full breadth of AI-focused talent they need.

Central to our AI strategy is our goal to serve as the preeminent destination for AI-related talent and work. In an era when AI expertise is increasingly sought after, Upwork stands as a beacon for businesses of all sizes, offering access to a diverse global pool of professionals skilled in the latest AI technologies and disciplines, while offering those professionals a multitude of compelling, meaningful work opportunities.

We are enabling customers on Upwork to access and leverage the most advanced generative AI tools available, such as Upwork Chat Pro—a GPT-4-powered application designed to help freelancers start, create, and complete projects more efficiently and effectively—and our AI-powered Job Post Generator, which streamlines the job posting process for clients, making it easier and faster to find the right talent.


Furthermore, we built resources and partnerships that give independent talent access to third-party apps, offers, and tools, directly from the Upwork platform. Featured partners include industry-leading companies with AI-powered tools like Adobe, Amazon, ClickUp, Jasper, and Miro, alongside educational AI courses and content from leading providers like Coursera and Udemy that form a new Education Marketplace on Upwork Academy.

A pivotal step in our AI journey in the fourth quarter of 2023 was the targeted acquisition of AI startup Headroom and welcoming co-founder Andrew Rabinovich as Upwork’s head of AI and machine learning, a move that underscores our progress in reimagining the entire customer experience on Upwork using AI. We expect the addition of Headroom’s technology and expertise to accelerate our momentum as a platform where human-centered AI serves as a catalyst for creativity, productivity, and efficiency.

Empowering Customers Through Ongoing Innovation

Upwork also continues to innovate beyond AI in our effort to build a better way for companies and professionals to work.

In a marketplace where visibility can translate into opportunity, our suite of ads and monetization products, which were the fastest-growing revenue stream for Upwork in 2023, are designed to elevate the presence of talent on our platform, ensuring that they can effectively showcase their unique skills and desire to work. Using offerings like Availability Badges, Boosted Proposals, Boosted Profiles, and Freelancer Plus, talent can signal to prospective clients that they are ready to start a project immediately, boost proposals to secure work, promote their profiles at the top of a client’s search results, and more. Recognizing the need for clarity and simplicity on our marketplace, we also streamlined our talent pricing structure in 2023.

Turning to Enterprise, we made strategic shifts to be well positioned to capture market share and drive value for our largest clients. We made integral improvements to our Enterprise Suite, including dashboards and reporting, and launched partnerships with major vendor management system (VMS) platforms SAP Fieldglass and Flextrack to make it easier for Enterprise customers to use Upwork within their existing workflows and technology stacks. By doing so, we not only offer flexibility and efficiency but also position Upwork as a vital partner in managing and scaling talent strategies for the world’s largest organizations.

Commitment to Workforce Innovation and Well-being

We believe that doing what is right for our workforce, our stakeholders, and the planet is also right for our business.

At Upwork, we actively promote diversity, inclusion, and belonging (DIBs) through several key initiatives. Our Upwork Belonging Communities are groups that provide a supportive space for team members to forge connections with others who share similar characteristics or life experiences. UPstanders is a transformative program led by our team members who commit to fostering authenticity, practicing inclusion, and challenging biases, which is integral to cultivating a supportive and open work environment. Additionally, our GlowUP gatherings provide forums for Upwork’s leaders of color to connect, strengthen relationships, and grow their leadership capabilities, while Our Place serves as a vibrant virtual hub for Upwork’s most senior Black women to build camaraderie and connection. Our continued McKinsey management training programs are designed to help our early- to mid-career Asian, Black, and Latinx team members develop and hone their day-to-day leadership skills.

In 2023, we embarked on a partnership with LeaderFactor, enhancing our commitment to psychological safety within the workplace. This initiative provides our teams with essential assessments and action-planning tools, ensuring a supportive environment that underpins our inclusive culture.

We’ve also embraced AI-driven solutions to enrich our DIBs approach. We onboarded SeekOut, an AI-driven diversity search platform, to afford us deeper insights into our talent pipeline and enable us to proactively reach candidates from underrepresented communities. To further drive objectivity and mitigate bias in our performance assessments, we introduced Textio Lift, an AI tool that assists managers in writing actionable, high-quality performance evaluations.

Our comprehensive benefits package continues to offer holistic support for employees across healthcare, wellness, and work-life balance, including new personalized guidance on navigating the healthcare system and understanding benefits as well as expanded family-planning benefits.

Being awarded a place among Digiday’s WorkLife 50 for our culture and DEI efforts and named by Built In as one of the Best Places to Work in 2023 reflects our dedication to creating a workplace where our people programs are a cornerstone of our corporate identity and business objectives.


We believe that operating in a responsible and sustainable way will drive long-term value creation, and in 2023, Upwork continued to lead by example in environmental sustainability, demonstrating how a remote-first organization can mitigate its impact on the planet.

This year, we took measurable strides by updating our Global Environmental Policy, emphasizing a comprehensive approach to sustainability. We are proud to report minimal Scope 1 and 2 market-based emissions, totaling just 18 metric tons of CO2e in 2023, with emissions across all scopes verified by an independent third party.

Another important element of our approach to sustainability is our commitment to purchasing carbon-free electricity to match 100% of the electricity we consume in our offices and as a result of the work our team members conduct remotely. Additionally, we successfully reused or recycled 100% of our e-waste in 2023 and have committed to doing so every year going forward, further minimizing our environmental impact.

As a result, USA Today named Upwork one of America’s Climate Leaders, and Newsweek listed us as one of America’s Most Responsible Companies in 2023. These accolades highlight our ongoing commitment to not just meeting but exceeding sustainability standards within our industry.

Looking Ahead

As we reflect on 2023 and the path that lies ahead, Upwork's role in shaping the future of work has never been more vital. Over the course of the past year, our platform has been a conduit for $3.8 billion of economic opportunity, empowering businesses and independent professionals to connect, collaborate, get work done, and thrive in a rapidly evolving work landscape.

Our commitment to sustainable, responsible, and profitable growth remains unwavering. Guided by our strategic vision and driven by our track record of innovation, we are poised to continue creating a new standard for what work can and should be in the months and years ahead.

Thank you for your continued support of our business and our mission.

Sincerely,

 

Hayden Brown 

President and Chief Executive Officer

1 GSV represents the total amount that clients spend on our offerings as well as additional fees we charge to talent and clients for other services. Independent talent on our work marketplace, which we refer to as talent, includes independent professionals and agencies of varying sizes and is an increasingly sought-after, critical, and expanding segment of the global workforce. We define clients as users that seek and work with talent through our work marketplace. We refer to clients and talent together as customers. For additional information related to how we calculate GSV, see page 44 of our Annual Report on Form 10-K for the year ended December 31, 2023.

2 Adjusted EBITDA is not prepared in accordance with, and is not an alternative to, financial measures prepared in accordance with GAAP. See “Appendix A: Reconciliation of Non-GAAP Financial Measures” for the definition of adjusted EBITDA, information regarding our use of adjusted EBITDA, and a reconciliation of adjusted EBITDA to net income (loss), the most directly comparable financial measure prepared under GAAP.


  

April 26, 201923, 2024 

To Our Stockholders:

You are cordially invited to attend the 20192024 Annual Meeting of Stockholders of Upwork Inc., which we refer to as the Annual Meeting. The meeting will be held exclusively online via live webcast on Wednesday,Friday, June 5, 20197, 2024, at 8:00 a.m. Pacific Time. The meeting can be accessed by visiting www.virtualshareholdermeeting.com/UPWK2019,UPWK2024, where you will be able to listen to the meeting live, submit questions, and vote online. We believe that a virtual stockholder meeting provides greater access to those who may want to attend and therefore have chosen this over an in-person meeting. This approach also lowers costs, enables participation from our global community and aligns with our broader sustainability goals.

The matters expected to be acted upon at the Annual Meeting are described in the accompanying Notice of Annual Meeting of Stockholders and proxy statement.Proxy Statement. The Annual Meeting materials include the notice, proxy statement,Proxy Statement, and annual report to stockholders, each of which has been furnished to you over the Internetinternet or, if you have requested a paper copy of the materials, by mail.

Your vote is important. Whether or not you plan to attend the Annual Meeting, please cast your vote as soon as possible by Internet,internet, by telephone, or if you received a paper copy of the meeting materials by mail, by completing and returning the enclosed proxy card or voting instruction form in the postage-prepaid envelope to ensure that your shares will be represented. Your vote by written proxy will ensure your representation at the virtual Annual Meeting regardless of whether or not you attend the meeting. Returning the proxy does not affect your right to attend and to vote your shares at the virtual Annual Meeting.

Sincerely,

Stephane Kasriel
President and Chief Executive Officer

Sincerely,

 

Thomas Layton 

Chairperson of the Board of Directors

IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR THE STOCKHOLDER

ANNUAL MEETING TO BE HELD ON WEDNESDAY,FRIDAY, JUNE 5, 2019:7, 2024: THE PROXY STATEMENT AND ANNUAL REPORT ARE

AVAILABLE ATwww.proxyvote.com

proxyvote.com


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UPWORK INC.
441 Logue Avenue
Mountain View, California 94043

NOTICE OF ANNUAL MEETING OF STOCKHOLDERS

Time and Date:
Wednesday, June 5, 2019 at 8:00 a.m. Pacific Time
Place:
The meeting can be accessed by visiting www.virtualshareholdermeeting.com/UPWK2019, where you will be able to listen to the meeting live, submit questions, and vote online.
Items of Business:
1.
Elect the three Class I directors named in the accompanying proxy statement, each to serve a three-year term expiring at the 2022 annual meeting of stockholders and until such director’s successor is elected and qualified.
2.
Ratify the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firm for the year ending December 31, 2019.
3.
Transact any other business as may properly come before the Annual Meeting or any adjournment or postponement of the Annual Meeting.
Record Date:
Only stockholders of record at the close of business on April 8, 2019 are entitled to notice of, and to vote at, the meeting and any adjournments thereof.
Voting:
Each share of common stock that you own represents one vote. For questions regarding your stock ownership, you may contact us through our website at https://investors.upwork.com/ or, if you are a registered holder, our transfer agent, Computershare Trust Company, N.A., through its website at www-us.computershare.com or by phone at (800) 736-3001.

This notice

Table of the Annual Meeting, proxy statement and form of proxy are being distributed and made available on or about April 26, 2019.Contents

Whether or not you plan to attend the virtual Annual Meeting, we encourage you to vote and submit your proxy through the Internet or by telephone or request and submit your proxy card as soon as possible, so that your shares may be represented at the meeting.

By Order of the Board of Directors,

Brian Levey
Secretary
Mountain View, California
April 26, 2019

 

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UPWORK INC.

PROXY STATEMENT FOR 2019 ANNUAL MEETING OF STOCKHOLDERS

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PROXY SUMMARY1Director Expertise, Experience, and Attributes29
NOTICE OF 2024 ANNUAL MEETING OF STOCKHOLDERS7Board Composition30
IMPORTANT INFORMATION ABOUT THE ANNUAL MEETING82023 Director Compensation30
CORPORATE GOVERNANCE9Non-Employee Director Compensation Arrangements31
Corporate and Compensation Governance Highlights9PROPOSAL 2: RATIFICATION OF APPOINTMENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM34
Corporate Governance Guidelines9Independent Registered Public Accounting Firm Fees and Services34
Board Leadership Structure10Policy on Audit Committee Pre-Approval of Audit and Permissible Non-Audit Services of Independent Registered Public Accounting Firm35
Our Board of Directors’ Role in Risk Oversight10PROPOSAL 3: ADVISORY VOTE TO APPROVE NAMED EXECUTIVE OFFICER COMPENSATION36
Cybersecurity Risk Oversight11SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT37
Majority Voting Standard for Director Elections and Director Resignation Policy11EXECUTIVE OFFICERS AND KEY EMPLOYEES39
Independence of Directors12EXECUTIVE COMPENSATION42
Committees of Our Board of Directors12Letter from the Compensation Committee42
Management Succession Planning14Compensation Discussion and Analysis44
Oversight of Corporate Strategy14Report of the Compensation Committee73
Stockholder Engagement142023 Summary Compensation Table73
Compensation Committee Interlocks and Insider Participation172023 Grants of Plan-Based Awards Table74
Board and Committee Meetings and Attendance17Outstanding Equity Awards at 2023 Fiscal Year-End Table75
Board Attendance at Annual Meeting of Stockholders172023 Stock Option Exercises and Stock Vested Table76
Communication with Directors17Potential Payments upon Termination or Change in Control76
Code of Business Conduct and Ethics17Pay Versus Performance78
Sustainability and Impact Strategy and Notable Accomplishments17Limitations on Liability and Indemnification Matters82
Sustainability and Impact Oversight20CEO Pay Ratio Disclosure82
Human Capital Management20EQUITY COMPENSATION PLAN INFORMATION83
NOMINATIONS PROCESS AND DIRECTOR QUALIFICATIONS22CERTAIN RELATIONSHIPS AND RELATED PARTY TRANSACTIONS84
Nomination to the Board of Directors22Indemnification Agreements84
Director Qualifications22Review, Approval, or Ratification of Transactions with Related Parties84
Board Evaluations and Refreshment22REPORT OF THE AUDIT, RISK AND COMPLIANCE COMMITTEE85
PROPOSAL 1: ELECTION OF DIRECTORS24FREQUENTLY ASKED QUESTIONS86
Director Nominees24OTHER MATTERS93
Continuing Directors26APPENDIX A: RECONCILIATION OF NON-GAAP FINANCIAL MEASURESA-1

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UPWORK INC.

441 Logue Avenue

Mountain View, California 94043

PROXY STATEMENT FOR THE 2019 ANNUAL MEETING OF STOCKHOLDERS

INFORMATION ABOUT SOLICITATION AND VOTING

The accompanying proxyReferences to our website in this Proxy Statement are not intended to function as hyperlinks, and the information contained on our website is solicited by the board of directors on behalf of Upwork Inc. for use at our 2019 Annual Meeting of Stockholders, or Annual Meeting,not intended to be held virtually at www.virtualshareholdermeeting.com/UPWK2019 on Wednesday, June 5, 2019 at 8:00 a.m. Pacific Time, and any adjournment or postponement thereof. The Notice of Internet Availability ofincorporated into this Proxy Materials and this proxy statement for the Annual Meeting, or Proxy Statement, and the accompanying form of proxy were first distributed and made available on the Internet to stockholders on or about April 26, 2019. This Proxy Statement includes information that we are required to provide to you pursuant to the rules and regulations of the U.S. Securities and Exchange Commission, or SEC, and is designed to assist you in voting your shares.Statement. In this Proxy Statement, we refer to Upwork Inc. as “Upwork,” “we”the “Company,” “we,” “us,” or “us.“our.

INTERNET AVAILABILITY OF PROXY MATERIALS


In accordance with SEC rules, we are using the Internet as our primary means of furnishing proxy materials to stockholders. Consequently, most stockholders will not receive paper copies of our proxy materials. We will instead send these stockholders a Notice of Internet Availability of Proxy Materials with instructions for accessing the proxy materials, including our

Forward-Looking Statements

This Proxy Statement includes forward-looking statements. All statements contained in this Proxy Statement, other than statements of historical fact, are forward-looking statements. These statements are based on current expectations, estimates, and annual report,projections about our industry, management’s beliefs, and voting via the Internet. The Noticecertain assumptions made by management, many of Internet Availabilitywhich, by their nature, are inherently uncertain and beyond our control. Accordingly, we caution you that any such forward-looking statements are not guarantees of Proxy Materials also provides information on how stockholders may obtain paper copiesfuture performance or events and are subject to risks, assumptions, estimates, and uncertainties that are difficult to predict. For a discussion of our proxy materials if they so choose. We believe this means of delivery makes the proxy distribution process more efficient, less costly, and helps in conserving natural resources.

GENERAL INFORMATION ABOUT THE MEETING

Record Date; Quorum

Only holders of record of our common stock at the close of business on April 8, 2019, or the Record Date, will be entitled to vote at the Annual Meeting. At the close of business on the Record Date, there were 106,731,758 shares of common stock outstanding and entitled to vote. For ten days prior to the Annual Meeting, a complete listsome of the stockholders entitled to vote at therisks and important factors that could affect our future results and financial condition, see “Risk Factors” in our Annual Meeting will be available for examination by any stockholder for any purpose relating to the Annual Meeting during ordinary business hours at our headquarters. A list of stockholders entitled to vote at the Annual Meeting will also be available for examinationReport on the Internet through the virtual web conference during the Annual Meeting.

The holders of a majority of the voting power of the shares of our common stock issued and outstanding and entitled to vote at the Annual Meeting as of the Record Date must be present at the Annual Meeting in order to hold the Annual Meeting and conduct business. This presence is called a quorum. Your shares are counted as present at the Annual Meeting if you are present and vote at the Annual Meeting or if you have properly submitted a proxy.

Voting Rights; Required Vote

In deciding all matters at the Annual Meeting, as of the close of business on the Record Date, each share of common stock represents one vote. We do not have cumulative voting rights for the election of directors. You may vote all shares owned by you as of the Record Date, including (1) shares held directly in your name as the stockholder of record and (2) shares held for you as the beneficial owner in street name through a broker, bank, trustee, or other nominee.

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Stockholder of Record: Shares Registered in Your Name. If, on the Record Date, your shares were registered directly in your name with our transfer agent, Computershare Trust Company, N.A., then you are considered the stockholder of record with respect to those shares. As a stockholder of record, you may vote at the Annual Meeting or vote by telephone, through the Internet or, if you request or receive paper proxy materials, by filling out and returning the proxy card.

Beneficial Owner: Shares Registered in the Name of a Broker or Nominee. If, on the Record Date, your shares were held in an account with a broker, bank, trustee or other nominee, then you are the beneficial owner of the shares held in street name. As a beneficial owner, you have the right to direct your nominee on how to vote the shares held in your account, and your nominee has enclosed or provided voting instructions for you to use in directing it on how to vote your shares. However, the organization that holds your shares is considered the stockholder of record for purposes of voting at the Annual Meeting. Because you are not the stockholder of record, you may not vote your shares at the Annual Meeting unless you request and obtain a valid proxy from the organization that holds your shares giving you the right to vote the shares at the Annual Meeting.

Each director will be elected by a plurality of the votes cast, which means that the three nominees receiving the highest number of “FOR” votes will be elected. You may vote “FOR ALL NOMINEES,” “WITHHOLD AUTHORITY FOR ALL NOMINEES” or vote “FOR ALL EXCEPT” one or any of the nominees you specify. Ratification of the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firmForm 10-K for the year endingended December 31, 2019 will be obtained if2023 and our subsequently filed Quarterly Reports on Form 10-Q.

In addition, forward-looking and other statements in this Proxy Statement may also address our corporate responsibility and sustainability and impact progress, plans, and goals. The inclusion of such statements is not an indication that these matters are necessarily material for the number of votes cast “FOR” the proposal at the Annual Meeting exceeds the number of votes “AGAINST” the proposal. Abstentions (shares present at the Annual Meeting and marked “abstain”) are counted for purposes of determining whether a quorum is present,complying with or reporting pursuant to U.S. securities laws and have no effectregulations, even if we use the word “material” or “materiality” in this Proxy Statement. Certain of our disclosures are informed by various third-party frameworks, in addition to stakeholder expectations. However, we cannot guarantee strict adherence to framework recommendations, and our disclosures based on the outcomethese frameworks may change due to revisions in framework requirements, availability of information, changes in our business or applicable governmental policy, or other factors, some of which may be beyond our control.


 

Proxy Summary

This summary highlights information contained elsewhere in this Proxy Statement. This summary does not contain all of the matters voted upon.information that you should consider, and you should read the entire Proxy Statement carefully before voting.

Broker non-votes occur when shares held

Meeting Information

Date and Time

Friday, June 7, 2024

8:00 a.m. Pacific Time

Web Address

www.virtualshareholdermeeting.com/UPWK2024

Record Date

April 8, 2024

Proposals and Voting Recommendations

Proposal​Board
Recommendation
​ Page
1​Election of Hayden Brown, Gregory C. Gretsch, and Anilu Vazquez-Ubarri as Class III directors to serve until the 2027 annual meeting of stockholders✓    

FOR

each
nominee

24
2Ratification of the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firm for 2024✓    FOR34
3​Advisory vote to approve Named Executive Officer compensation✓    FOR36

Key 2023 Business Highlights

We operate the world’s largest work marketplace that connects businesses with independent talent from across the globe, as measured by a broker for a beneficial owner are not voted either because (i) the broker did not receive voting instructions from the beneficial owner, or (ii) the broker lacked discretionary authority to vote the shares. A broker is entitled to vote shares held for a beneficial owner on “routine” matters without instructions from the beneficial owner of those shares. Absent instructions from the beneficial owner of such shares, a broker is not entitled to vote shares held for a beneficial owner on “non-routine” matters. At our Annual Meeting, only the ratification of PricewaterhouseCoopers LLP as our independent registered public accounting firm for the year ending December 31, 2019 is considered a routine matter. The proposal for the election of directorsGSV. In 2023, we generated strong operational and any other proposals presented at the Annual Meeting are non-routine matters. Broker non-votes are counted for purposes of determining whether a quorum is present, and have no effect on the outcome of the matters voted upon. Accordingly, we encourage you to provide voting instructions to your broker, whether or not you plan to attend the Annual Meeting.financial results while advancing valuable strategic initiatives.

Recommendations of Our Board of Directors on Each of the Proposals Scheduled to be Voted on at the 2023 Performance Highlights

 

2024 Proxy Statement1


 

(1)As of December 31, 2023. We define an active client as a client that has had spend activity on our work marketplace during the 12 months preceding the date of measurement.
(2)Adjusted EBITDA is not prepared in accordance with, and is not an alternative to, financial measures prepared in accordance with generally accepted accounting principles, which we refer to as GAAP. See “Appendix A: Reconciliation of Non-GAAP Financial Measures” to this Proxy Statement for a definition of adjusted EBITDA and for information regarding our use of adjusted EBITDA and a reconciliation of adjusted EBITDA to net income, the most directly comparable financial measure prepared under GAAP.

Annual Meeting2023 Strategic Highlights

Achieving Top and

Bottom Line Growth

●     Executed a swift and successful pivot to profitability and cash generation, achieving profit margin of 9% and adjusted EBITDA margin of 17% in the fourth quarter of 2023

●     Recorded double-digit growth for total revenue (11% year-over-year) and continued to see strong active client growth (5% year-over-year) to 851,000 active clients, demonstrating our ability to achieve profitable growth

●     Harnessed the free cash flows generated by our strategic shift to durable, profitable growth to repurchase $214 million aggregate principal amount of our outstanding notes at a discount to par value and obtained board authorization for a $100 million share repurchase program

Enhancing Our Platform

●     Developed internal AI tools such as Job Post Generator and Proposal Tips to increase efficiencies across both sides of the marketplace

●     Further developed ads products, such as Boosted Proposals and Boosted Profiles, allowing talent to highlight themselves while simultaneously improving match effectiveness

●     Enhanced the Freelancer Plus offering, which now includes additional Connects and access to Upwork Chat Pro

●     Implemented vendor management system partnerships with SAP Fieldglass and Flextrack to more seamlessly integrate with Enterprise clients' existing infrastructure and compliance protocols

Investing In and Educating the
Users of Our Marketplace

●     Acquired Headroom, Inc. to bring on AI-focused talent and build out our portfolio of AI capabilities; welcomed founder Andrew Rabinovich as our head of AI and machine learning

●     Established AI Services Hub as a landing page dedicated to helping clients quickly identify highly skilled talent specialized in AI workflows

●     Supplied talent with new tools through a combination of internally developed tools and third-party partnerships

●     Launched the Upwork Research Institute to equip business leaders with insights and data that help them succeed in a quickly shifting work landscape

Stockholder Engagement

Our board of directors recommends that you vote “FOR ALL NOMINEES” of the Class I directors named in this Proxy Statement, or Proposal No. 1, and “FOR” the ratification of the appointment of PricewaterhouseCoopers LLP asmanagement team value feedback from our independent registered public accounting firm for the year ending December 31, 2019, or Proposal No. 2. None of our directors or executive officers has any substantial interest in any matter to be acted upon, other than elections to office with respect to the directors so nominated.

Voting Instructions; Voting of Proxies

If you are a stockholder of record, you may:

vote via the virtual meeting website—any stockholder can attend the Annual Meeting by visiting www.virtualshareholdermeeting.com/UPWK2019, where stockholders may vote and submit questions during the meeting. The meeting starts at 8:00 a.m. Pacific Time. Please have your 16-Digit Control Number to join the Annual Meeting. Instructions on how to attend and participate via the Internet are posted at www.proxyvote.com;
vote by telephone or through the Internet—in order to do so, please follow the instructions shown on the Notice of Internet Availability of Proxy Materials or your proxy card; or
vote by mail—if you request or receive a paper proxy card and voting instructions by mail, simply complete, sign and date the enclosed proxy card and promptly return it in the envelope provided or, if

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the envelope is missing, please mail your completed proxy card to Vote Processing, c/o Broadridge Financial Solutions, Inc., 51 Mercedes Way, Edgewood, New York 11717. Your signed and dated proxy card must be received prior to the Annual Meeting in order to be voted.

Votes submitted by telephone or through the Internet must be received by 11:59 p.m. Eastern Time on June 4, 2019. Submitting your proxy whether by telephone, through the Internet or, if you request or receive a paper proxy card, by mail will not affect your right to vote should you decide to attend the Annual Meeting. If you are not the stockholder of record, please refer to the voting instructions provided by your nominee to direct your nominee on how to vote your shares. Your vote is important. Whether or not you plan to attend the Annual Meeting, we urge you to vote by proxy to ensure that your vote is counted.

All proxies will be voted in accordance with the instructions specified. If you sign a physical proxy card and return it without instructions as to how your shares should be voted on a particular proposal at the Annual Meeting, your shares will be voted in accordance with the recommendationsstockholders. Members of our board of directors stated above.

If you do not vote and you hold your sharesmanagement directly engage in street name,regular dialogue with our stockholders on matters ranging from our business and your broker does not have discretionary powerperformance to vote your shares, your shares may constitute “broker non-votes” (as described above)executive compensation, corporate governance, and will not be counted in determining the number of shares necessary for approval of the proposals. However, sharessustainability and impact practices so that constitute broker non-votes will be countedwe can understand stockholders’ views and expectations and share our perspectives on these important subjects.

22024 Proxy Statement

Fall 2023 Stockholder Engagement and 2024 Executive Compensation Updates

Contacted holders of
approximately

44%

of our outstanding shares

Engaged holders of
approximately

21%

of our outstanding shares

Director involvement for
approximately

52%

of engaged shares

In response to declining support for the purposeadvisory votes to approve named executive officer compensation, which we refer to as Say-on-Pay, at our last two annual stockholder meetings, our fall 2023 engagement campaign focused particularly on understanding the perspectives and concerns of establishing a quorumour stockholders regarding our executive compensation program and obtaining feedback on potential changes to our executive compensation practices. Informed by feedback received during these meetings and our spring 2023 engagements, our compensation committee made significant updates to our executive compensation program effective for 2024. We introduced new, differentiated metrics in our short- and long-term incentive programs that reinforce our strategic focus on durable, profitable growth. In addition, we adopted multi-year performance goals for our long-term incentive program to drive long-term performance and stockholder value.

Additional updates to our executive compensation, corporate governance, and sustainability and impact practices and associated disclosures are described further under the Annual Meeting.headings “Corporate Governance–Stockholder Engagement” and “Executive Compensation–Executive Summary.”

If you receive

Our Impact Priorities

We believe that doing what is right for our stakeholders and the planet is also right for our business, and our sustainability and impact strategy is built around the six focus areas below.

 

For more than one proxy card, your sharesinformation on our sustainability and impact programs and performance, see “Corporate Governance—Sustainability and Impact Strategy and Notable Accomplishments” below and our 2023 Impact Report, published in April 2024, which is available on our website at upwork.com/about/our-impact/2023-impact-report.1

1 Our website and the information contained on our website and in our 2023 Impact Report are registered in more than one namenot part of or are registered in different accounts. To make certain all of your shares are voted, please follow the instructions included on each proxy card and vote each proxy cardincorporated by telephone, through the Internet or by mail. If you requested or received paper proxy materials and you intend to vote by mail, please complete, sign and return each proxy card you received to ensure that all of your shares are voted.

Expenses of Soliciting Proxies

We will pay the expenses of soliciting proxies, including preparation, assembly, printing and mailing ofreference into this Proxy Statement, the proxy and any other information furnished to stockholders. Following the original mailing of the soliciting materials, we and our agents, including directors, officers, and other employees, without additional compensation, may solicit proxies by mail, email, telephone, facsimile, by other similar means or in person. Following the original mailing of the soliciting materials, we will request brokers, custodians, nominees and other record holders to forward copies of the soliciting materials to persons for whom they hold shares and to request authority for the exercise of proxies. In such cases, we, upon the request of the record holders, will reimburse such holders for their reasonable expenses. If you choose to access the proxy materials or vote through the Internet, you are responsible for any Internet access charges you may incur.

Revocability of Proxies

A stockholder of record who has given a proxy may revoke it at any time before it is exercised at the Annual Meeting by:Statement.

delivering to our Corporate Secretary by mail a written notice stating that the proxy is revoked;

2024 Proxy Statement3
signing and delivering a proxy bearing a later date;

voting again by telephone or through the Internet; or
attending and voting at the Annual Meeting (although attendance at the Annual Meeting will not, by itself, revoke a proxy).

Please note, however,

Executive Compensation Philosophy

Our executive compensation philosophy is to provide a competitive compensation program that if your shares are held of record by a broker, bank or other nomineeattracts and you wish to revoke a proxy, you must contactretains talented executives, including our Named Executive Officers, whom we identify in “Compensation Discussion and Analysis,” and that firm to revoke any prior voting instructions.

Voting Results

Voting results will be tabulated and certified by the inspector of elections appointed for the Annual Meeting. The preliminary voting results will be announced at the Annual Meeting. The final results will be tallied by the inspector of elections and filedaligns their economic interests with the SEC in a current report on Form 8-K within four business days of the Annual Meeting.

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TABLE OF CONTENTS

Participating in the Annual Meeting

To participate in the virtual meeting, visit www.virtualshareholdermeeting.com/UPWK2019 and enter the 16-digit control number included on your proxy card or on the instructions that accompanied your proxy materials.

If you wish to submit a question during the Annual Meeting, log into the virtual meeting platform at www.virtualshareholdermeeting.com/UPWK2019, type your question into the “Ask a Question” field, and click “Submit.” If your question is properly submitted during the relevant portion of the meeting agenda, we will respond to your question during the live webcast. A webcast replay of the Annual Meeting, including the Q&A session, will also be archived on the “Investor Relations” sectionthose of our website, which is located at https://investors.upwork.com.

If we experience technical difficulties duringstockholders by motivating and rewarding the meeting (e.g., a temporary or prolonged power outage), we will determine whether the meeting can be promptly reconvened (if the technical difficulty is temporary) or whether the meeting will need to be reconvened on a later day (if the technical difficulty is more prolonged). In any situation, we will promptly notify shareholdersachievement of the decision via www.virtualshareholdermeeting.com/UPWK2019. If you encounter technical difficulties accessing our meeting or asking questions during the meeting, a support line will be available on the login page of the virtual meeting website.short- and long-term business objectives, thereby creating sustainable long-term value for our stockholders.

Executive Compensation Overview

Core Elements of 2023 Executive Compensation

ElementObjectives
CashAnnual Base Salary

●     Attract and retain top talent through market-competitive salary levels that are commensurate with our executives’ roles, responsibilities, and expected contributions to our business

Short-Term
Incentives
Annual Performance
Bonus

●     Incentivize achievement of annual business objectives and reward short-term performance

●     Align compensation with business strategy through use of performance metric based on revenue growth, which was considered our most important financial objective for 2023 when compensation was set in February 2023

●     Hold executives accountable for personal performance with +/- 20% individual performance adjustment(1)

Long-Term
Incentives
Performance-based
Performance Stock Units,
which we refer to as PSUs

●     Align the economic interests of our executives with long-term interests of our stockholders

●     Incentivize achievement of annual business objectives and reward long-term performance

●     Motivate long-term sustainable value creation

●     Promote retention of top talent

●     Align compensation with business strategy through use of performance metric based on revenue growth, which was considered our most important financial objective for 2023 when PSUs were granted in February 2023

Time-based Restricted
Stock Units, which we
refer to as RSUs

●     Align the economic interests of our executives with long-term interests of our stockholders

●     Motivate long-term sustainable value creation

●     Promote retention of top talent

(1)The individual performance adjustment is not applicable to our CEO who is ultimately responsible for, and therefore whose performance is measured solely on, company performance.

42024 Proxy Statement

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TABLE OF CONTENTS

BOARD OF DIRECTORS AND COMMITTEES OF THE BOARD OF DIRECTORS;
Corporate Governance Highlights
CORPORATE GOVERNANCE STANDARDS AND DIRECTOR INDEPENDENCE

We are strongly committed to good corporate governance practices. These practices provide an important framework within which our board of directors and management can pursue our strategic objectives for the benefit of our stockholders. Key elements include the following:

 

Board DiversityWe strive to maintain a diverse board of directors and ensure diversity is a factor when identifying potential new directors; four of our eight directors self-identify as female, two directors self-identify as an underrepresented minority, and one director self-identifies as LGBTQ+2
Independent Board OversightSeven of our eight directors are independent, including our chairperson
Proxy AccessWe provide a method for stockholders to place their nominees for director on our proxy ballot
Majority Voting for DirectorsWe have adopted majority voting in uncontested elections of directors
Stock Ownership GuidelinesOur Executive and Board Stock Ownership Guidelines, which we refer to as the Stock Ownership Guidelines, establish stock ownership requirements, including 5x base salary for our President and Chief Executive Officer, who we refer to as our CEO
Annual Board EvaluationOur board of directors and the committees of our board of directors conduct self-evaluations at least annually to assess performance
Corporate ResponsibilityOur nominating and governance committee oversees our corporate responsibility and sustainability programs
Clawback PolicyWe maintain a compensation recovery policy, which we refer to as our Clawback Policy, for our executive officers that requires recoupment of certain incentive-based compensation in the event we adjust or restate our financial statements and that permits further discretionary recoupment of compensation paid to our executive officers and certain other employees in certain circumstances
Generative AI PolicyWe maintain a Generative AI Technology Policy that provides guidelines for internal usage of generative AI designed to enable innovation while safeguarding sensitive data and our proprietary assets and reputation and maintaining compliance with applicable laws and regulations

2 “Diverse,” “female,” “underrepresented minority,” and “LGBTQ+” as defined in The Nasdaq Stock Market LLC, which we refer to as Nasdaq, listing standards. 

2024 Proxy Statement5


Board Composition and Director Expertise, Experience, and Attributes

Our board of directors comprises a diverse mix of directors with complementary expertise, experience, and attributes, and our commitment to creating a diverse and inclusive culture is reflected at the top with our board of directors.3 See “Proposal 1: Election of Directors” for more information about our directors.

 

3 Age and tenure as of March 31, 2024. Tenure does not include service on the board of directors of Elance, Inc., which we refer to as Elance, or oDesk Corporation, which we refer to as oDesk, prior to the combination of the two companies in March 2014. “Diverse,” “female,” “underrepresented minority,” and “LGBTQ+” as defined in the Nasdaq listing standards. “ESG” means environmental, social, and governance.

62024 Proxy Statement


 Notice of 2024 Annual
Meeting of Stockholders

Date and Time

Friday, June 7, 2024

8:00 a.m. Pacific Time 

Web Address 

www.virtualshareholdermeeting.com/UPWK2024

Record Date

April 8, 2024

There is no physical location for the Annual Meeting. Only stockholders of record at the close of business on April 8, 2024, which we refer to as the Record Date, are entitled to receive notice of, and to vote at, the Annual Meeting and any adjournment or postponement thereof.

Items of Business

ProposalBoard
Recommendation
Page
1Election of Hayden Brown, Gregory C. Gretsch, and Anilu Vazquez-Ubarri as Class III directors to serve until the 2027 annual meeting of stockholders

FOR

each nominee

24
2Ratification of the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firm for 2024FOR34
3Advisory vote to approve Named Executive Officer compensationFOR36

Stockholders will also transact on such other business as may properly come before the Annual Meeting or any adjournment or postponement thereof. The items of business are described more fully in the accompanying Proxy Statement.

Participation in Annual Meeting

We are pleased to invite you to participate in our Annual Meeting, which will be conducted exclusively online at the web address listed above. Please see “Important Information About the Annual Meeting” for additional information.

The Annual Meeting will begin promptly at 8:00 a.m. Pacific Time. The virtual meeting room will open at 7:45 a.m. Pacific Time for registration.

Voting

Your vote is very important to us. Whether or not you plan to attend the Annual Meeting, we encourage you to vote as soon as possible using any of the following methods so that your shares may be represented at the Annual Meeting. For specific instructions on how to vote your shares, please see “Frequently Asked Questions—Voting Information” in the accompanying Proxy Statement.

Internet

Visit the website on your proxy card

Telephone

1-800-690-6903

Mail

Mark, sign, date, and return your proxy card

in the enclosed envelope

This Notice of Annual Meeting, Proxy Statement, and form of proxy are being distributed and made available on or about April 23, 2024.

By Order of the Board of Directors,

Brian Levey 

Corporate Secretary

April 23, 2024 

IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR THE STOCKHOLDER MEETING TO BE HELD ON FRIDAY, JUNE 7, 2024: THE PROXY STATEMENT AND ANNUAL REPORT ARE AVAILABLE AT www.proxyvote.com

2024 Proxy Statement7


Important Information About the Annual Meeting

Our Annual Meeting will be conducted online only, via live webcast. Stockholders will be able to access the meeting live by visiting www.virtualshareholdermeeting.com/UPWK2024.

We have conducted efficient and effective virtual meetings since 2019. We intend to continue to ensure that our stockholders are afforded the same rights and opportunities to participate virtually as they would at an in-person meeting. We believe the virtual format makes it easier for stockholders to attend and participate fully and equally in the Annual Meeting. This format also helps us engage with all stockholders regardless of size, resources, or physical location, saves us and stockholders time and money, and aligns with our broader sustainability goals.

Participating in the Annual Meeting

Instructions on how to attend the Annual Meeting are posted at www.virtualshareholdermeeting.com/UPWK2024.

You may log in to the meeting platform beginning at 7:45 a.m. Pacific Time on June 7, 2024. The meeting will begin promptly at 8:00 a.m. Pacific Time.

You will need the 16-digit control number provided in your proxy materials to attend the Annual Meeting at www.virtualshareholdermeeting.com/UPWK2024.
Stockholders of record and beneficial owners as of the Record Date may vote their shares electronically during the Annual Meeting.

If you encounter any difficulties accessing or asking questions during the Annual Meeting, a support line will be available on the login page of the virtual meeting website.

Additional Information About the Annual Meeting

Stockholders may submit questions during the live meeting at www.virtualshareholdermeeting.com/UPWK2024.

During the meeting’s live Q&A session, we will answer questions as time permits in accordance with the following procedures:

Our rules of conduct and procedure for the meeting generally provide that we limit each stockholder to one question so that we can answer questions from as many stockholders as possible. Questions should be succinct and cover only one topic per question. Questions from multiple stockholders on the same topic or that are otherwise related may be grouped and answered together. In addition, questions may be edited for brevity and grammatical corrections.

We do not intend to address any questions that are, among other things: irrelevant to the business of the Annual Meeting; related to non-public information about our company; related to personal matters or grievances; derogatory or otherwise not in good taste; in substance, repetitious or already made by other persons; in furtherance of the stockholder’s personal or business interests; related to pending or threatened litigation; or out of order or not otherwise suitable for the conduct of the Annual Meeting as determined by the chairperson of the Annual Meeting or our Corporate Secretary in their sole judgment.

If there are matters of individual concern to a stockholder (rather than of general concern to all stockholders), or if we are not able to answer all the questions posed, stockholders may contact us separately after the meeting through our Investor Relations department by email at investor@upwork.com.

A webcast replay of the Annual Meeting, including the Q&A session, will be available for 90 days following the Annual Meeting in the “Investor Relations” section of our website, which is located at investors.upwork.com.

82024 Proxy Statement


Corporate Governance

We are committed to effective corporate governance that promotes the long-term interests of our stockholders and strengthens the accountability of our board of directors and management. As we continue to mature as a public company, we are committed to evolving our corporate governance practices. Our board of directors takes a thoughtful approach to our governance structure, regularly assessing a range of factors, including regular stockholder input and feedback through our stockholder engagement program. Our board of directors carefully considers each of our corporate governance practices to ensure they are aligned with our state of maturity as a company and the best interests of our stockholders.

Corporate and Compensation Governance Highlights

Board DiversityWe strive to maintain a diverse board of directors and ensure diversity is a factor taken into account when identifying potential new directors. Four of our eight directors self-identify as female, two directors self-identify as an underrepresented minority, and one director self-identifies as LGBTQ+4
Independent Board OversightSeven of our eight directors are “independent” as defined by Nasdaq and the Securities and Exchange Commission, which we refer to as the SEC, and we have an independent director serving as our chairperson
Proxy AccessOur amended and restated bylaws provide a method for stockholders to place their nominees for director on our proxy ballot
Majority Voting for DirectorsWe have adopted majority voting in uncontested elections of directors
Stock Ownership GuidelinesOur Stock Ownership Guidelines establish the level of stock ownership and holding requirements expected of our directors and executive officers, including 5x base salary for our CEO
Annual Board EvaluationOur board of directors and the committees of our board of directors conduct self-evaluations at least annually to assess performance
Annual Compensation EvaluationWith the help of an independent compensation consultant, our compensation committee conducts annual reviews of the compensation of all our executive officers
Corporate ResponsibilityOur nominating and governance committee is responsible for reviewing and assessing our performance and procedures relating to corporate responsibility and sustainability
Sustainability and Impact ManagementOur Sustainability and Impact team is responsible for engaging key stakeholders and strengthening our sustainability and impact performance and reports to the nominating and governance committee at least biannually. The team is supported by our Sustainability and Impact Task Force, which is a management-level committee of senior leaders and subject matter experts from various departments responsible for developing and implementing sustainability and impact programs
Compensation Risk OversightOur compensation committee, on at least an annual basis, evaluates our compensation programs to ensure that they do not encourage our employees, including our executive officers, to take inappropriate or excessive risk
Clawback PolicyWe maintain a Clawback Policy for our executive officers that requires recoupment of certain incentive-based compensation in the event we adjust or restate our financial statements and that permits further discretionary recoupment of compensation paid to our executive officers and certain other employees in certain circumstances
Generative AI PolicyWe maintain a Generative AI Technology Policy that provides guidelines for internal usage of generative AI designed to enable innovation while safeguarding sensitive data and our proprietary assets and reputation and maintaining compliance with applicable laws and regulations

Corporate Governance Guidelines

Our board of directors has adopted Corporate Governance Guidelines that set forth expectations for directors, director independence standards, board committee structure and functions, and other policies for the governance of theour company. Our Corporate Governance Guidelines are available onin the “Investor Relations” section of our website, which is located at https://investors.upwork.com, by clicking “Documents and& Charters” in the “Governance” section of our website. Our nominating and governance committee reviews the Corporate Governance Guidelines periodically,annually, and changes are recommended to our board of directors as warranted.

4 “Diverse,” “female,” “underrepresented minority,” and “LGBTQ+” as defined in the Nasdaq listing standards.

2024 Proxy Statement9


Board Leadership Structure

Our Corporate Governance Guidelines provide that our board of directors shall be free to choose its chairperson in any way that it considers in the best interests of our company, and that the nominating and governance committee periodically considers the leadership structure of our board of directors and makes such recommendations to our board of directors with respect thereto as appropriate. Our board of directors believes it is important to have flexibility in selecting the chairperson of the board of directors and our board leadership structure. Any changes to the leadership structure of our board of directors, if made, will be promptly disclosed in the “Investor Relations” section of our website and will be reflected in our proxy materials for the next annual meeting of stockholders. In making leadership structure determinations, the board of directors considers many factors, including the specific needs of the business and what is in the best interests of our stockholders. Our board of directors, in its sole discretion, may seek input from our stockholders on the leadership structure of the board of directors.

Currently, the positions of chairperson and chief executive officer are held by different individuals. Thomas Layton, an independent director, is the chairperson of our board of directors. Mr. Layton has served as a member of our board of directors and chairperson since our inception. Our board of directors believes that Mr. Layton’s historical knowledge, operational expertise, and extensive leadership experience, including serving as the chairperson of our board of directors since our inception, make him well qualified to serve as chairperson of our board of directors.

Our Corporate Governance Guidelines also provide that, when the positions of chairperson and chief executive officer are held by the same person, the independent directors may designate a “lead independent director.” In cases in which the chairperson and chief executive officer are the same person and a lead independent director has been designated, the chairperson schedules and sets the agenda for meetings of our board of directors in consultation with the lead independent director, and the chairperson, or if the chairperson is not present, the lead independent director, chairs such meetings. The responsibilities of the lead independent director include: calling meetings of the independent directors,directors; presiding at executive sessions of independent directors,directors; serving as aprincipal liaison between the chairperson and the independent directors,directors; disseminating information to the rest of our board of directors,directors; being available under appropriate circumstances for communication with stockholders,stockholders; providing leadership to the board of directors if circumstances arise in which the role of chief executive officer and chairperson may be, or may be perceived to be, in conflict, and performing such other functions and responsibilities as requested by our board of directors from time to time.

Currently, our board of directors believes that it should maintain flexibility to select the chairperson of our board of directors and adjust our board leadership structure from time to time. Mr. Thomas Layton is the Chairman of our board of directors. Mr. Layton has served as a member of our board of directors and Chairman since our inception. Our board of directors believes that Mr. Layton’s historical knowledge, operational expertise, and extensive leadership experience serving as the Chairman of our board of directors since our inception make him well qualified to serve as Chairman of our board of directors. Mr. Layton is an independent director, and accordingly, our board of directors has not designated a lead independent director.

Our Board of Directors’ Role in Risk Oversight

Our board of directors, as a whole, has responsibility for risk oversight, although the committees of our board of directors oversee and review risk areas that are particularly relevant to them. The risk oversight responsibility of our board of directors and its committees is supported by our management reporting processes, which are designed to provide visibility to our board of directors and to our personnel thatwho are responsible for risk assessment and information about the identification, assessment, and management of critical risks and management’s risk-mitigation strategies. Our board of directors and its committees engage, as appropriate, external advisors and experts to assist in anticipating future threats and trends and assessing our risk mitigation strategies. These areasenvironment. Areas of focus include, among others, competitive, economic, operational, financial (accounting, credit, investment, liquidity, and tax), legal, regulatory, cybersecurity, privacy, compliance, and reputational risks. Our board of directors reviews strategic and operational risk in the context of memorandums distributed prior to, and discussions, question and answerquestion-and-answer sessions, and reports from the management team at, each regular board meeting,meeting; receives reports on all significant committee activities at each regular board meeting,meeting; and evaluates the risks inherent in significant transactions. OurIn particular, our audit, risk and compliance committee, orwhich we refer to as our audit committee, assistsoversees our enterprise risk management program, including receiving a full enterprise risk assessment from management at least twice a year. Risk mitigation efforts and updates are then reported by management to the audit committee or board in fulfilling its oversight responsibilities with respect to risk management.of directors throughout the year.

102024 Proxy Statement


Each committee of our board of directors meets with key management personnel and representatives of outside advisors to oversee risks associated with their respective principal areas of focus. Our audit committee reviews our major financial and other risk exposures, our internal control over financial reporting, our disclosure controls

5

Audit, Risk and Compliance Committee

Reviews our major financial and other risk exposures, our internal control over financial reporting, our disclosure controls and procedures, and our legal and regulatory compliance and, among other things, discusses with management and our independent auditor guidelines and policies with respect to risk assessment and risk management

 Reviews matters relating to cybersecurity and data privacy and security and reports to our board of directors regarding such matters

Compensation CommitteeEvaluates our major compensation-related risk exposures and the steps management has taken to monitor or mitigate such exposures
Nominating and Governance CommitteeAssesses risks relating to our corporate governance practices, reviews and assesses our performance, risks, controls, and procedures relating to corporate responsibility and sustainability, reviews the independence of our board of directors, and reviews and discusses our board of directors’ leadership structure and role in risk oversight

TABLE OF CONTENTS

and procedures, legal and regulatory compliance, and, among other things, discusses with management and our independent auditor guidelines and policies with respect to risk assessment and risk management. Our audit committee also reviews matters relating to cybersecurity and data privacy and security and reports to our board of directors regarding such matters. Our compensation committee evaluates our major compensation-related risk exposures and the steps management has taken to monitor or mitigate such exposures. Our nominating and governance committee assesses risks relating to our corporate governance practices, the independence of our board of directors and reviews and discusses the narrative disclosure regarding our board of directors’ leadership structure and role in risk oversight. We believe this division of responsibilities is an effective approach for addressing the risks we face and that our board leadership structure supports this approach.

Cybersecurity Risk Oversight

While everyone at Upwork plays a part in managing cybersecurity and data privacy risks, oversight responsibility is shared by our board of directors, audit committee, and management.

Our board of directors, as a whole, has responsibility for risk oversight, although the committees of our board of directors oversee and review risk areas that are particularly relevant to their respective functions. Among its focus areas, our audit committee reviews matters relating to cybersecurity and data privacy and regularly reports to our board of directors regarding such matters. One member of our audit committee earned the NACD’s CERT Certificate in Cybersecurity Oversight in 2023. Our audit committee receives quarterly cybersecurity-related updates from our Chief Information Security Officer, who we refer to as our CISO, including in the form of written reports and presentations. Our CISO and audit committee also provide cybersecurity-related updates to the full board of directors three times per year, including regarding recent developments, evolving standards, metrics about cyber threat response preparedness, program maturity milestones, material cybersecurity risks and risk mitigation status, and the current and emerging threat landscape. We also have implemented controls and procedures that provide for the communication of material cybersecurity incidents to our Chief Executive Officer, Chief Financial Officer, and Chief Legal Officer, as well as to our audit committee and/or to our full board of directors on a timely basis.

Our CISO is primarily responsible for our cybersecurity risk management program and partners with our legal team on data privacy matters at the management level. Our CISO has over 25 years of experience in various technology leadership positions across multiple industries including finance, healthcare, and technology. He has held leadership positions specifically in the information security space since 2011 at four publicly traded companies. The CISO’s leadership team members are all seasoned information security professionals who have worked at some of the largest well-known brand names and are experts in their fields. Our CISO monitors, and participates in, our various cybersecurity policies and procedures, and our cybersecurity team regularly updates our CISO on the current status of the cybersecurity environment, cybersecurity incidents, and actual or potential risks. Our CISO and his team provide regular updates to the management team and escalate events that require leadership’s attention.

For more information regarding our cybersecurity and data privacy risk management strategy, see “Cybersecurity” in our Annual Report on Form 10-K for the fiscal year ended December 31, 2023.

Majority Voting Standard for Director Elections and Director Resignation Policy

Our amended and restated bylaws provide for a majority voting standard for uncontested elections of directors and require that stockholder director nominations include a written statement as to whether the nominee intends to tender an irrevocable resignation upon such nominee’s election or re-election. The majority voting standard provides that, in uncontested director elections, a director nominee will be elected only if the number of votes cast “FOR” the nominee exceeds the number of votes cast “AGAINST” the nominee. In addition, our Corporate Governance Guidelines require each incumbent nominee to submit an irrevocable contingent resignation letter prior to the annual meeting of stockholders in which such election is to take place. This addresses the “holdover” director situation under the Delaware General Corporation Law, which we refer to as the DGCL, pursuant to which a director remains on the board of directors until such director’s successor is elected and qualified. Such resignation becomes effective only upon (i) such nominee’s failure to receive the requisite number of votes for re-election at any future meeting at which such person would face re-election and (ii) our board of directors’ acceptance of such resignation.

2024 Proxy Statement11


If the nominee does not receive the requisite number of votes for re-election, our nominating and governance committee will make a recommendation to our board of directors as to whether to accept or reject the resignation, or whether other action should be taken. Our board of directors will act on the nominating and governance committee’s recommendation and publicly disclose its decision and the rationale behind it within 90 days from the date of the certification of the election results.

Independence of Directors

The listing rules of The Nasdaq Stock Market LLC, or Nasdaq generally require that a majority of the members of a listed company’s board of directors be independent. In addition, the listing rules generally require that, subject to specified exceptions, each member of a listed company’s audit, compensation, and nominating and governance committees be independent.

In addition, audit committee members must also satisfy the independence criteria set forth in Rule 10A-3 under the Securities Exchange Act of 1934, as amended, orwhich we refer to as the Exchange Act. In order toTo be considered independent for purposes of Rule 10A-3, a member of an audit committee of a listed company may not, other than in his or her capacity as a member of the audit committee, the board of directors, or any other board committee: accept, directly or indirectly, any consulting, advisory, or other compensatory fee from the listed company or any of its subsidiaries; or be an affiliated person of the listed company or any of its subsidiaries.

Our board of directors conducts an annual review of the independence of our directors. In its most recent review, our board of directors determined that Thomas Layton, Gregory C. Gretsch, Kevin Harvey, Daniel Marriott, Elizabeth Nelson, andLeela Srinivasan, Gary Steele, and Anilu Vazquez-Ubarri, representing sixseven of our seveneight directors, are “independent directors”directors,” as defined under the applicable listing standards of Nasdaq and the applicable rules and regulations promulgated by the SEC. Our board of directors has also determined that all members of our audit committee, compensation committee, and nominating and governance committee are independent and satisfy the relevant SECNasdaq and NasdaqSEC independence requirements for such committees.

Committees of Our Board of Directors

Our board of directors has established an audit committee, a compensation committee, and a nominating and governance committee. The composition and responsibilities of each committee are described below. Each of these committees has a written charter approved by our board of directors. Copies of the charters for each committee are available onin the “Investor Relations” section of our website, which is located at https://investors.upwork.com, by clicking on “Documents and& Charters” in the “Governance” section of our website.

Audit, Risk and Compliance Committee

122024 Proxy Statement


Audit, Risk and Compliance Committee

Elizabeth Nelson

(Chair)

Gregory C. Gretsch

Leela Srinivasan

Primary Responsibilities

Our audit committee is composed of Ms. Nelson, who is the chairperson of the committee, and Messrs. Gretsch and Marriott. Each member of our audit committee is independent under the current Nasdaq listing standards and SEC rules and regulations. Each member of our audit committee is financially literate as required by the current Nasdaq listing standards. In addition, our board of directors has determined that Ms. Nelson is responsible for, among other things:

 

selecting a firm to serve as the independent registered public accounting firm to audit our financial statements;

reviewing the independence of the independent registered public accounting firm;

discussing the scope and results of the audit with the independent registered public accounting firm and reviewing, with management and that firm, our interim and year-end operating results;

establishing procedures for employees to anonymously submit concerns about questionable accounting or audit matters;

considering the adequacy of our internal controls, our internal audit function, and our cybersecurity, data privacy, and other information technology controls and procedures;

reviewing material related party transactions, including those that require disclosure;

reviewing legal, regulatory, financial, technology, payment, and enterprise risk exposures and compliance and the steps management has taken to monitor and control such exposures and compliance; and

approving or, as permitted, pre-approving all audit and non-audit services to be performed by the independent registered public accounting firm.

Independence

Our board of directors has determined that all members of our audit committee are independent and satisfy the relevant Nasdaq and SEC independence requirements for audit committees.

Financial Expertise and Literacy

Each member of our audit committee is financially literate as required by the current Nasdaq listing standards.

In addition, our board of directors has determined that Ms. Nelson and Mr. Gretsch both satisfy the requirements for an “audit committee financial expert” as defined in SEC rules and regulations. This designation does not impose any duties, obligations, or liabilities that are greater than those generally imposed on members of our audit committee and our board of directors. 

Compensation Committee

 

Gary Steele 

(Chair)

 

Gregory C.
Gretsch

Anilu Vazquez-
Ubarri

Primary Responsibilities

Our compensation committee is responsible for, among other things:

reviewing and approving, or recommending that our board of directors approve, the compensation of our executive officers;

reviewing succession plans for our CEO;

reviewing and recommending to our board of directors the compensation of our non-employee directors;

administering our stock and equity incentive plans; and

establishing our overall compensation philosophy.

Independence

Our board of directors has determined that all members of our compensation committee are independent and satisfy the relevant Nasdaq and SEC independence requirements for compensation committees.

Each member of our compensation committee is a non-employee director, as defined in SEC rules and regulations.

2024 Proxy Statement13


Nominating and Governance Committee

Thomas Layton

(Chair)

Kevin Harvey

Elizabeth Nelson

Primary Responsibilities

Our nominating and governance committee is responsible for, among other things:

identifying and recommending candidates for membership on our board of directors;

recommending directors to serve on board committees;

reviewing and recommending to our board of directors any changes to our corporate governance principles;

reviewing proposed waivers of our Code of Business Conduct and Ethics for directors and officers;

overseeing the process of evaluating the performance of our board of directors;

advising our board of directors on corporate governance matters; and

developing and overseeing programs related to corporate responsibility and sustainability matters, including reviewing and assessing our performance, risks, controls, and procedures relating to corporate responsibility and sustainability.

Independence

Our board of directors has determined that all members of our nominating and governance committee are independent and satisfy the relevant Nasdaq and SEC independence requirements for nominating and governance committees.

Management Succession Planning

Our board of directors recognizes that one of its most important duties is its oversight of succession planning for our CEO. Our board of directors has delegated primary oversight responsibility for succession planning for our CEO to the compensation committee and the chairperson of our board of directors. Our audit committeeCEO is responsible for among other things:

identifying, evaluating, and selecting potential successors for our CEO’s direct reports. Our board of directors and the compensation committee continue to regularly evaluate succession planning, including a firm to serve as the independent registered public accounting firm to audit our financial statements;
reviewing the independenceformal review during at least one regular meeting of each of the board of directors and compensation committee annually, to ensure that we are well positioned to continue to execute on our corporate strategy.

Oversight of Corporate Strategy

Our board of directors actively oversees management’s establishment and execution of corporate strategy, including major business and organizational initiatives, annual budget and long-term strategic plans, capital allocation priorities, potential corporate development opportunities, and risk management. At its regularly scheduled meetings and throughout the year, our board of directors receives information and formal updates from our management and actively engages with the senior leadership team with respect to our corporate strategy. Our board of directors’ diverse skill set and experience enhances our board of directors’ ability to support management in the execution and evaluation of our corporate strategy. The independent registered public accounting firm;members of our board of directors also hold regularly scheduled executive sessions at which strategy is discussed.

Stockholder Engagement

Our board of directors and management team value feedback from our stockholders. Members of our board of directors and management team directly engage in regular dialogue with our stockholders on matters ranging from our business and performance to executive compensation, corporate governance, and sustainability and impact practices so that we can understand stockholders’ views and expectations and share our perspectives on these important subjects.

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discussing

We maintain regular contact with stockholders through routine investor relations activities, including quarterly earnings calls, individual meetings, and investor conferences, as well as other communications channels. In addition to these investor relations touchpoints, we employ a year-round engagement program as described in the scopegraphic below. These engagement efforts include participation by members of our board of directors and a cross-functional management team consisting of members of our Legal, Finance, Human Resources, Sustainability and Impact, and Investor Relations teams.

SpringSummerFallWinter

File proxy statement

Proxy season stockholder outreach and engagement meetings to discuss matters to be voted on at the upcoming annual stockholder meeting

Post annual stockholder meeting recording, including Q&A, in the “Investor Relations” section of our website

Discuss feedback from proxy season stockholder engagement and annual stockholder meeting results with board of directors and relevant committees

Plan off-season stockholder outreach and engagement program

Off-season stockholder outreach and engagement meetings, including gathering feedback on potential actions to be taken to address proxy season feedback and annual stockholder meeting results

Explore other topics of stockholder interest

Discuss feedback from off-season stockholder engagement with board of directors and relevant committees

Consider updates to the Company’s executive compensation, corporate governance, and sustainability and impact practices and disclosures and other responses to feedback

Fall 2023 Stockholder Engagement

At our 2023 annual meeting of stockholders, approximately 59.8% of the audit withvotes cast (for and against) approved our Say-on-Pay proposal regarding 2022 named executive officer compensation. Our board of directors noted that this represented the independent registered public accounting firmsecond consecutive year of decreased stockholder support for our Say-on-Pay proposals and reviewing, withthe first year in which support dropped below 70%.

In response to this declining support, our board of directors and management team pursued a deliberate and that firm,robust effort to enhance our interimfall 2023 engagement campaign to discuss topics related to our executive compensation program and year-end operating results;

establishing procedures for employeescorporate governance practices to anonymously submitbetter understand the concerns about questionable accounting or audit matters;

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considering the adequacy of our internal controls, internal audit function,stockholders and cybersecurity controlsobtain stockholder feedback on potential changes to our executive compensation, corporate governance, and procedures;
reviewing material related-party transactions or those that require disclosure;
reviewing legal, financial, technologysustainability and enterprise risk exposures, and the steps management has taken to monitor and control such exposures; and
approving or, as permitted, pre-approving all audit and non-audit services to be performed by the independent registered public accounting firm.
impact practices.

Compensation Committee

As depicted in the following graphic, we contacted many of our largest institutional stockholders and engaged with all stockholders who accepted our request for a meeting. Our compensation committee is composed ofengagement team included participation by Mr. Gretsch, who is the chairperson of the committee, Ms. Nelson and Mr. Steele. The compositionthen-chair of our compensation committee, meetsand Ms. Nelson, the requirementschair of our audit committee. Our engagement team also included a cross-functional management team consisting of our Chief Financial Officer, Chief Legal Officer, Chief People Officer, and members of our Legal, Sustainability and Impact, and Investor Relations teams.

Contacted holders of
approximately

44%

of our outstanding shares

Engaged holders of
approximately

21%

of our outstanding shares

Director involvement for
approximately

52%

of engaged shares

Overall, our stockholders expressed support for independence under current Nasdaq listing standardsour broad executive compensation philosophy, policies, and SEC rulespractices. However, we learned through this engagement that our stockholders were primarily concerned with the design and regulations. Each memberstructure of this committee isour short- and long-term incentive compensation programs. Specifically, nearly all the stockholders with which we spoke who voted against our Say-on-Pay proposal in 2023 attributed their votes to the single, overlapping performance metric shared by our 2022 short- and long-term incentive programs and what they viewed as a non-employee director, as definedshort performance period for the PSU awards in SEC rulesour long-term incentive program.

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The following table includes a detailed summary of the key feedback we heard from our stockholders and regulations. Our compensation committee is responsible for, among other things:

reviewing and approving, or recommending thatthe actions taken by our board of directors approve,and compensation committee to enhance our executive compensation, corporate governance, and sustainability and impact practices, respond to stockholder concerns, and align with stockholder expectations. While this stockholder feedback was received following the compensationapproval of our 2023 executive officers;
reviewing succession planscompensation program, this feedback shaped the updates incorporated into our 2024 executive compensation program, and we believe these changes both respond to stockholder concerns and represent the continued evolution in setting clear performance objectives that create incentives to deliver short- and long-term results that increase stockholder value. See “Executive CompensationExecutive Compensation Program Progression and Stockholder Engagement for our chief executive officer;
reviewing and recommending to our board of directorsmore information about the compensation of our directors;
administering our stock and equity incentive plans; and
establishing our overall compensation philosophy.

Nominating and Governance Committee

Our nominating and governance committee is composed of Mr. Layton, who is the chairperson of the committee, and Messrs. Harvey and Marriott. The composition of our nominating and corporate governance committee meets the requirements for independence under current Nasdaq listing standards. Our nominating and governance committee is responsible for, among other things:

identifying and recommending candidates for membership on our board of directors;
recommending directors to serve on board committees;
reviewing and recommending to our board of directors any changes to our corporate governance principles;executive compensation program effective for 2024.

TopicWhat We HeardActions Taken in Response
Executive Compensation (2024 Program Changes)Short-Term Incentive Compensation Program Design

Prefer differentiation in company performance metrics between short- and long-term incentive programs

Support addition of profitability metric to short-term incentive program

    Differentiated metrics between 2024 short-term and long-term incentive programs


○     Added adjusted EBITDA as performance metric (weighted 50%) for 2024, incentivizing single-year achievement of both revenue and profitability

Long-Term Incentive Compensation Program Design

Prefer multi-year performance period for PSU program

Prefer differentiation in company performance metrics between short- and long-term incentive programs

Support addition of profitability metric to long-term incentive program

Support for 2023 increase in allocation of PSU awards in our long-term incentive program—to 50% in 2023 from 40% in 2022—for our non-CEO Named Executive Officers

✓    Introduced multi-year performance goals for 2024 PSU awards, measuring performance at the end of years 2025 and 2026 rather than at the end of 2024


    Differentiated metrics between 2024 short-term and long-term incentive programs

Added year-over-year revenue growth and adjusted EBITDA margin as performance metrics for 2024 PSU awards, incentivizing sustainable, multi-year growth

Dilution

Some expressed concern about dilution given recent stock performance

✓    Refreshed equity grant approach by reducing equity receivership and award amounts


Sustainability and ImpactDisclosures

Complimentary of strong disclosure in our proxy statement and Impact Report

Enthusiasm about progress to date, including our use of the SASB Professional & Commercial Services and Software & IT Services industry standards, Task Force on Climate-related Financial Disclosures (TCFD) recommendations, and our disclosure of EEO-1 data

    Continued to disclose detailed information on sustainability and impact initiatives, including in our fifth Impact Report published in April 2024

    Disclosed the results of our 2022 pay equity audit

Corporate GovernanceClassified Board and Supermajority Voting Provisions

Generally understood the board of directors’ position on maintaining a classified structure at this time but would like us to continue assessing the feasibility of transitioning to annual voting for all directors as we mature as a public company

Prefer removing the supermajority voting requirement for charter and bylaw amendments

✓    Our board of directors expressed its commitment to evolving our corporate governance practices to ensure they are aligned with our maturity as a public company and the best interests of our stockholders

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reviewing proposed waivers of the code of conduct for directors and officers;
overseeing the process of evaluating the performance of our board of directors; and
advising our board of directors on corporate governance matters.

Compensation Committee Interlocks and Insider Participation

The members of our compensation committee during 20182023 were Ms. Nelson, Mr.Messrs. Gretsch and Mr. Steele.Steele, and Ms. Vazquez-Ubarri. None of the members of our compensation committee in 2018 was2023 were at any time an officer or employee of ours or any of our subsidiaries, and none had or have any relationships with us that are required to be disclosed under Item 404 of Regulation S-K. During 2018,2023, none of our executive officers served as a member of the board of directors, or as a member of the compensation or similar committee, of any entity that has one or more executive officers who served on our board of directors or compensation committee.

Board and Committee Meetings and Attendance

Our board of directors and its committees meet regularly throughout the year, and also hold special meetings and act by written consent from time to time. During 2018,2023, our board of directors met sixfive times and also acted by unanimous written consent. During 2018,2023, each member of our board of directors attended at least 75% of the aggregate of all meetings of our board of directors and of all meetings of committees of our board of directors

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on which such member served that were held during the period in which such director served. The non-employee directors meet in regularly scheduled executive sessions without management to promote open and honest discussion. During 2018,2023, our audit committee met eight times, and our compensation committee met two times. Oursix times, and our nominating and governance committee did not hold any meetings in 2018.met two times, and each committee also acted by unanimous written consent.

Board Attendance at Annual Stockholders’ Meeting of Stockholders

Our policy is to invite and encourage each member of our board of directors to be present at our annual meetings of stockholders. We completedAll members of our initial public offering in October 2018 and did not have anboard of directors attended our 2023 annual meeting of stockholders in 2018.their capacity as directors of our company.

Communication with Directors

Stockholders and interested parties who wish to communicate with our board of directors, non-management members of our board of directors as a group, a committee of our board of directors, or a specific member of our board of directors (including our chairperson) may do so by letters addressed to the attention of our Corporate Secretary.

All communications are reviewed by the Corporate Secretary and provided to the members of our board of directors as appropriate. Sales materials, abusive, threatening, or otherwise inappropriate materials, and items unrelated to the duties and responsibilities of our board of directors will not be provided to directors.

The mailing address for these communications on or before June 16, 2019 is:

Upwork Inc.

c/o Corporate Secretary
441 Logue Avenue
Mountain View, California 94043

The address for these communications after June 16, 2019 is:

Upwork Inc.
c/o Corporate Secretary
2625 Augustine Drive,475 Brannan Street, Suite 601
Santa Clara,430

San Francisco, CA 9505494107-5421

Code of Business Conduct and Ethics

We have adopted a Code of Business Conduct and Ethics that applies to all the members of our board of directors, officers, and employees. Our Code of Business Conduct and Ethics is posted onin the “Investor Relations” section of our website, which is located at https://investors.upwork.com under “Documents and& Charters” in the “Governance” section of our website. We intend to satisfy the disclosure requirement under applicable SEC and Nasdaq disclosure requirements regarding amendments to, or waivers of, a provision of our Code of Business Conduct and Ethics by posting such information on our website at the address and location specified above.

Sustainability and Impact Strategy and Notable Accomplishments

We believe that operating in a responsible and sustainable way will drive long-term value creation, and we are committed to managing our sustainability and impact risks and opportunities. Our mission is to create economic opportunities so people have better lives. To do this, we aim to remove friction in the labor market, allow clients to hire independent talent, and help global independent talent find better opportunities than those available in their local job markets.

To help identify sustainability and impact-related topics that are most important to our business and stakeholders, we conducted our second ESG materiality assessment in 2023. The assessment considered double materiality, helping us identify, assess, and prioritize sustainability topics that we expect, based on both stakeholder perceptions and an assessment of issue criticality, to be significant to our key stakeholders and relevant for our business and operations.5


8

5 See “Forward-Looking Statements” for more information regarding the meaning of “materiality” in this context.

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We are committed to continued engagement with our key stakeholders going forward and assessing the alignment between their priorities and our practices and disclosures.

The following table sets forth the key focus areas for our sustainability and impact strategy and our notable accomplishments in 2023:

Economic Opportunity

Focus Areas:

Helping independent talent unlock their potentialby connecting professionals with a range of clients along with resources to support career independence

Building an inclusive work marketplaceby developing programs and features that enable our diverse customers to thrive

Supporting our community through charitable giving programs and partnerships with organizations that align with our impact goals

Building the future of workby providing actionable research to independent talent and companies of all sizes

Notable Accomplishments in 2023:

Through Upwork Academy, approximately 6,000 independent professionals received 1:1 coaching and talent completed approximately 149,000 learning paths and courses

Granted $1.3 million to nonprofits through The Upwork Foundation6 and Upwork’s matching gifts campaigns

Launched the Upwork Research Institute to equip business leaders with insights and data that help them succeed in a quickly shifting work landscape

Workforce Innovation and Wellbeing

Focus Areas:

Growing a flexible workforce that is defined not only by combining in-person and remote work but also by engaging both employees and independent talent whenever possible

Implementing leading strategies to support remote organizational effectiveness

Designing workforce engagement surveys that enable us to understand, prioritize, and act on our teams’ needs

Offering tools such as Textio Lift in support of an equitable performance review process

Continuously evaluating our workforce benefits to support the full range of employees’ mental health, wellbeing, and growth

Notable Accomplishments in 2023:

Updated our Values and introduced a set of Working Principles to guide our day-to-day work

In an internal survey, 70% of participating employees responded favorably to the employee satisfaction question “Overall, I am extremely satisfied with Upwork as a place to work”

Added family-planning resources, including support with adoption and fertility, and expanded our bereavement plan to include reproductive loss

6 The Upwork Foundation is a philanthropic initiative established in 2018 in connection with our initial public offering. To fund this program for charitable donations, we issued a warrant exercisable for 500,000 shares of our common stock to a donor-advised fund that donates the proceeds from the sale of such shares to nonprofit organizations.

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Diversity, Inclusion, and Belonging (DIBs)

Focus Areas:

Dedicating strategic investment in DIBs and integrating DIBs into all of our people programs

Fostering a sense of workplace belonging for all employees, including through a suite of programs to support women and people of color, such as GlowUP, a 14-week community-building experience for Upwork’s leaders of color, Our Place, for Upwork's most senior Black women employees and eligible members of our flexible workforce, and our Upwork Belonging Communities

Notable Accomplishments in 2023:

72%of Upwork’s leaders of color were active in the GlowUP community; 79% of eligible team members participated in Our Place

Enhanced our candidate search and management tools to increase the diversity pipeline of candidates for every role at Upwork

Offered psychological safety assessments and action planning tools to Upwork leaders to further support a culture in which teams feel comfortable sharing information and contributing new ideas

50%of Upwork’s leadership team, including CEO and CFO, self-identify as women

Environmental Sustainability

Focus Areas:

Limiting our environmental footprintand emissions across Scopes 1, 2, and 3

Enabling our customers to reduce work-related commutes through the use of our work marketplace

Committing to sustainability and impact oversight and practices that address environmental risks and opportunities and methodically assessing, reporting, and verifying our emissions on an annual basis

Connecting clients and talent focused on sustainability

Notable Accomplishments in 2023:

Achieved carbon-neutral7 operations for the fifth consecutive year by practicing energy conservation, procuring carbon-free electricity, and purchasing carbon offsets for any remaining emissions

Procured carbon-free electricity to match 100% of our office-based emissions and remote work-related electricity consumption by our employees and flexible workforce

Earned a CDP climate score of B for the second consecutive year, placing Upwork in the top 27th percentile of companies they assess

Updated our Global Environmental Policy to clarify the actions we take to manage our environmental risks and opportunities

Business Integrity

Focus Areas:

Following security and privacy best practices to provide a secure, reliable, and compliant work marketplace

Ensuring ethical business practices and engaging on public policy to maximize opportunity for talent and create a more equitable future of work

Promoting human rights by adhering to our Human Rights Commitment and updating our annual Modern Slavery and Human Trafficking Statement

Notable Accomplishments in 2023:

Updated our Privacy Policy to clarify how Upwork uses data to develop, maintain, and improve our products and services

Engaged a trust and safety intelligence vendor to help assess emerging risks to Upwork and violations of our Terms of Service

Published Upwork’s AI Principles and created an internal AI Tools Council to help ensure that we are developing and leveraging AI tools responsibly

Maintained our SOC 2 Type II, PCI DSS Level 2, and ISO 27001 and 27018 certifications and achieved SOC 3 certification

Updated our Code of Business Conduct and Ethics and published our Human Rights Commitment

7 We define operational emissions as our Scope 1 and 2 emissions. For additional information on our carbon footprint, the source and quality of the RECs and carbon offsets we purchase, and the third-party assurance we obtain for our greenhouse gas accounting and carbon neutrality statements, please see our 2023 Impact Report.

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Supplier Engagement

Focus Areas:

Working with suppliers that align with our mission

Notable Accomplishments in 2023:

Updated our Supplier Code of Conduct to clarify our expectations of suppliers and outline the actions we are taking to assess and mitigate supply chain risks

For more information on our sustainability and impact programs and performance, see our 2023 Impact Report, published in April 2024, which is available on our website at upwork.com/about/our-impact/2023-impact-report.8

NOMINATIONS PROCESS AND DIRECTOR QUALIFICATIONSSustainability and Impact Oversight

Board oversight of our sustainability and impact strategy and performance starts with our nominating and governance committee, which oversees our overall corporate responsibility and sustainability strategies, policies, and programs, including social and environmental risks and opportunities related to human rights, diversity, inclusion, and belonging, and climate change and other environmental topics.

Our Sustainability and Impact team, which comprises our Sustainability and Impact Director and other members of the legal department, is responsible for engaging key stakeholders and strengthening our sustainability and impact performance. The team briefs the nominating and governance committee at least biannually, which then updates the full board of directors on relevant matters on a biannual basis.

In 2023, we continued to convene members of our Sustainability and Impact Task Force, a committee made up of senior leaders and subject matter experts across Upwork, to support the Sustainability and Impact team and proactively manage the key sustainability and impact topics identified in our ESG materiality assessments. Through our ongoing stockholder engagement efforts, we have also engaged with many institutional stockholders to understand their sustainability and impact priorities and share information about our relevant programs.

Human Capital Management

 

“At Upwork, both a flexible workforce and independent talent have been at the heart of our business for the last 20+ years. Working this way allows us to tap into a deep and broad network of highly skilled talent from all over the world. It also helps ensure that we have the right people in place when we need them, in work arrangements that both fulfill their professional needs and help fuel our business.”

Sunita Solao 

Chief People Officer

Board of Directors Oversight

Our board of directors recognizes the critical importance of our team and the necessity to foster a diverse, inclusive, effective, and creative work environment centered around a values-based culture. Our board of directors meets regularly with management to discuss issues impacting our team members and ways to support our workforce. Our focus on culture comes from our board of directors and flows throughout our company. In evaluating our CEO and management team, emphasis is put on their contributions to our overall culture.

Our Team and Culture

Our mission—to create economic opportunities so people have better lives—is integral to our culture and how we build amazing teams and products to lead our industry. We enable remote work not only through our work marketplace for our customers but also for our own team members, for whom we are proud to offer a remote-first work model, which has environmental and other benefits. Our team consists of corporate employees, independent talent that we engage through our work marketplace, and advisors. Our team members are distributed around the world, and while we have corporate offices, we have built an effective remote-first culture. Our team works with a variety of tools and has adopted practices to ensure all voices are heard, innovation is fostered, organizational effectiveness is prioritized, and business results are achieved. Our hybrid team, and its belief in our mission, values, and vision, is critical to our success. With consistent investment in the development of our team and our commitment to diversity, inclusion, and belonging, we cultivate an environment where people are able to be themselves at work and perform to the best of their abilities.

8 Our website and the information contained on our website and in our 2023 Impact Report are not part of or incorporated by reference into this Proxy Statement.

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Our People

Our mission not only drives the creation and continuous development of our work marketplace, but it is also integral to how we engage our employees and our approach to creating and fostering an inclusive environment that promotes and encourages diversity, inclusion, belonging, career development, and wellness. As of December 31, 2023, we had approximately 800 employees, and throughout 2023, we engaged approximately 2,500 independent team members through our work marketplace to provide services to us on a variety of internal projects. We believe our positive relationship with our team members and our unique, strong culture differentiate us and are important drivers of our business success.

Diversity, Inclusion, and Belonging

We put our people and their experiences first. We view belonging as a feeling, inclusion as a practice, and diversity as an outcome.

We foster belonging through our Upwork Belonging Communities—groups that build empathy and promote inclusive skill-building. We cultivate inclusion by equipping managers with training and tools to effectively build and lead inclusive, innovative teams that amplify team members’ voices. Additionally, we practice multi-dimensional compensation reviews during our semi-annual employee performance evaluation processes. This is led by a cross-functional team of human resource and legal leaders to help ensure we are fair in our rewards and recognition strategy. Diversity, inclusion, and belonging is a journey, not a destination, and, as such, we will continue to explore ways to cultivate an inclusive culture where every team member belongs. See “—Sustainability and Impact Strategy and Notable Accomplishments” above for more information.

Training and Development

As an organization built on talent and skills development, we understand the value of providing our employees with ongoing professional development and leadership opportunities to advance their careers. Led by our dedicated learning and development team, we offer our team members an array of learning and development opportunities, including a variety of training sessions and workshops.

Benefits and Competitive Compensation

We strive to offer market-competitive compensation and benefits to attract and retain employees for the long term. We engage independent compensation consultants to benchmark our employee compensation with external sources to ensure fair and equitable pay practices. We provide total rewards that are designed to attract and retain world-class employees through a total compensation package that includes equity-based awards to align employee compensation with long-term stockholder interests. Knowing our employees have diverse needs and life priorities, we also provide comprehensive benefits and services to those eligible, which include core benefits such as medical, dental, vision, and disability insurance, in addition to benefits tailored to the specific needs of our employees, such as mental health, fertility, family back-up care, and adoption support. We offer a health savings account with company contributions, family and medical leave, flexible working schedules, paid holidays, and flexible vacation policies. We sponsor a 401(k) plan that includes a matching contribution, offer financial coaching through a third-party provider, and maintain an employee stock purchase plan that enables eligible employees to purchase shares of our stock at a discount through payroll deductions.

People Analytics

We strive to engage our workforce in meaningful ways and take timely action in response to feedback. Research into workforce experience begins during onboarding and is sustained throughout a team member’s tenure at Upwork. This “lifecycle” approach to workforce research affords our senior leadership and People team members ongoing and near-real-time insight into critical moments of worker experience and productivity. The collection of such data allows leadership, line managers, and our People team to identify successes and opportunities at many levels, including for individual team members, company-wide programs, and larger organizational units. Over time, the aggregation and analysis of such data enables us to optimize for those workforce factors that drive crucial people and business outcomes.

Additionally, we have a dedicated People Analytics team, which has enabled us to build on insights from our lifecycle listening program, as well as from broader data sources and methods, and uncover strategic and operational insights that will further improve the overall experience of our workforce and drive performance of our business.

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Employee Wellness

Employee safety and well-being is of paramount importance to us. We provide productivity and collaboration tools and resources for employees, including training and toolkits to help leaders effectively lead and manage remote teams. In addition, we promote programs to support our employees’ physical, financial, and mental well-being. For example, we regularly conduct internal surveys to assess the well-being and needs of our employees, and we offer employee assistance and mindfulness programs to help employees and their families manage anxiety, stress, sleep, and overall well-being. Additionally, we believe that our employees are at their best when they take the time to recharge. To encourage our employees to recharge and make their well-being a priority, we provide unlimited paid time off in addition to our company-recognized holidays.

 

Nominations Process and Director Qualifications

Nomination to the Board of Directors

Candidates for nomination to our board of directors are selected by our board of directors based on the recommendation of theour nominating and governance committee in accordance with the committee’s charter, our restated certificate of incorporation and amended and restated bylaws, our Corporate Governance Guidelines, and the criteria approved by our board of directors regarding director candidate qualifications. In identifying and recommending candidates for nomination, the nominating and governance committee considers candidates recommended by directors, officers, employees, stockholders, and others, using the same criteria to evaluate all candidates. Evaluations of candidates generally involve a review of background materials, internal discussions, and interviews with selected candidates as appropriate, and in addition, the committee may engage consultants or third-party search firms to assist in identifying and evaluating potential nominees. With respect to disclosure requirements, nominees for director nominated by a third party are not expected to provide additional disclosure compared to nominees for director nominated by the nominating and governance committee.

Stockholders wishing to recommend candidates for consideration by our nominating and governance committee should submit their recommendations to the attention of the Corporate Secretary at theour mailing address of our principal executive offices.contained elsewhere in this Proxy Statement. Information regarding the process for submitting stockholder nominations for candidates for membership on our board of directors is set forth below under “Stockholder Proposals to Be Presented at the Next Annual Meeting.Frequently Asked Questions.

Director Qualifications

With the goal of developing a diverse, experienced, and highly qualified board of directors, theour nominating and governance committee is responsible for developing and recommending to our board of directors the desired qualifications, expertise, and characteristics of members of our board of directors, including any specific minimum qualifications that the committee believes must be met by a committee-recommended nominee for membership on our board of directors and any specific qualities or skills that the committee believes are necessary for one or more of the members of our board of directors to possess.

Because the identification, evaluation, and selection of qualified directors is a complex and subjective process that requires consideration of many intangible factors and will be significantly influenced by the particular needs of our board of directors from time to time, our board of directors has not adopted a specific set of minimum qualifications, qualities, or skills that are necessary for a nominee to possess, other than those that are necessary to meet U.S. legal, regulatory, and Nasdaq listing requirements and the provisions of our restated certificate of incorporation, our amended and restated bylaws, our Corporate Governance Guidelines, and the charters of the committees of our board of directors. In addition, neither our board of directors nor our nominating and governance committee has a formal policy with regard to the consideration of diversity in identifying nominees. When considering nominees, the nominating and governance committee may take into consideration many factors including, among other things, a candidate’s independence, integrity, diversity, skills, financial and other expertise, breadth of experience, knowledge about our business or industry, and ability to devote adequate time and effort to responsibilities of our board of directors in the context of its existing composition. Through the nomination process, theour nominating and governance committee seeks to promote board membership that reflects a diversity of business experience, expertise, viewpoints, personal backgrounds, and other characteristics that are expected to contribute to our board of directors’ overall effectiveness. The brief biographical description of each director set forth in Proposal No. 1 below includes the primary individual experience, qualifications, attributes, and skills of each of our directors that led to the conclusion that each director should serve as a member of our board of directors at this time.

Board Evaluations and Refreshment

We conduct an annual self-evaluation process for our board of directors and its committees with the goal of ensuring we have developed and will maintain a diverse, experienced, and highly qualified board of directors that is representative of our key stakeholders and well positioned to oversee corporate strategy and culture. As part of this process, each member of our board of directors individually meets with outside counsel to discuss their assessment of the performance of the board of directors and its committees, their own performance, and the performance of fellow members of the board of directors. The chairperson of our board of directors shares feedback received with individual members of the board of directors, with the nominating and governance committee, and with the full board of directors. Our board of directors then reviews and discusses the feedback.

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Our board evaluation process is used:

by our board of directors and nominating and governance committee to assess the current composition of our board of directors and its committees relative to the evolving needs of the business and to make recommendations for the qualifications, expertise, and characteristics we should seek in identifying potential new directors;

by our board of directors and nominating and governance committee to identify the strengths and areas of opportunity of each member of our board of directors and to provide insight into how each member of our board of directors can be most valuable;

to improve agenda topics of the board of directors and its committees so that information they receive enables them to effectively address the issues they consider most critical; and

by our nominating and governance committee as part of its annual review of each director’s performance when considering whether to nominate the director for re-election to the board of directors.

As part of the evaluation and refreshment process, our board of directors has added two new independent directors since our initial public offering in 2018, Mses. Srinivasan and Vazquez-Ubarri, in addition to Ms. Brown, who joined our board of directors in December 2019 in connection with her appointment as our CEO. We also periodically refresh the composition of the committees of our board of directors. Most recently, in April 2024, Mr. Steele succeeded Mr. Gretsch as the chair of our compensation committee.

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PROPOSAL NO. 1
ELECTION OF DIRECTORS

Proposal 1: Election of Directors

Our board of directors currently consists of seveneight directors and is divided into three classes. Each class serves for three years, with the terms of office of the respective classes expiring in successive years. Directors in Class IIII will stand for election at the Annual Meeting. The terms of office of directors in Class III and Class IIIII do not expire until the annual meetings of stockholders held in 20202025 and 2021,2026, respectively. At the recommendation of our nominating and governance committee, our board of directors proposes that each of the three Class IIII nominees named below, each of whom is currently serving as a director in Class I,III, be elected as a Class IIII director for a three-year term expiring at the 20222027 annual meeting of stockholders and until such director’s successor is elected and qualified, or until such director’s earlier death, resignation, disqualification, or removal.

Shares represented by proxies will

We have a majority voting standard for uncontested elections of directors, which means that to be voted “FOR” the election of eachelected, a director nominee must receive a majority of the three nominees named below, unlessvotes cast. This means the proxy is marked to withhold authority to so vote.number of shares voted “FOR” a director nominee must exceed the votes cast “AGAINST” that nominee (with “abstentions” and “broker non-votes” not counted as a vote cast either “FOR” or “AGAINST” that director’s election). If any nominee for any reason is unable to serve or for good cause will not serve, the proxies may be voted for such substitute nominee as the proxy holder might determine. Each nominee has consented to being named in this Proxy Statement and to serve if elected. Proxies may not be voted for more than three directors. Stockholders may not cumulate votes for the election of directors.

OUR BOARD OF DIRECTORS RECOMMENDS
A VOTE “
FOR” EACH OF THE DIRECTOR NOMINEES

Director Nominees to Our Board of Directors

The

Information about the nominees and their ages, occupations and length of service on our board offor election as directors at the Annual Meeting is set forth below as of March 31, 2019, are provided in the table below and in the additional biographical descriptions set forth in the text below the table.2024.

Name of Director/Nominee
Age
Position
Director Since
Kevin Harvey(1)
54
Director
March 2014
Thomas Layton(1)
56
Chairman
March 2014
Elizabeth Nelson(2)(3)
58
Director
February 2015

Class III Director Nominees

(1)Member of the nominating and governance committee

Hayden Brown(2)
Member

Biography

President and Chief Executive Officer, Upwork Inc., since January 2020

Numerous product leadership roles, Upwork Inc., beginning in March 2014, including Senior Vice President, Product and Design, from 2016 to April 2019, and Chief Marketing and Product Officer, from April 2019 to December 2019

Director of the audit committeeMarketplace and numerous product leadership roles, oDesk Corporation, our predecessor, from 2011 to March 2014

Vice President of Corporate Development, LivePerson, Inc., an online messaging, marketing, and analytics company, from 2010 to 2011

Director of Corporate Strategy and M&A, Microsoft Corporation, a technology company, during 2010

Senior Strategy Manager, Microsoft Corporation, from 2007 to 2010

Business Analyst, McKinsey & Company, a global management consulting firm

A.B, Politics, Princeton University

Board Experience

Upwork Inc., since December 2019

Qualifications

Ms. Brown brings to our board of directors her extensive leadership experience, including as our President and Chief Executive Officer, and her institutional knowledge of our company, understanding of our company culture, and familiarity with developing and executing our strategic priorities.

(3)Member of the compensation committee

 

Age: 42

Director Since:December 2019

President and Chief Executive Officer, Upwork Inc.

Upwork Board Committees:

None

Other Public Company Boards:

None

Kevin Harvey has served as a member of our board of directors since our inception in March 2014. Prior to that, Mr. Harvey served as a member of the board of directors of oDesk Corporation, or oDesk, from August 2006 to March 2014. Mr. Harvey is a founder and general partner of Benchmark Capital, a venture capital firm, which he joined in 1995. Mr. Harvey currently serves on the board of directors of Proofpoint, Inc. Before founding Benchmark, Mr. Harvey was founder, President, and Chief Executive Officer of Approach Software Corp., a server database company. Before founding Approach Software, Mr. Harvey founded Styleware, Inc., a software company. Mr. Harvey holds a B.S. in Engineering from Rice University. We believe that Mr. Harvey should serve as a member of our board of directors based on his significant experience investing in and serving on the boards of directors of other technology companies as well as his management and leadership experience as a former founder and executive of multiple startup technology companies.

Thomas Layton has served as a member of our board of directors and Chairman since our inception in March 2014. Prior to that, Mr. Layton served as a member of the board of directors of oDesk from May 2006 to March 2014 and as Chairman from December 2011 to March 2014. Mr. Layton is currently a Lecturer at Stanford Graduate School of Business and a Board Partner at Social Capital LP, a venture capital firm. Mr. Layton currently serves on the board of directors of several private companies. Previously, Mr. Layton served in various leadership roles, including as the Chief Executive Officer of OpenTable, Inc., an online restaurant reservation company, from 2001 to 2007 and as the Chief Executive Officer of Metaweb Technologies, Inc., a data infrastructure company, from 2007 to 2010. Mr. Layton holds a B.S. from the University of North Carolina at Chapel Hill and an M.B.A. from the Stanford Graduate School of Business. We believe that Mr. Layton should serve as a member of our board of directors based on his extensive leadership experience. He also brings historical knowledge, operational expertise, and continuity to our board of directors.

Elizabeth Nelson has served as a member of our board of directors since February 2015. Ms. Nelson currently serves on the boards of Nokia Corporation, Zendesk Inc., and several private companies. Ms. Nelson’s public

242024 Proxy Statement

10


Gregory C. GretschINDEPENDENT

Biography

Founding Partner and Managing Director, Jackson Square Ventures, a venture capital firm, since 2011

Managing Director, Sigma Partners, a venture capital firm, since 2001

B.B.A., Management Information Systems, University of Georgia

Board Experience

Upwork Inc., since March 2014

Member of boards of directors of several private companies

oDesk Corporation, our predecessor, from 2004 to March 2014

Responsys, Inc., a marketing software company, from 2001 to 2014

Qualifications

Mr. Gretsch brings to our board of directors his significant entrepreneurial, management, and leadership experience as a founder and former executive of several startup technology companies, and his background analyzing, investing in, and serving on the boards of directors of other technology companies.

 

Age: 57

Director Since: March 2014

Founding Partner and Managing Director, Jackson Square Ventures

Upwork Board Committees:

Audit

Compensation

Other Public Company Boards:

None

Anilu Vazquez-UbarriINDEPENDENT

Biography

Chief Operating Officer, TPG Inc., a global private investment firm, since September 2023

Partner, TPG Inc., since July 2019

Chief Human Resources Officer, TPG Inc., from 2018 to September 2023

Chief Diversity Officer and Global Head of Talent, The Goldman Sachs Group, Inc., a multinational bank and financial services company, from 2014 to 2018

Various roles, The Goldman Sachs Group, Inc., from 2007 to 2014

Associate in executive compensation and employee benefits group, Shearman & Sterling LLP, a global law firm

J.D., Fordham University School of Law

A.B., cum laude, History and Latin American Studies, Princeton University

Board Experience

Upwork Inc., since November 2020

TPG Inc., since August 2021

Greenhouse Software, Inc., a hiring software company

TPG Pace Beneficial II Corp., a special purpose acquisition company, from March 2021 to December 2021

Qualifications

Ms. Vazquez-Ubarri brings to our board of directors valuable knowledge of human resources and employment aspects of executive management, as well as operational and risk management experience from her roles at global investment entities. She also brings her experience handling talent and diversity issues directly for multinational organizations.

 

Age: 47

Director Since: November 2020

Board Member, Partner, and Chief Operating Officer, TPG Inc.

Upwork Board Committees:

Compensation

Other Public Company Boards:

TPG Inc.

2024 Proxy Statement25


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company board of directors service includes serving as a director of Pandora Media, Inc. from July 2013 to June 2017, Ancestry.com Inc. from 2009 to 2012, SuccessFactors, Inc. from 2007 to 2012, Autodesk, Inc. from 2007 to 2010, CNET Networks, Inc. from 2003 to 2008, and Brightcove Inc. from 2010 to 2014. From 1996 to 2005, Ms. Nelson served as the Executive Vice President and Chief Financial Officer of Macromedia, Inc., where she also served as a director from January 2005 to December 2005. Ms. Nelson holds a B.S. in Foreign Service from Georgetown University and an M.B.A. in Finance from the Wharton School at the University of Pennsylvania. We believe that Ms. Nelson should serve as a member of our board of directors due to her financial, accounting and operational expertise from prior experience as an executive and director for numerous public and private technology companies.

OUR BOARD OF DIRECTORS RECOMMENDS A VOTE “FOR ALL NOMINEES” IN THE ELECTION OF EACH OF THE THREE NOMINATED DIRECTORS

Continuing Directors

The

Information about our directors who are serving for terms that end following the Annual Meeting is set forth below as of March 31, 2024.

Class I Directors

Thomas Layton (Chair)INDEPENDENT

Biography

Chief Executive Officer, Metaweb Technologies, Inc., a data infrastructure company, from 2007 to 2010

Chief Executive Officer, OpenTable, Inc., an online restaurant reservation company, from 2001 to 2007

M.B.A., Stanford Graduate School of Business

B.S., University of North Carolina at Chapel Hill

Board Experience

Chairperson of Upwork Inc., since March 2014

Member of boards of directors of several private companies

oDesk Corporation, our predecessor, from 2006 to March 2014, including service as chairperson from 2011 to March 2014

Qualifications

Mr. Layton brings to our board of directors extensive leadership experience, gained from his experience advising and managing technology companies. Moreover, he brings historical knowledge, operational expertise, and continuity to our board of directors.

 

Age: 61

Director Since: March 2014

Former Chief Executive Officer, OpenTable, Inc.

Upwork Board Committees:

Nominating and Governance (Chair)

Other Public Company Boards:

None

Kevin HarveyINDEPENDENT

Biography

Founder and General Partner, Benchmark Capital, a venture capital firm, since 1995

B.S., Engineering, Rice University

Board Experience

Upwork Inc., since March 2014

Proofpoint, Inc., a cybersecurity company, from 2002 to August 2021

oDesk Corporation, our predecessor, from 2006 to March 2014

Qualifications

Mr. Harvey brings to our board of directors his significant experience investing in and serving on the boards of directors of other technology companies, as well as his management and leadership experience as a founder and former executive of multiple startup technology companies.

 

Age: 59

Director Since: March 2014

Founder and General Partner, Benchmark Capital

Upwork Board Committees:

Nominating and Governance

Other Public Company Boards:

None

262024 Proxy Statement


Elizabeth NelsonINDEPENDENT

Biography

Executive Vice President and Chief Financial Officer, Macromedia, Inc., a software company, from 1996 to 2005

M.B.A., Finance, Wharton School at the University of Pennsylvania

B.S., Foreign Service, Georgetown University

NACD CERT Certificate in Cybersecurity Oversight

Board Experience

Upwork Inc., since February 2015

PhenomeX Inc., a functional cell biology company, from September 2019 to October 2023

Virgin Group Acquisition Corp. II, a special purpose acquisition company, from March 2021 to June 2022

Nokia Corporation, a telecommunications company, from 2012 to April 2021

Zendesk, Inc., a software development company, from 2013 to May 2019

Pandora Media, Inc., an audio entertainment company, from 2013 to 2017

Macromedia, Inc., during 2005

Qualifications

Ms. Nelson brings to our board of directors her extensive experience in advising technology companies and a deep understanding of the financial, accounting, and operational aspects of executive management from her prior experience as an executive of numerous public and private technology companies.

 

Age: 63

Director Since:February 2015

Former Executive Vice President and Chief Financial Officer, Macromedia, Inc.

Upwork Board Committees:

Audit (Chair)

Nominating and Governance

Other Public Company Boards:

None

Class II Directors

Leela SrinivasanINDEPENDENT

Biography

Chief Executive Officer, Parity, a sports marketing startup created for elite women athletes, brands, and fans to combat gender pay inequities in professional sports, since May 2023

Chief Marketing Officer, Checkout Ltd, a global payments provider also known as Checkout.com, from September 2021 to March 2023

Chief Marketing Officer, SurveyMonkey, an online agile experience management company, from April 2018 to September 2021

Chief Marketing Officer, Lever, Inc., a recruiting software company, from 2015 to 2018

Vice President of Marketing, OpenTable, Inc., an online restaurant reservation company, from 2014 to 2015

Marketing positions, LinkedIn Corporation, a professional networking company, from 2010 to 2014

Management consulting positions, Bain & Company, a global management consulting firm

Sales positions, Business Wire, a Berkshire Hathaway company and press release distribution and regulatory disclosure company

M.B.A., Tuck School of Business at Dartmouth

M.A., History and English Literature, University of Edinburgh

Board Experience

Upwork Inc., since July 2019

Member of board of advisors, Tuck School of Business at Dartmouth

Member of the board of directors, Empowered by Light, a nonprofit installing solar energy in communities without power around the world

Qualifications

Ms. Srinivasan brings to our board of directors her extensive leadership, executive, and business-to-business marketing experience gained across multiple organizations, including SurveyMonkey. Ms. Srinivasan’s experience spans multiple relevant aspects of marketing including product marketing, field marketing, online/digital marketing, corporate communications, global customer programs, advertising, campaigns, events, and corporate and employer branding. In her prior roles, she spent roughly a decade in HR technology.

 

Age: 50

Director Since: July 2019

Chief Executive Officer, Parity

Upwork Board Committees: 

Audit

Other Public Company Boards: 

None

2024 Proxy Statement27


Gary SteeleINDEPENDENT

Biography

Executive Vice President and General Manager of Splunk, Cisco Systems, Inc., a worldwide technology company, since March 2024

Chief Executive Officer, Splunk Inc., a data platform for security and observability, from April 2022 to March 2024

Chief Executive Officer, Proofpoint, Inc., a cybersecurity company, from 2002 to March 2022

Chief Executive Officer, Portera Systems Inc., a software company, from 1997 to 2002

Vice President and General Manager of the Middleware and Data Warehousing Product Group, Sybase, Inc., an enterprise and mobile software company

Business development, marketing, and engineering roles at Sun Microsystems, Inc. and Hewlett-Packard Company, computer, computer software, and information technology companies

B.S., Computer Science, Washington State University

Board Experience

Upwork Inc., since August 2018

Member of boards of directors of two privately held companies

Splunk Inc., from April 2022 to March 2024

Proofpoint, Inc., from 2002 to March 2022, including service as chairperson from 2018 to 2021

Qualifications

Mr. Steele brings to our board of directors valuable business experience managing a public company, expertise in cybersecurity, and extensive knowledge of advising technology companies.

 

Age: 61

Director Since:August 2018

Executive Vice President and General Manager of Splunk, Cisco Systems, Inc.

Upwork Board Committees:

Compensation (Chair)

Other Public Company Boards:

None

282024 Proxy Statement


Director Expertise, Experience, and their ages, occupationsAttributes

Our board of directors comprises a diverse mix of directors with complementary expertise, experience, and lengthattributes, as summarized in the table below. Our directors may also have experience or attributes in addition to what is reflected below.

Layton  BrownGretsch  HarveyNelson Srinivasan SteeleVazquez-Ubarri
Summary of Expertise, Experience, and Attributes

CEO and Management Experience

Experience in executive management positions

Corporate Sustainability and ESG

Experience with corporate sustainability, including ESG matters

Cybersecurity

Understands cybersecurity risks in enterprise operations

Finance

Experience in leadership of a financial firm or management of the finance function of an enterprise

Human Capital Management

Experience in attracting, motivating, developing, and retaining qualified personnel to foster a corporate culture that encourages and promotes accountability, performance, and diversity, inclusion, equity, and belonging

International Business

Experience with global businesses, operations, strategy, and/or customer bases

Marketing and Product

Experience in marketing and leadership of corporate marketing functions or experience in product development

Operations

Current or former executive with significant operating experience who is able to provide insight into developing, implementing, and assessing an enterprise’s operating plan, business, and strategy

Other Public Company Board Experience

Experience on other public company boards and providing oversight of governance matters, such as ethics, corporate responsibility, and protection of stockholder interests

Risk Management

Experience in overseeing risk management and understanding risks faced by enterprise operations

Strategic Planning

Experience in providing insight into developing, implementing, and assessing businesses and strategy

Technology and Product Development

Experience in the technology industry and in management of technology companies and/or experience in product development, including engineering and design

2024 Proxy Statement29


Board Composition

We believe that our current board of service ondirectors’ composition represents an effective balance with respect to director tenure and age. Recent director additions provide our board of directors as of March 31, 2019with fresh perspectives and diverse experiences, while directors with longer tenure provide continuity and valuable insight into our business and strategy. In addition, we are provided incommitted to creating a diverse and inclusive culture, which starts at the table below and in the additional biographical descriptions set forth in the text below the table.

Name of Director
Age
Position
Director Since
Class II Directors:
Stephane Kasriel
44
President, Chief Executive Officer, and Director
April 2015
Gary Steele(1)
56
Director
August 2018
Class III Directors:
Gregory C. Gretsch(1)(2)
52
Director
March 2014
Daniel Marriott(2)(3)
50
Director
March 2014
(1)Member of the compensation committee
(2)Member of the audit committee
(3)Member of the nominating and governance committee

Stephane Kasriel has served as our President and Chief Executive Officer and a member oftop with our board of directors since April 2015. Prior to that, Mr. Kasriel served as our Senior Vice President, Product and Engineering since our inception in March 2014, as Vice President of Engineering and Product of oDesk from October 2013 to March 2014, and as Vice President of Product of oDesk from June 2012 to October 2013. Mr. Kasriel has also served as Co-Chair of the Global Future Council on Education, Gender, and Work for the World Economic Forum from September 2016 to August 2018, and currently serves as co-chair of the World Economic Forum’s Global Future Council on the New Social Contract. Previously, Mr. Kasriel served in various leadership roles for eBay Inc., an ecommerce corporation, including as the Global Head of Consumer Products from 2008 to 2010, Country Manager of PayPal France from 2006 to 2008, and Global Head of Mobile Business Development from 2011 to 2012. In addition, Mr. Kasriel was the Chief Operating Officer of Work4 Labs, Inc., a talent acquisition platform, in 2012 and Vice President of Global Sales and Business Development of Zong, Inc., a mobile payment service, which was acquired by eBay, from 2010 to 2011. Mr. Kasriel was also the founder of Fireclick, Inc., a web analytics company, and a co-founder of iFeelGoods, a digital rewards platform company. Mr. Kasriel holds a Diplôme d’Ingénieur from Ecole Polytechnique, an M.S. in Computer Science from Stanford University, and an M.B.A. from INSEAD. We believe that Mr. Kasriel should serve as a memberdirectors. Four of our board ofeight directors based on his extensive managementself-identify as female, two directors self-identify as an underrepresented minority, and leadership experience.

Gary Steele has servedone director self-identifies as a memberLGBTQ+.9 All of our board of directors since August 2018. Mr. Steele has served as the Chief Executive Officerbring unique experiences and as a member of the board of directors of Proofpoint, an enterprise security company, since 2002. Mr. Steele also currently serves on the board of directors of Vonage Holdings Corp., as well as on the board of directors of two privately held companies. Priorbackgrounds to joining Proofpoint, Mr. Steele served from June 1997 to July 2002 as the Chief Executive Officer of Portera Systems Inc., a software company. Before Portera, Mr. Steele served as the vice president and general manager of the Middleware and Data Warehousing Product Group at Sybase, Inc., an enterprise and mobile software company. Mr. Steele’s prior experience includesUpwork.

 Layton  BrownGretsch  HarveyNelson Srinivasan SteeleVazquez-Ubarri
Demographics and Board Diversity Matrix10
Age6142575963506147
Tenure10410109453
Gender
Female    
Male    
Race/Ethnicity
Asian       
Hispanic or Latinx       
White 
LGBTQ+
One director self-identifies as LGBTQ+

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business development, marketing, and engineering roles at Sun Microsystems, Inc. and Hewlett-Packard Company, computer, computer software, and information technology companies. Mr. Steele holds a B.S. degree in Computer Science from Washington State University. We believe that Mr. Steele should serve as a member of our board of directors based on his extensive management and leadership experience.

Gregory C. Gretsch has served as a member of our board of directors since our inception in March 2014 and as a member of the board of directors of oDesk from 2004 to March 2014. Mr. Gretsch is a founding partner and has served as Managing Director of Jackson Square Ventures, a venture capital firm, since 2011. Mr. Gretsch also serves on the board of directors of several private companies, and he served as a director of Responsys, Inc. from 2001 to 2014. Mr. Gretsch has also served as a managing director at Sigma Partners, a venture capital firm, since 2001. Mr. Gretsch holds a B.B.A. in Management Information Systems from the University of Georgia. We believe that Mr. Gretsch should serve as a member of our board of directors based on his significant experience in the venture capital industry analyzing, investing in, and serving on the boards of directors of other technology companies and his management and leadership experience as a former founder and executive of several startup technology companies.

Daniel Marriott has served as a member of our board of directors since our inception in March 2014 and a member of the board of directors of Elance, Inc. from January 2012 to March 2014. Mr. Marriott has been a Managing Partner of Stripes Group, a private equity and venture capital firm, since 2008, and he currently serves on the board of directors of several private companies. Between 1997 and 2008, Mr. Marriott served in a variety of executive roles under the umbrella of IAC/InterActiveCorp, a media and internet holding company, including Senior Vice President of Corporate and Interactive Development; founding CEO of Pronto, Inc., an online shopping and price comparison company; President of Citysearch, an online city guide company; and Executive Vice President of Corporate Development of Ticketmaster, Inc., an event ticketing company. Mr. Marriott holds a B.S. in Agricultural Economics and an M.B.A. from the University of Illinois. We believe that Mr. Marriott should serve as a member of our board of directors based on his significant experience investing in and serving on the boards of directors of other technology companies.

There are no family relationships among our directors and executive officers.

20182023 Director Compensation

The following table provides information for 20182023 regarding all compensation awarded to, earned by, or paid to each person who served as a director for some portion or all of 2018,2023, other than Mr. Kasriel,Ms. Brown, our President and Chief Executive Officer. Mr. KasrielCEO. Ms. Brown is not included in the table below as heshe is also ouran employee and receivesreceived no additional compensation for hisher service as a director.director during 2023. The compensation received by Mr. KasrielMs. Brown as an employee is shown in the “ExecutiveExecutive Compensation—20182023 Summary Compensation Table”Table below.

Name
Fees
Earned
or Paid in
Cash ($)
Stock Awards
($)(1)
Option
Awards
($)(1)
Total ($)(2)
Thomas Layton(3)
$
1,250
 
$
153,750
 
$
 
$
155,000
 
Gregory C. Gretsch(4)
 
5,000
 
 
138,750
 
 
 
 
143,750
 
Kevin Harvey(5)
 
625
 
 
138,750
 
 
 
 
139,375
 
Daniel Marriott(6)
 
3,125
 
 
138,750
 
 
 
 
141,875
 
Elizabeth Nelson(7)
 
15,000
 
 
112,500
 
 
 
 
127,500
 
Gary Steele(8)
 
1,250
 
 
138,750
 
 
767,934
 
 
907,934
 

NameFees Earned or Paid in Cash ($)(1)Stock Awards ($)(2)Total ($)(2)
Thomas Layton(3)8,500309,077317,577
Gregory C. Gretsch(4)32,500247,265279,765
Kevin Harvey(5)4,300247,265251,565
Elizabeth Nelson(6)94,300190,604284,904
Leela Srinivasan(7)72,500190,604263,104
Gary Steele(8)7,500247,265254,765
Anilu Vazquez-Ubarri(9)62,500190,604253,104

(1)(1)The amounts reported in this column for certain members of our board of directors may be lower than those of the other members of our board of directors because of the different compensation arrangements based on elections to receive fees or awards in cash or equity or based on additional fees payable on account of committee membership, as further described in “—Non-Employee Director Compensation Arrangements.”

(2)The amounts reported in these columns represent the aggregate grant date fair value of restricted stock units, or RSUs or option awards madeawarded to directors in 20182023 computed in accordance with Financial Accounting Standard Board Accounting Standards Codification Topic 718, orwhich we refer to as ASC 718. This amount doesThe number of RSUs that a director receives is calculated by dividing the target value of the RSU award by the 30-day trailing average trading price. Accordingly, the amounts reported in this column do not reflect the actual economic value realized by the director, which will vary depending on the performance of our common stock. Members of our board of directors may elect to receive a portion of their compensation in cash consideration in lieu of RSUs, with any such cash consideration having equal economic value on the date of grant as the RSUs that a director would have otherwise received.further described in “—Non-Employee Director Compensation Arrangements.”

(3)(2)The amounts reported in this column for certain members of our board of directors may be lower than those of the other members of our board of directors because of their election to receive cash consideration in lieu of RSUs for the components of director compensation for which there is an election. While the actual economic value of any cash received is equal on the date of grant to the RSUs that a director would have otherwise received, the amounts reported above may vary depending on the performance of our common stock.

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(3)As of December 31, 2018,2023, Mr. Layton held 9,334 RSUs. The29,393 unvested RSUs, which included the Annual Award, the Non-Executive Chairperson Fee, and the General Board Service Fee (RSU), as further described in (and which vest in accordance with the vesting schedule described underunder) “—Non-Employee Director Equity Compensation—Initial Public Offering RSU Grant.Compensation Arrangements.

(4)(4)As of December 31, 2018,2023, Mr. Gretsch held 8,667 RSUs. The25,757 unvested RSUs, which included both the Annual Award and the General Board Service Fee (RSU), as further described in (and which vest in accordance with the vesting schedule described below underunder) “—Non-Employee Director Equity Compensation—Initial Public Offering RSU Grant.Compensation Arrangements.

9   “Diverse,” “female,” “underrepresented minority,” and “LGBTQ+” as defined in the Nasdaq listing standards.

10  Age and tenure as of March 31, 2024. Tenure does not include service on the board of directors of Elance or oDesk prior to the combination of the two companies in March 2014. All other demographics are based on each director’s self-identification.

30(5)2024 Proxy Statement


(5)As of December 31, 2018,2023, Mr. Harvey held 8,667 RSUs. The25,757 unvested RSUs, which included both the Annual Award and the General Board Service Fee (RSU), as further described in (and which vest in accordance with the vesting schedule described below underunder) “—Non-Employee Director Equity Compensation—Initial Public Offering RSU Grant.Compensation Arrangements.

(6)(6)As of December 31, 2018, Mr. Marriott2023, Ms. Nelson held 8,667 RSUs.22,424 unvested RSUs, which represented the Annual Award, and a stock option to purchase 295,000 shares of common stock. The RSUs are further described in (and vest in accordance with the vesting schedule described below underunder) “—Non-Employee Director Equity Compensation—Initial Public Offering RSU Grant.Compensation Arrangements. The stock option was fully vested and exercisable as of December 31, 2023, and expires on February 25, 2025.

(7)(7)As of December 31, 2018,2023, Ms. NelsonSrinivasan held 7,50022,424 unvested RSUs, and options to purchase 340,000 shares of common stock. The RSUswhich represented the Annual Award, as further described in (and which vest in accordance with the vesting schedule described below underunder) “—Non-Employee Director Equity Compensation—Initial Public Offering RSU Grant.Compensation Arrangements. The stock option is early exercisable and vests in forty-eight equal monthly installments beginning on March 1, 2015, subject to Ms. Nelson’s continuing service on each vesting date, and expires ten years after the date of grant. This stock option also provides that, in the event of an acquisition (as defined in our 2014 Equity Incentive Plan, or 2014 Plan), all the unvested shares subject to the stock option will become immediately vested.

(8)(8)As of December 31, 2018,2023, Mr. Steele held 8,66725,757 unvested RSUs, which included both the Annual Award and optionsthe General Board Service Fee (RSU), and a stock option to purchase 150,527 shares of common stock. The RSUs are further described in (and vest in accordance with the vesting schedule described below underunder) “—Non-Employee Director Equity Compensation—Initial Public Offering RSU Grant.Compensation Arrangements.” The stock option is earlywas fully vested and exercisable as of December 31, 2023, and vests in three equal annual installments beginningexpires on August 5, 2019, subject to Mr. Steele’s continuing service on each vesting date, and expires ten years after the date of grant. This stock option also provides that, in the event of an acquisition (as defined in our 2014 Plan), all the unvested shares subject to the stock option will become immediately vested.19, 2028.

(9)As of December 31, 2023, Ms. Vazquez-Ubarri held 22,424 unvested RSUs, which represented the Annual Award, as further described in (and which vest in accordance with the vesting schedule described under) “—Non-Employee Director Compensation Arrangements.”

Non-Employee Director Compensation Arrangements

In August 2018,April 2022, our board of directors approved the following cashan amended and equity compensation for our non-employee directors.

Non-Employee Director Equity Compensation

Eachrestated non-employee director compensation program. Our current amended and restated non-employee director compensation program is entitledas follows:

Equity Compensation—Initial Award

Upon initial appointment or election to receiveour board of directors, each new non-employee director appointed or elected to our board of directors will be granted RSUs under our 2018 Equity Incentive Plan, orwhich we refer to as the 2018 Plan, with a total value of $400,000 based on a 30-day trailing average trading price, which we refer to as follows:

the Initial Appointment RSU Grant. EachAward. The grant date fair value of the Initial Award shall not exceed $1,000,000 in a calendar year when combined with the aggregate grant date fair value of any other equity award(s) and cash compensation received by such non-employee director appointedfor service on our board of directors for such calendar year.

The Initial Award will be granted effective on the date of the non-employee director’s initial appointment or election to our board of directors, after our initial public offering is granted an initial grantwhich we refer to as the Initial Award Grant Date.

The Initial Award will vest with respect to one-third of the total number of RSUs orsubject to the Initial Appointment RSUs, onAward each year beginning with the date of his or her appointment to our board of directors having an aggregate value of $300,000 based onthat is the averageone-year anniversary of the closing sale prices for one shareInitial Award Grant Date, in each case, so long as the non-employee director continues to provide services as a non-employee director to us through such date. The final annual installment of our common stock for the thirty (30) consecutive trading days ending on the last trading day immediately preceding the date of grant. The Initial Appointment RSUsAward will fully vest on the earlier of (i) the date ofimmediately prior to our next annual meeting of stockholders followingin the datelast full year of grantthe vesting of the Initial Award and (ii) the date that is the last day of the last full year of the vesting of such grant, in each case, so long as suchthe non-employee director continues to serve on our board of directorsprovide services as a non-employee director to us through such date. In addition, the

The Initial Appointment RSUsAward will fully vestaccelerate in full immediately prior to the consummation of a “corporate transaction” (as defined in ourthe 2018 Plan).

Non-Employee Director Cash or Equity Compensation

Election—Annual Award. On the date of our initial public offering, and thereafter on the date of each annual meeting of stockholders, commencing with the Annual Meeting, each

Each non-employee director is eligiblewill automatically be entitled to receive an annual award of a $185,000 cash payment or RSUs with a total value of $185,000 based on a 30-day trailing average trading price, which we refer to as the Annual Award. The Annual Award with an aggregate value of approximately $150,000 (pro-rated for partial year service for the initial grant with respect to the period from our initial public offering through the first annual meeting of stockholders), which iswill be payable in the form of RSUs or, subject to our receipt of prior writtenat a non-employee director’s election, in cash priorcash.

The initial Annual Award, to the extent payable in RSUs and consistent with the applicable election made, will be granted automatically on the date of grant. The numberthe non-employee director’s initial appointment or election to our board of shares of common stock subjectdirectors, which we refer to as the Initial Annual Award Grant Date, and will be pro-rated for partial quarters served. Subsequently, the Annual Award, is basedto the extent payable in RSUs, will be granted automatically on the average of the closing sale prices for one share of our common stock for the thirty (30) consecutive trading days ending on the last trading day immediately preceding the date of grant. our annual meeting of stockholders for each year thereafter, which we refer to as the Annual Award Grant Date.

The Annual Award will fully vest, or in the case of cash will be paid, on the earlier of (i) the date of the following year’simmediately prior to our next annual meeting of stockholders and (ii) the date that is one year following the dateInitial Annual Award Grant Date or Annual Award Grant Date, as the case may be, so long as the non-employee director continues to provide services as a non-employee director to us through such date. The Annual Award will be paid, in the case of grant (orcash, or settled, in the date thatcase of RSUs, in the same calendar year in which the Annual Award vests.

2024 Proxy Statement31


The Annual Award (regardless of the form of payment) will accelerate in full immediately prior to the consummation of a “corporate transaction” (as defined in the 2018 Plan).

Cash or Equity Compensation Election—Board Service Fees

The following table sets forth annual compensation payable, which we refer to as a Fee, to each non-employee director for general service as a member of the board of directors, which we refer to as the General Board Service Fee, and for any service in a general board leadership position:

2023 Board Service Fees
General board service fee$55,000
Non-executive chairperson fee$60,000
Lead independent director fee(1)$15,000

(1)As an independent director served as our chairperson for the entirety of 2023, no lead independent director fee was payable for 2023.

Each Fee is nine monthspro-rated for partial quarters served and payable in cash or, at a non-employee director’s election, in the form of RSUs.

If the non-employee director elects to receive the Fee in cash, which we refer to as the Fee (Cash), it will be paid quarterly in arrears (with the first such payment in any event occurring on the last day of the first calendar quarter following the date of grant in the casedirector’s appointment or election to our board of the initial grant)directors), in each case, so long as suchthe non-employee director continues to serveprovide services in the applicable capacity to us through such date.

If the non-employee director elects to receive the Fee in RSUs, which we refer to as the Fee (RSU), the initial Fee (RSU) will be granted automatically on the date of the director’s initial appointment or election to our board of directors and each subsequent Fee (RSU) will be granted automatically on the date of our annual meeting of stockholders for each year thereafter. The number of shares subject to the applicable Fee (RSU) will be based on a 30-day trailing average trading price (which will be pro-rated for partial quarters served in the relevant capacity). The Fee (RSU) will vest and settle quarterly (with the first such vesting and settlement date occurring on the last day of the first calendar quarter following the date of the non-employee director’s appointment or election to our board of directors), in each case, so long as the non-employee director continues to provide services in the applicable capacity to us through such date. In addition,

The Fee (regardless of the Annual Awardform of payment) will fully vestaccelerate in full immediately prior to the consummation of a “corporate transaction” (as defined in ourthe 2018 Plan).

Annual Service

The final quarterly installment of each Fee. Each non-employee director (Cash) or Fee (RSU), as applicable, will fully vest on the earlier of (i) the date immediately prior to our next annual meeting of stockholders and (ii) the date that is also entitled to receive an annual service feethe last day of $35,000 for service on our boardthe last full quarter of directors. In addition, our Non-Executive Chairman is entitled to receive an additional annual feethe vesting of $20,000 and our lead independent director is entitled to receive an additional annual fee of $15,000. This compensation is payable (a) quarterly in arrears in cash or (b) at the non-employee director’s prior written election, as an award of RSUs under our 2018 Plan that vests in quarterly installments in the same

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calendar year as the compensation would have been payable had the compensation been paid in cash,such grant, in each case, so long as suchthe non-employee director continues to serve on our board of directors. This compensation, regardless ofprovide services in the form of payment, is subjectapplicable capacity to acceleration immediately priorus through such date.

Cash Compensation—Committee Membership Fees

In addition to a “corporate transaction” (as defined in our 2018 Plan).

Non-Employee Director Cash Compensation

Eachthe General Board Service Fee, each non-employee director is entitled to receive additional annual cash compensation for committee membership as follows:set forth in the following table:

Audit committee chair: $20,000

2023 Committee Membership Compensation
Audit committee chair$35,000
Audit committee member$17,500
Compensation committee chair$15,000
Compensation committee member$7,500
Nominating and governance committee chair $8,500
Nominating and governance committee member$4,300

322024 Proxy Statement

Audit committee member: $10,000

Compensation committee chair: $10,000
Compensation committee member: $5,000
Nominating and governance committee chair: $5,000
Nominating and governance committee member: $2,500

Chairs of our committees receive the cash compensation designated above for chairs in lieu of the non-chair member cash compensation.

The cash compensation designated above will be paid quarterly in arrears, for so long as the non-employee director continues to provide services in the applicable non-employee director capacity to us through such date, and will be pro-rated for partial quarters served. The final quarterly installment of each such annual fee will be paid on the earliest of (i) the date of our next annual meeting of stockholders, (ii) the date immediately prior to our next annual meeting of stockholders if the applicable non-employee director’s service as a director ends at such meeting due to the director’s failure to be re-elected or the director not standing for re-election, and (iii) the date that is the last day of the last full quarter of such installment, in each case, so long as the non-employee director continues to provide services in the applicable capacity to us through such date.

2024 Proxy Statement33


14


TABLE OF CONTENTSProposal 2: Ratification of Appointment of Independent Registered Public Accounting Firm

PROPOSAL NO. 2
RATIFICATION OF APPOINTMENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

Our audit committee has selected PricewaterhouseCoopers LLP as our independent registered public accounting firm to perform the auditaudits of our consolidated financial statements and our internal control over financial reporting for the year ending December 31, 20192024, and recommends that stockholders vote for ratification of such selection. The ratification of the selection of PricewaterhouseCoopers LLP as our independent registered public accounting firm for the year ending December 31, 20192024, requires the affirmative vote of a majority of the voting power of the shares present or represented by proxy at the Annual Meeting.Meeting and voting affirmatively or negatively on the proposal. In the event that PricewaterhouseCoopers LLP is not ratified by our stockholders, the audit committee will review its future selection of PricewaterhouseCoopers LLP as our independent registered public accounting firm. Further, the audit committee may select a different independent registered public accounting firm at any time if, in the committee’s sole discretion, the committee determines that such a change would be in the best interests of theour company and our stockholders.

 

PricewaterhouseCoopers LLP audited our consolidated financial statements and our internal control over financial reporting for the year ended December 31, 2018.2023. Representatives of PricewaterhouseCoopers LLP are expected to be present at the Annual Meeting, and they will be given an opportunity to make a statement at the Annual Meeting if they desire to do so and will be available to respond to appropriate questions.

OUR BOARD OF DIRECTORS AND AUDIT COMMITTEE RECOMMEND
 A VOTE “
FOR” PROPOSAL 2

Independent Registered Public Accounting Firm Fees and Services

We regularly review the services and fees from our independent registered public accounting firm. These services and fees are also reviewed with our audit committee annually. In accordance with standard policy, PricewaterhouseCoopers LLP periodically rotates the individuals who are responsible for our audit.

In addition to performing the audit of our consolidated financial statements and our internal control over financial reporting, PricewaterhouseCoopers LLP provided various other services during the years ended December 31, 20172022 and 2018.2023. Our audit committee has determined that PricewaterhouseCoopers LLP’s provision of these services, which are described below, does not impair PricewaterhouseCoopers LLP’s independence from us.

During the years ended December 31, 20172022 and 2018,2023, fees for services provided by PricewaterhouseCoopers LLP were as follows (in thousands):

Fees Billed to Upwork
2017
2018
Audit fees(1)
$
1,185
 
$
4,009
 
Audit-related fees(2)
 
24
 
 
327
 
Tax fees(3)
 
162
 
 
60
 
All other fees(4)
 
2
 
 
3
 
Total fees
$
1,373
 
$
4,399
 

Fees Billed to Upwork2022 2023
Audit fees(1)$3,002 $3,471 
Audit-related fees  
Tax fees(2)  
All other fees(3)     4 4 
Total fees$3,006 $3,475 

(1)(1)Audit feesfees” include fees for audit services primarily related toto: the audit of our annual consolidated financial statements;statements and attestation services related to compliance with the Sarbanes-Oxley Act of 2002; the review of our quarterly condensed consolidated financial statements; comfort letters, consents, and assistance with and review of documents filed with the SEC, including our registration statement on Form S-1 related to our initial public offering in October 2018;SEC; and other accountingservices normally provided in connection with statutory and financial reporting consultation and research work billed as audit fees or necessary to comply with the standards of the Public Company Accounting Oversight Board (United States).regulatory filings.
(2)Consist of additional audit procedures associated with the future adoption of the new accounting standards issued by the Financial Accounting Standards Board.

(2)(3)Tax feesfees” include fees for tax compliance and advice. Tax advice fees encompass a variety of permissible tax services, including technical tax advice related to federal and state income tax matters, assistance with sales tax and assistance with tax audits.matters.

(3)(4)Includes“All other fees” include fees for annual subscription services for access to online accounting research and disclosure checklist platform.software applications.

342024 Proxy Statement


Policy on Audit Committee Pre-Approval of Audit and Permissible Non-Audit Services of Independent Registered Public Accounting Firm

Our audit committee’s policy is to pre-approve all audit and permissible non-audit services provided by the independent registered public accounting firm, the scope of services provided by the independent registered public accounting firm, and the fees for the services to be performed. These services may include audit services, audit-related services, tax services, and other services. Pre-approval is detailed as to the particular service or

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category of services and is generally subject to a specific budget. The independent registered public accounting firm and management are required to periodically report to the audit committee regarding the extent of services provided by the independent registered public accounting firm in accordance with this pre-approval, and the fees for the services performed to date.

All of the services relating to the fees described in the table above were approved by our audit committee.

OUR BOARD OF DIRECTORS AND AUDIT COMMITTEE RECOMMEND A VOTE “FOR”APPROVAL OF PROPOSAL NO. 2

2024 Proxy Statement35

16


TABLE OF CONTENTSProposal 3: Advisory Vote to Approve Named Executive Officer Compensation

In accordance with Section 14A of the Exchange Act, we are providing stockholders with an opportunity to make a non-binding advisory vote to approve the compensation of our Named Executive Officers. This non-binding advisory vote is commonly referred to as a Say-on-Pay vote. The non-binding advisory vote to approve the compensation of our Named Executive Officers, as disclosed in this Proxy Statement, will be determined by the vote of a majority of the voting power of the shares present or represented at the Annual Meeting and voting affirmatively or negatively on the proposal.

Stockholders are urged to read the “Executive Compensation” section of this Proxy Statement, which discusses how our executive compensation policies and procedures implement our compensation philosophy and contains tabular information and narrative discussion about the compensation of our Named Executive Officers. In addition, the “Executive Compensation” section provides further insight into the feedback that we have received from stockholders regarding prior pay practices and the changes incorporated into our 2024 compensation program to further reinforce our business and talent objectives while also being responsive to the stockholder feedback. Our compensation committee and our board of directors believe that these policies and procedures are effective in implementing our compensation philosophy and in achieving our goals. Accordingly, we ask our stockholders to vote “FOR” the following resolution at the Annual Meeting:

“RESOLVED, that our stockholders approve, on a non-binding advisory basis, the compensation of the Named Executive Officers, as disclosed in the Proxy Statement pursuant to Item 402 of Regulation S-K, including the Compensation Discussion and Analysis, the compensation tables and narrative discussion, and the other related disclosures.”

As an advisory vote, this proposal is not binding. However, our board of directors and compensation committee, which is responsible for designing and administering our executive compensation program, value the opinions expressed by stockholders in their vote on this proposal and will consider the outcome of the vote when making future compensation decisions for our Named Executive Officers.

OUR BOARD OF DIRECTORS RECOMMENDS
 A VOTE “
FOR” PROPOSAL 3

362024 Proxy Statement


SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT

Security Ownership of Certain Beneficial Owners and Management

The following table sets forth certain information with respect to the beneficial ownership of our common stock as of March 31, 2019,2024, by:

each of our Named Executive Officers;
each of our directors and director nominees;
all of our directors and executive officers as a group; and
each stockholder known by us to be the beneficial owner of more than 5% of the outstanding shares of our common stock.

each of our Named Executive Officers;

each of our directors;

all of our directors and executive officers as a group; and

each stockholder known by us to be the beneficial owner of more than 5% of the outstanding shares of our common stock.

We have determined beneficial ownership in accordance with the rules of the SEC, and the information is not necessarily indicative of beneficial ownership for any other purpose. Except as indicated by the footnotes below, we believe, based on information furnished to us, that the persons and entities named in the table below have sole voting and sole dispositive power with respect to all shares beneficially owned, subject to applicable community property laws.

Applicable percentage ownership is based on 106,729,758133,118,345 shares of our common stock outstanding as of March 31, 2019.2024. The table below does not include Mr. Bottoms, as he was appointed as an executive officer after March 31, 2024. Shares of our common stock subject to stock options that are exercisable as of and within 60 days of March 31, 20192024, or RSUs that may vest and settle within 60 days of March 31, 20192024, are deemed to be outstanding and to be beneficially owned by the person holding the stock options or RSUs for the purpose of computing the percentage ownership of that person but are not treated as outstanding for the purpose of computing the percentage ownership of any other person. Unless otherwise indicated, the address of each of the individuals and entities listed in the table below is c/o Upwork Inc., 441 Logue Avenue, Mountain View,475 Brannan Street, Suite 430, San Francisco, California 94043.94107.

Name
Number of Shares
Beneficially Owned
Percentage of Shares
Beneficially Owned (%)
Named Executive Officers and Directors:
 
 
 
 
 
 
Stephane Kasriel(1)
 
4,550,002
 
4.10
Brian Kinion(2)
 
380,000
 
*
Hayden Brown(3)
 
681,871
 
*
Thomas Layton(4)
 
4,143,680
 
3.88
Gregory C. Gretsch(5)
 
14,986,360
 
14.04
Kevin Harvey(6)
 
14,605,051
 
13.68
Daniel Marriott(7)
 
5,310,812
 
4.98
Elizabeth Nelson(8)
 
720,027
 
*
Gary Steele(9)
 
151,693
 
*
All executive officers and directors as a group (10 persons)(10)
 
46,059,052
 
40.81
Other 5% Stockholders:
 
 
 
 
Certain funds and accounts advised by T. Rowe Price Associates, Inc.(11)
 
11,449,097
 
10.73
Entities affiliated with Sigma Partners 6, L.P.(12)
 
13,853,602
 
12.98
Entities affiliated with Benchmark Capital Partners V, L.P.(13)
 
14,603,885
 
13.68
Entities affiliated with Globespan Capital Partners(14)
 
12,571,727
 
11.78

Name

Number of Shares

Beneficially Owned

Percentage of Shares

Beneficially Owned (%)

Named Executive Officers and Directors:
Hayden Brown(1)1,465,7311.1
Erica Gessert(2)153,105*
Eric Gilpin100,000*
Gregory C. Gretsch(3)2,842,4172.1
Kevin Harvey(4)2,625,4512.0
Thomas Layton(5)2,086,7951.6
Elizabeth Nelson(6)689,288*
Leela Srinivasan39,210*
Gary Steele(7)188,171*
Anilu Vazquez-Ubarri33,875*
All executive officers and directors as a group (10 persons)(8)10,224,0437.6
Other 5% Stockholders:
The Vanguard Group, Inc.(9)15,226,21811.4
BlackRock, Inc.(10)9,768,9447.3

**Less than 1%

(1)(1)Consists of (i) 201,8481,145,980 shares of common stock, (ii) 261,709 shares of common stock subject to options that are exercisable within 60 days of March 31, 2024, and (iii) 58,042 shares of common stock subject to RSUs that vest within 60 days of March 31, 2024.

(2)Consists of (i) 3,105 shares of common stock acquired under our 2018 Employee Stock Purchase Plan, which we refer to as the 2018 ESPP, in November 2023 and (ii) 150,000 shares of common stock subject to RSUs that vest within 60 days of March 31, 2024.

(3)Consists of (i) 244,848 shares of common stock held of record by Mr. Kasriel,Gretsch, (ii) 18,152716,795 shares of common stock held of record by a trust for the benefit of Mr. Gretsch, (iii) 714,162 shares of common stock held of record by a trust for the benefit of Mr. Gretsch and his spouse, (iv) 35,020 shares of common stock held of record by a trust for the benefit of Mr. Gretsch's children, and (v) 1,131,592 shares of common stock held of record by a limited partnership controlled by Mr. Gretsch.

2024 Proxy Statement37

(4)Consists of (i) 60,144 shares of common stock held of record by Mr. Kasriel as custodian for his children, and (iii) 4,330,002 shares of common stock subject to options held by Mr. Kasriel that are exercisable within 60 days of March 31, 2019.
(2)Consists of 380,000 shares of common stock subject to options held by Mr. Kinion that are exercisable within 60 days of March 31, 2019.
(3)Consists of (i) 291,656 shares of common stock andHarvey, (ii) 390,215 shares of common stock subject to options held by Ms. Brown that are exercisable within 60 days of March 31, 2019, of which 42,167 shares are unvested, but early exercisable within 60 days of March 31, 2019.

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(4)Consists of (i) 4,142,764 shares of common stock held of record by Thomas H. Layton or Gabrielle M. Layton, or their successors, as trustees of the Layton Community Property Trust dated November 29, 1999, as amended and (ii) 916 shares of common stock issuable upon the settlement of RSUs held by Mr. Layton that will vest within 60 days of March 31, 2019.
(5)Consists of (i) the813,992 shares of common stock held of record by the entities described in footnote (12) below, (ii) 266,667Harvey Family Trust DTD 12/15/2000, of which Mr. Harvey is trustee, and (iii) 1,751,315 shares of common stock held of record by Martis Creek Investments, L.P.—Fund 3, (iii) 95,000a limited liability company controlled by Mr. Harvey.

(5)Consists of (i) 3,484 shares of common stock held of record by Martis Creek Investments, L.P.—Fund 4, (iv) 769,925 shares of common stock held of record by Martis Creek Investments, L.P.—Fund 5, collectively, the Martis Creek entitiesMr. Layton and (v) 1,166 shares of common stock held directly by Mr. Gretch. The Gretsch Revocable Trust, the general partner of the Martis Creek entities, has sole voting and dispositive power over such shares, and voting decisions with respect to such shares are made by Gregory C. Gretsch, a member of our board of directors. The address of the Martis Creek entities is 2105 South Bascom Avenue, Suite 370, Campbell, California 95008.
(6)Consists of (i) the(ii) 2,083,311 shares of common stock held of record by the entity described in footnote (13) below and (ii) 1,166Thomas H. Layton Separate Property Trust dtd 11/29/99, of which Mr. Layton serves as trustee. The number of shares reported reflects the transfer of common stock directly held by2,055,651 shares to Mr. Harvey.Layton’s former spouse pursuant to a divorce settlement.

(6)(7)Consists of (i) 1,166 shares held directly by Mr. Marriott and (ii) 5,309,64610,192 shares of common stock held of record by SGGP I, LLC, the general partner of SG Growth Partners I L.P., based solely on information contained in a Schedule 13G filed with the SEC on February 14, 2019 by SG Growth Partners I, LP, SGGP I, LLC, Daniel C. Marriott and Kenneth A. Fox. The Schedule 13G indicated that SGGP I, LLC has sole voting and dispositive power over 5,309,646 shares of our common stock held by SG LP and voting decisions with respect to such shares are made by Kenneth A. Fox and Daniel C. Marriott as the investment committee of SGGP I, LLC. The address of SG Growth Partners, I L.P. is 402 West 13th Street, 5th Floor, New York, New York 10014.
(8)Consists of (i) 380,027Ms. Nelson, (ii) 384,096 shares of common stock held of record by the Nelson Family Trust, and (ii) 340,000(iii) 295,000 shares of common stock subject to stock options held by Ms. Nelson that are exercisable within 60 days of March 31, 2019.2024.

(7)(9)Consists of (i) 1,16637,644 shares held directly by Mr. Steeleof common stock and (ii) 150,527 shares of common stock subject to stock options held by Mr. Steele that are exercisable within 60 days of March 31, 2019, all of which are unvested, but early exercisable within 60 days of March 31, 2019.2024.

(8)(10)Consists of (i) 39,937,8369,308,765 shares of common stock, (ii) 916 shares of common stock issuable upon the settlement of RSUs held by all our executive officers and directors, as a group, that will vest within 60 days of March 31, 2019, and (iii) 6,120,300707,236 shares of common stock subject to stock options that are exercisable within 60 days of March 31, 20192024, and (iii) 208,042 shares of common stock subject to RSUs that vest within 60 days of March 31, 2024 held by all our executive officers and directors as a group of which 158,194 shares subject to stock options are unvested, but early exercisable(other than Mr. Bottoms, as of such date.he was appointed as an executive officer after March 31, 2024).

(9)(11)Based solely on information contained in a Schedule 13G/A filed with the SEC on February 14, 201913, 2024 by T. Rowe Price Associates, Inc. and T. Rowe Price New Horizons Fund, Inc., collectively, the T. Rowe Price Entities.The Vanguard Group. The Schedule 13G/A indicated that (i) T. Rowe Price Associates, Inc.The Vanguard Group had soleshared voting power over 1,437,551228,615 shares, of our common stock and sole dispositive power over 11,449,09714,868,287 shares, of our common stock and (ii) T. Rowe Price New Horizons Fund, Inc. had sole votingshared dispositive power over 7,882,136357,931 shares of our common stock. The address for T. Rowe Price Entitiesof The Vanguard Group is 100 East Pratt Street, Baltimore, Maryland 21202.Vanguard Blvd., Malvern, PA 19355.
(12)Based solely on information contained in a Schedule 13G filed with the SEC on February 14, 2019 by Sigma Partners 6, L.P., or SP 6, Sigma Associates 6, L.P., or SA 6, Sigma Investors 6, L.P., or SI 6, and Sigma Management 6, L.L.C., or SM 6, collectively, the Sigma entities. The Schedule 13G indicated that (i) SP 6 had sole voting and dispositive power over 12,641,735 shares of our common stock, (ii) SA 6 had sole voting and dispositive power over 1,028,777 shares of our common stock, (iii) SI 6 had sole voting and dispositive power over 183,090 shares of our common stock and (iv) SM 6 had shared voting and dispositive power over 13,853,602 shares of our common stock. The address for the Sigma Entities is 2105 South Bascom Avenue, Suite 370, Campbell, California 95008.

(10)(13)Based solely on information contained in a Schedule 13G/A filed with the SEC on February 20, 2019January 26, 2024 by Benchmark Capital Partners V, L.P., or BCP V, Benchmark Founders’ Fund V, L.P., or BFF V, Benchmark Founders’ Fund V-A, L.P., or BFF V-A, Benchmark Founders’ Fund V-B, L.P., or BFF V-B, Benchmark Capital Management Co. V, L.L.C., or Benchmark Management, and Alexandre Balkanski, Bruce W. Dunlevie, Peter Fenton, J. William Gurley, Kevin R. Harvey, Robert C. Kagle, Mitchell H. Lasky and Steven M. Spurlock, collectively, the Benchmark Entities.BlackRock, Inc. The Schedule 13G/A indicated that (i) BCP VBlackRock, Inc. had sole voting and dispositive power over 9,827,630 shares of our common stock, (ii) BFF V had sole voting and dispositive power over 1,204,259 shares of our common stock, (iii) BFF V-A had sole voting and dispositive power over 230,569 shares of our common stock, (iv) BFF V-B had sole voting and dispositive power over 181,433 shares of our common stock, (v) Benchmark Management had sole voting dispositive power over 12,852,570 shares of our common stock, (vi) Messrs. Balkanski, Dunlevie, Fenton, Gurley, Kagle, Lasky and Spurlock had shared voting and dispositive power over 12,852,5709,615,961 shares of our common stock and (vii) Mr. Harvey had sole voting and dispositive power over 1,751,315 shares of our common stock and shared voting and dispositive power over 12,852,570 shares of our common stock. The address for the Benchmark Entities is 2965 Woodside Road, Woodside, California 94062.
(14)Based solely on information contained in a Schedule 13G filed with the SEC on February 14, 2019 by Globespan Capital Partners IV, L.P., Globespan Management Associates IV, LLC, and Andrew P. Goldfarb, collectively, the Globespan Entities. The Schedule 13G indicated that (i) Globespan Capital Partners IV, L.P. had sole voting and dispositive power over 10,685,706 shares of our common stock and (ii) each other Globespan Entity had shared voting and dispositive power over 12,571,7279,768,944 shares of our common stock. The address of the Globespan EntitiesBlackRock, Inc. is One Boston Place, Suite 2810, Boston, Massachusetts 02108.50 Hudson Yards, New York, NY 10001.

382024 Proxy Statement


18Executive Officers and Key Employees

TABLE OF CONTENTS

EXECUTIVE OFFICERS AND KEY EMPLOYEES

The names ofInformation about our executive officers and key employees their agesis set forth below as of March 31, 2019 and their positions are shown below.2024.

Name
Age
Position
Executive Officers:
Stephane Kasriel
44
President, Chief Executive Officer, and Director
Brian Kinion
52
Chief Financial Officer
Hayden Brown
37
Chief Marketing and Product Officer
Han-Shen Yuan
43
Senior Vice President, Engineering
Key Employees:
Eric Gilpin
40
Senior Vice President, Sales
Zoë Harte
44
Senior Vice President, Human Resources and Talent Innovation
Brian Levey
51
Chief Business Affairs and Legal Officer & Secretary
Elizabeth Tse
51
Senior Vice President, Operations

Executive Officers

 

Our board of directors choosesannually designates our executive officers, who then serve at the discretion of our board of directors. There is no family relationship between any of theour directors or executive officers and any of our other directors or executive officers.

For information regarding Mr. Kasriel, please refer to “Proposal No. 1—Election of Directors.”

Brian Kinion has served as our Chief Financial Officer since October 2017. Before joining us, Mr. Kinion served as the Chief Financial Officer of Marketo, Inc., a marketing automation platform software company, from March 2016 to April 2017,officers, and prior to that, he served as Group Vice President of Finance from November 2014 to March 2016 and as Vice President of Finance from July 2013 to November 2014. From 2007 to June 2013, Mr. Kinion served in several roles at SAP SuccessFactors, Inc., a cloud-based human capital management software company, including as Vice President and Global Controller of Cloud Revenue Operations, Vice President of Finance in Global Systems and Acquisition Integration, and Vice President and Global Controller. Mr. Kinion also currently serves on the board of directors of Marin Software Incorporated. Mr. Kinion holds a B.S. in Accounting and an M.B.A. with a finance concentration from St. Mary’s College of California.

Hayden Brown has served as our Chief Marketing and Product Officer since April 2019. Ms. Brown previously served as our Senior Vice President, Product and Design from January 2016 to April 2019, as our Vice President, Head of Product, from January 2015 to January 2016, and as our Vice President and Senior Director Marketplace, since our inception in March 2014. Prior to that, Ms. Brown served in numerous product leadership roles, starting when she joined oDesk as a Director of Marketplace in December 2011. Prior to joining us, Ms. Brown was Vice President of Corporate Development at LivePerson, Inc., an online messaging, marketing, and analytics company, from September 2010 to November 2011. Ms. Brown also worked for Microsoft Corporation, a technology company, as Director of Corporate Strategy and M&A from January 2010 to September 2010 and as Senior Strategy Manager from June 2007 to January 2010. Ms. Brown began her career as a Business Analyst at McKinsey & Company, a business management consulting firm, in their New York office. Ms. Brown holds an A.B. in Politics from Princeton University.

Han-Shen Yuan has served as our Senior Vice President, Engineering since June 2015. Mr. Yuan also operates Post-PC Labs, LLC, a computer software development business that he founded in May 2012. Before joining our company, Mr. Yuan served in several roles at eBay, including Senior Director of Engineering and Group Chief Technology Officer of Core Product and Technology at eBay Enterprise from February 2015 to April 2015, Senior Director of Engineering, Innovation and New Ventures from December 2012 to February 2015, and Director of Engineering for Mobile and Platform Business Solutions from March 2009 to March 2011. From March 2011 to May 2012, Mr. Yuan served as Director of Engineering for iOS and Android at Netflix Inc., a streaming media and video-on-demand entertainment company. Mr. Yuan holds a B.S. in Industrial Engineering and Operations Research with a minor in Computer Science and an M.S. in Industrial Engineering and Operations Research from the University of California at Berkeley.

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TABLE OF CONTENTS

Key Employees

Eric Gilpin has served as our Senior Vice President, Sales since April 2016. Prior to joining us, Mr. Gilpin served in a variety of roles for CareerBuilder, LLC, a human capital software provider and online employment website, including as President of Vertical Sales from September 2014 to March 2016, President of Staffing and Recruiting from November 2009 to September 2014, and Director of National Accounts from April 2004 to November 2009. Mr. Gilpin holds an M.B.A. from the Southern Methodist University’s Cox School of Business.

Zoë Harte has served as our Senior Vice President, Human Resources and Talent Innovation since September 2017. She previously served in roles as our Vice President and Head of Human Resources from March 2014 to August 2017 and as Head of Human Resources at oDesk from April 2013 to March 2014. Ms. Harte also worked at Rovi Corporation, a digital entertainment company, in senior HR roles from 2008 to 2012. Prior to Rovi, Ms. Harte spent nine years at Yahoo! Inc. in a progression of HR and Customer Care leadership roles. Ms. Harte holds a B.A. in Religion and Women’s Studies from Earlham College and an M.A. in Theology from the University of Exeter.

Brian Levey has served as our Chief Business Affairs and Legal Officer and Secretary since October 2017. Prior to that, Mr. Levey served as our Chief Financial Officer from June 2015 to October 2017, as well as our General Counsel and Secretary, since our inception in March 2014. Mr. Levey served as Vice President, General Counsel and Secretary of oDesk from June 2013 to March 2014. Prior to joining us, Mr. Levey served in a variety of roles at eBay, including as Vice President, Deputy General Counsel and Assistant Secretary from 2006 to 2013, and, from 2000 to 2006, he served in increasingly senior legal roles at eBay. He also previously served as Vice President, Legal at Metro-Goldwyn-Mayer Studios. Mr. Levey began his legal career with Latham & Watkins LLP. Mr. Levey holds an A.B. in Economics from Stanford University and a J.D. from Stanford Law School.

Elizabeth Tse has served as our Senior Vice President, Operations since our inception in March 2014 and as Vice President, Operations of Elance from January 2013 to March 2014. Before joining us, Ms. Tse was Chief Operating Officer at Samasource, a non-profit organization, from November 2011 to October 2012. Ms. Tse also worked at Zuora, Inc., an enterprise software company, as Vice President of Customer Operations from August 2009 to November 2011. Before joining Zuora, Ms. Tse was the Vice President for Global Billing, Payments, and Collections at eBay. Ms. Tse holds a B.A. in Psychology from Yale University and an M.B.A. from Cornell University.

20

TABLE OF CONTENTS

EXECUTIVE COMPENSATION

Overview

This section provides an overview of the material componentsthere are no arrangements or understandings between any of our executive officers and any other person pursuant to which any of our executive officers was selected as an executive officer.

Hayden Brown

Age:42

Current Role Since:January 2020

President and Chief Executive Officer

Biography

President and Chief Executive Officer, Upwork Inc., since January 2020

Numerous product leadership roles, Upwork Inc., beginning in March 2014, including Chief Marketing and Product Officer, from April 2019 to December 2019, and Senior Vice President, Product and Design, from 2016 to April 2019

Director of Marketplace and numerous product leadership roles, oDesk Corporation, our predecessor, from 2011 to March 2014

Vice President of Corporate Development, LivePerson, Inc., an online messaging, marketing, and analytics company, from 2010 to 2011

Director of Corporate Strategy and M&A, Microsoft Corporation, a technology company, during 2010

Senior Strategy Manager, Microsoft Corporation, from 2007 to 2010

Business Analyst, McKinsey & Company, a global management consulting firm

A.B., Politics, Princeton University

Erica Gessert

Age:49

Current Role Since: April 2023

Chief Financial Officer

Biography

Chief Financial Officer, Upwork Inc., since April 2023

Chief Transformation Officer, PayPal Holdings, Inc., a digital payments and commerce company, from January 2022 to March 2023

Senior Vice President of Finance & Analytics, PayPal Holdings, Inc., from June 2019 to January 2022

Vice President of Finance & Analytics, PayPal Holdings, Inc., from 2017 to June 2019

Vice President of Finance Operations, Postpaid Marketing & Chief Financial Officer, Sprint Prepaid, Sprint Corporation, a communications company

Director of Investor Relations, Sprint Corporation

Director of Investor Relations, Virgin Mobile USA, Inc., a wireless communications company

Studied Economics and Philosophy, Reed College

2024 Proxy Statement39

Dave Bottoms11
Description: D:\JOB FOLDER\Gautam\February\BRR_ny20006688x2 - DEF 14A - Upwork Inc_V1\1. Source\ny20006688x2_brianlevey.jpg

Age:53

Current Role Since: December 2022

General Manager, Marketplace 

Biography

General Manager, Marketplace, Upwork Inc., since December 2022

Vice President II, Product Expansion and Innovation, Upwork Inc., from September 2022 to December 2022

Director of Product Management, Meta Platforms, Inc., a social media conglomerate corporation, from November 2020 to September 2022

Head of Product Management, Customer Growth, Dropbox, Inc., a cloud storage and collaboration company, from January 2019 to April 2020

Vice President II, Product Management, Yahoo, a subsidiary of Verizon Communications Inc., a communications company, from June 2017 to June 2018

Vice President, Global Product Management, Yahoo! Inc., a web services company, from October 2013 to June 2017

B.A., English Literature, Denison University

Key Employees

Brian Levey

Age:56

Current Role Since: October 2017

Chief Business Affairs and Legal Officer & Secretary

Biography

Chief Business Affairs and Legal Officer & Secretary, Upwork Inc., since October 2017

Chief Financial Officer, Upwork Inc., from 2015 to 2017

General Counsel and Secretary, Upwork Inc., from March 2014 to October 2017

Vice President, General Counsel and Secretary, oDesk Corporation, our predecessor, from 2013 to March 2014

Served in a variety of legal roles at eBay Inc., a global ecommerce company, from 2000 to 2013, including Vice President, Deputy General Counsel and Assistant Secretary, from 2006 to 2013

Vice President, Legal, Metro-Goldwyn-Mayer Studios, a worldwide film and television production and distribution company

Began his legal career with Latham & Watkins LLP, a global law firm

J.D., Stanford Law School

A.B., Economics, Stanford University 

Sunita Solao

 

Age:48

Current Role Since: April 2023

Chief People Officer 

Biography

Chief People Officer, Upwork Inc., since April 2023

Vice President, People, Convoy, Inc., a digital freight network company, from October 2020 to May 2022

Head of People for Homes Business Division, Airbnb, Inc., a global travel marketplace company, from 2017 to September 2020

Several human resources leadership roles, Airbnb, Inc., from 2014 to 2017

Several human resources leadership roles, eBay Inc., a global ecommerce company, from 2009 to 2014

M.B.A., Human Resources Management, University of Wisconsin-Madison

M.B.A., Human Resources Management, Symbiosis International University

B.E., Chemical Engineering, Birla Institute of Technology and Science, Pilani 

11 Mr. Bottoms was appointed as an executive officer in April 2024.

402024 Proxy Statement

Melissa Waters

Age:47

Current Role Since: December 2021

Chief Marketing Officer

Biography

Chief Marketing Officer, Upwork Inc., since December 2021

Global Vice President of Marketing, Instagram, Meta Platforms, Inc., a social media conglomerate corporation, from June 2020 to December 2021

Chief Marketing Officer, Hims and Hers Health, Inc., a telehealth company, from April 2019 to May 2020

Vice President, Marketing, Lyft, Inc., a transportation company, from 2016 to 2018

A variety of roles in brand and marketing at Pandora Media, Inc., a streaming radio service, from 2011 to 2016, including Vice President, Brand and Product Marketing

M.B.A., Babson College

B.A., Public Relations and Journalism, University of Houston 

2024 Proxy Statement41

Executive Compensation

Letter from the Compensation Committee

 

Dear Upwork Stockholders,

As Upwork’s compensation committee, our philosophy is to provide an executive compensation program for our principal executive officerthat attracts and the two other most highly compensated executive officers serving as such at December 31, 2018. We refer to these three executive officers as our “Named Executive Officers.” The compensation awarded to, earned by, or paid to our Named Executive Officers for all services rendered in all capacities to us during 2017 and 2018, as applicable, is set forth in detail in the 2018 Summary Compensation Table and the disclosure that follows.

Our Named Executive Officers for 2018 were:

Stephane Kasriel, President and Chief Executive Officer;
Brian Kinion, Chief Financial Officer; and
Hayden Brown, Chief Marketing and Product Officer.

Our compensation programs are designed to:

attract, motivate, incentivize and retain employees at the executive levelretains talented executives who contribute to our long-term success;
provide compensation packages to our executives that are competitive and reward the rewards achievement of our business objectivesshort- and effectively align their interests with those of our stockholders;long-term strategic objectives; and
effectively align aligns our executives’ interests with those of our stockholders by focusing on long-term equity incentives that correlate with the growth of sustainable, long-term value creation.

2023 was a critical year for Upwork as we enhanced our strategic focus on driving durable, profitable growth. As the company focused on emerging strategic priorities, the compensation committee sought feedback from stockholders as we considered potential improvements to the design of our executive compensation program, all the while remaining committed to our key compensation principles.

Upwork’s Strategic Evolution

As Upwork has grown, our strategy has evolved. From an executive compensation perspective, it is critical that we ensure our executive pay programs continue to align incentives with our evolving strategy for long-term value creation. In the years following our initial public offering in 2018, our primary focus was growth. This focus enabled us to establish a strong market presence in a growing and competitive total addressable market. As we began 2023, revenue growth continued to be the primary financial objective and focus area for our stockholders, and this was reflected in our incentive program metrics established in February 2023. Since then, Upwork’s focus—in alignment with stockholder feedback—shifted toward an emphasis on driving profitability, while still prioritizing growth. Notably, we moved from negative adjusted EBITDA in the first quarter of 2023 to delivering net income of $17.4 million and $30.5 million in adjusted EBITDA in the fourth quarter of 2023, and we are building on this momentum going forward. This shift in strategic focus along with stockholder feedback were the driving forces in shaping the go-forward updates to our executive compensation program outlined below.

2023 Say-on-Pay Vote and Stockholder Feedback

We consider stockholder perspectives as a key factor in our compensation decision-making process. During 2023, some stockholders expressed concerns with our executive pay programs as evidenced by lower support for our Say-on-Pay vote than in prior years. Following this vote, we undertook robust stockholder outreach to seek feedback on our executive compensation program. In addition to prior outreach efforts, in fall 2023, we contacted stockholders representing approximately 44% of shares outstanding and engaged with stockholders representing approximately 21% of shares outstanding. Our compensation committee chair participated directly in several of these stockholder conversations. Consistent themes we heard from stockholders were that they wanted Upwork to use a broader set of financial performance metrics, differentiated between the short- and long-term incentive programs, and to use a longer performance period in our PSU program.

2024 Compensation Program Updates Informed by Stockholder Feedback

Based on both Upwork’s broader strategic evolution and stockholder feedback, we made improvements to the design of both our annual and long-term incentive programs beginning in 2024 to increase the focus on profitable growth, use a broader set of performance metrics aligned with our strategy, and ensure strong alignment with long-term stockholder value creation.

We have updated the performance metrics in our short-term incentive program to include both revenue and adjusted EBITDA, each weighted at 50%, and have included an incentive to achieve strong GSV growth as a potential modifier. We have also re-designed our long-term incentive program to reinforce multi-year performance achievement by incorporating performance milestones for PSU awards that measure year-over-year revenue growth and annual adjusted EBITDA margin in each of the second (2025) and third (2026) year after grant.

Our changes to the executive compensation program are responsive to stockholder feedback to use a broader and differentiated set of financial metrics and longer performance periods in the PSU program. We remain focused on aligning performance metrics and goals with our current business strategy and ensuring strong continued alignment with our pay-for-performance philosophy.

422024 Proxy Statement

Committee Refreshment

We are committed to ongoing periodic committee rotation, which ensures fresh perspectives in committee discussions and positions us to provide robust oversight. We are excited to welcome Gary Steele as chair of our committee effective in April 2024, and we would like to thank Gregory Gretsch for his dedicated service in the role since our initial public offering in 2018, including his leadership in the implementation of the significant executive compensation program design improvements effective for 2024.

The compensation committee considers our executive compensation program a key lever to align the interests of our stockholders and executives and drive long-term success. We are excited by Upwork’s strong momentum and look forward to continuing our dialogue with stockholders.

Sincerely,

Gary Steele (Chair)

Gregory C. Gretsch

Anilu Vazquez-Ubarri

2024 Proxy Statement43

Compensation Discussion and Analysis

This Compensation Discussion and Analysis describes the material elements of our executive compensation program during 2023 for our principal executive officer, principal financial officer, and our only other executive officer serving during the year, whom we refer to collectively as our Named Executive Officers, and provides an overview of our executive compensation philosophy, policies, and practices.

2023 Named Executive Officers

Hayden Brown, our President and Chief Executive Officer

Erica Gessert, our Chief Financial Officer12

Eric Gilpin, our former Chief Sales Officer13

Compensation Discussion and Analysis Roadmap

Executive Summary

Performance highlights, executive pay program progression, stockholder engagement, and response to Say-on-Pay vote and stockholder feedback

45

Executive Compensation Philosophy, Objectives, and 2023 Pay Program Overview

Description of our compensation philosophy and program

48

Compensation-Setting Process

How the compensation committee oversees our executive compensation program and determines pay 

51

Compensation Elements

Summary of our executive compensation program elements

56

Other Compensation Elements

Information on employee arrangements, additional policies, and tax and accounting considerations

68

Other Compensation Policies

Various policies and practices that govern the operation of our executive compensation program

70

Tax and Accounting Considerations

Information on the tax requirements and accounting rules that may apply to elements of our executive compensation program 

72

12 On March 22, 2023, our board of directors appointed Ms. Gessert as our Chief Financial Officer effective as of April 25, 2023, her initial day of employment.

13 On May 3, 2023, we announced that Mr. Gilpin would be departing from our company. To facilitate a smooth transition of his responsibilities, Mr. Gilpin remained employed by us through June 30, 2023 in the capacity of Sales Advisor.

442024 Proxy Statement


Executive Summary

Executive Compensation Program Progression and Stockholder Engagement

2023 Performance Highlights

 

(1)As of December 31, 2023.
(2)

Adjusted EBITDA is not prepared in accordance with, and is not an alternative to, financial measures prepared in accordance with generally accepted accounting principles, which we refer to as GAAP. See “Appendix A: Reconciliation of Non-GAAP Financial Measures” to this Proxy Statement for a definition of adjusted EBITDA and for information regarding our use of adjusted EBITDA and a reconciliation of adjusted EBITDA to net income, the most directly comparable financial measure prepared under GAAP.

In 2023, we generated strong operational and financial results while advancing valuable strategic initiatives. Upwork’s leadership team executed a swift and successful pivot to profitability and cash generation in 2023, moving from negative adjusted EBITDA in the first quarter to achieving profit margin of 9% and adjusted EBITDA margin of 17% in the fourth quarter. We are proud of the speed of this accomplishment, moving to mid-teen adjusted EBITDA margins in just two quarters, and we believe it reflects the strong operating leverage and agility of our business and sets the stage for continued durable profitable growth going forward.

Our 2023 incentive compensation programs focused primarily on Compensation Program Revenue14 as the key performance objective due to our strategic focus on growth at the time the 2023 executive compensation program was approved. We delivered a 12% year-over-year improvement in Compensation Program Revenue from 2022 to 2023, which represents strong growth in a dynamic macro environment. However, this outcome was below the target set by our compensation committee for our 2023 executive compensation program, and, consistent with our philosophy of paying for performance, our 2023 short- and long-term incentive programs were earned at 54% of target.

14 For purposes of our 2023 executive compensation program, “Compensation Program Revenue” meant our total revenue for the fiscal year ended December 31, 2023, less the “costs of talent services to deliver managed services” for the fiscal year ended December 31, 2023. Compensation Program Revenue is not a financial measure prepared in accordance with GAAP. For more information on how we compute this non-GAAP financial measure and a reconciliation to the most directly comparable financial measure prepared in accordance with GAAP, please refer to “Appendix A: Reconciliation of Non-GAAP Financial Measures” to this Proxy Statement.

2024 Proxy Statement45

2023 Stockholder Engagement and Response to Say-on-Pay Vote and Stockholder Feedback

Our board of directors and management team value feedback from our stockholders. Members of our board and management team directly engage in regular dialogue with our stockholders on a range of matters, including executive compensation, so that we can understand stockholders’ views and expectations and share our perspectives on these important subjects. See “Corporate Governance—Stockholder Engagement” for more information on our stockholder engagement program.

At our 2023 annual meeting of stockholders, 59.8% of the votes cast (for and against) approved our Say-on-Pay proposal regarding 2022 named executive officer compensation. Our board of directors noted that this represented the second consecutive year of decreased stockholder support for our Say-on-Pay proposals and the first year in which support dropped below 70%.

In response to this declining support for our Say-on-Pay proposals, our board of directors and management team pursued a deliberate and robust effort to enhance our fall 2023 engagement campaign to discuss topics including our executive compensation program to better understand the concerns of our stockholders and obtain stockholder feedback on potential changes to our executive compensation practices. As depicted in the following graphic, in fall 2023, we contacted our largest institutional stockholders and engaged with all stockholders who accepted our request for a meeting.

Contacted holders of

44%

of our outstanding shares

Engaged holders of

21%

of our outstanding shares

Director involvement for

52%

of engaged shares

462024 Proxy Statement

Taking into consideration the feedback received during this engagement campaign and with an aim toward enhancing our executive compensation program, responding to stockholder concerns, and aligning our compensation program with our strategic focus on durable, profitable growth, our compensation committee, in consultation with its independent compensation consultant, made the following changes to our executive compensation program for 2024:

TopicWhat We HeardActions Taken in Response
Short-Term Incentive Compensation Program Design

Prefer differentiation in company performance metrics between short- and long-term incentive programs

Support addition of profitability metric to short-term incentive program

Differentiated metrics between 2024 short-term and long-term incentive programs

Added adjusted EBITDA as performance metric (weighted 50%) for 2024, incentivizing single-year achievement of both revenue and profitability

Long-Term Incentive Compensation Program Design

Prefer multi-year performance period for PSU program

Prefer differentiation in company performance metrics between short- and long-term incentive programs

Support addition of profitability metric to long-term incentive program

Support for 2023 increase in allocation of PSU awards in our long-term incentive program—to 50% in 2023 from 40% in 2022—for our non-CEO Named Executive Officers

Introduced multi-year performance goals for 2024 PSU awards, measuring performance at the end of years 2025 and 2026 rather than at the end of 2024

Differentiated metrics between 2024 short-term and long-term incentive programs

Added year-over-year revenue growth and adjusted EBITDA margin as performance metrics for 2024 PSU awards, incentivizing sustainable, multi-year growth

The new performance metrics incorporated into our short- and long-term incentive programs align with our strategic objectives and evolving business, incentivize long-term performance, and tie executive compensation to stockholder value creation. In addition, measuring the performance of metrics in each of the second and third year following the PSU grant motivates long-term performance.

2024 Proxy Statement47

We believe these changes incorporated into our 2024 executive compensation program both respond to stockholder concerns and represent the continued evolution in setting clear performance objectives that create incentives to deliver short- and long-term results that increase stockholder value. A summary of this evolution of our executive compensation program from 2022 to 2024 is below.

 202220232024

Short-Term

Incentives

 

Performance Period: 1 year

 

Metric:

 

      Compensation Program Revenue (100%)

 

Performance Period: 1 year 

 

Metrics:

 

      Compensation Program Revenue (100%) 

      Individual Performance Adjustment (+/- 20%)(1)

 

Performance Period: 1 year 

 

Metrics:

      Revenue (50%)

      Adjusted EBITDA (50%)

      GSV modifier 

      Individual Performance Adjustment (+/- 20%)(1)

Long-Term

Incentives

 

PSU / RSU Mix:

 

      CEO: 60% / 40%

      Other NEOs: 40% / 60%

 

PSU Performance Period: 1 year

PSU / RSU Mix:

 

      CEO: 60% / 40%

      Other NEOs: 50% / 50%(2)

 

PSU Performance Period: 1 year

PSU / RSU Mix:

 

      CEO: 60% / 40% 

      Other NEOs: 50% / 50%

 

PSU Performance Period: Multi-Year

 

      Measure performance in each of 2025 and 2026, with up to 50% of maximum PSUs vesting based on performance during each year 

PSU Metric:

 

      Compensation Program Revenue (100%)

PSU Metric:

 

     Compensation Program Revenue (100%)

PSU Metrics:

 

      Year-over-year revenue growth percentage

 

      Adjusted EBITDA margin

RSU Vesting: 4-year quarterlyRSU Vesting: 4-year quarterlyRSU Vesting: 4-year quarterly

(1)The individual performance adjustment is not applicable to our CEO.
(2)Ms. Gessert did not receive a 2023 PSU award given her employment start date of April 25, 2023.

For more information on the key feedback from our stockholders related to our executive compensation program and our 2023 Say-On-Pay vote, see “Corporate Governance—Stockholder Engagement—Fall 2023 Stockholder Engagement.”

Our compensation committee is authorizedwill continue to retaincarefully consider the services of one or more executive compensation advisors, as it sees fit, in connection with the establishmentresults of our executiveSay-on-Pay proposals, as well as stockholder feedback received throughout the year, when making decisions on the design and structure of our compensation programs and related policies. In fiscal 2019, the compensation committee continued to retain Compensia Inc., a national compensation consulting firm with compensation expertise relating to technology companies, to provide it with market information, analysis and other advice relating to executive compensation on an ongoing basis. The compensation committee engaged Compensia Inc. to, among other things, assist in developing an appropriate group of peer companies to help us determine the appropriate level of overall compensationprogram for our executive officers, as well as decisions on individual executive officer compensation.

In addition, consistent with the recommendation of our board of directors and the preference of our stockholders as reflected in the non-binding, advisory stockholder vote on the frequency of future Say-on-Pay proposals held at our 2020 annual meeting of stockholders, we intend to assesshold a Say-on-Pay vote every year. This policy will remain in effect until the next stockholder vote on the frequency of Say-on-Pay proposals, which is expected to be held at our 2026 annual meeting of stockholders.

Executive Compensation Philosophy, Objectives, and 2023 Pay Program Overview

Our executive compensation philosophy is to provide a competitive compensation program that attracts and retains talented executives, including our Named Executive Officers, and that aligns their economic interests with those of our stockholders by motivating and rewarding the achievement of our short- and long-term business objectives, thereby creating sustainable long-term value for our stockholders.

482024 Proxy Statement


Consistent with this philosophy, we designed our executive compensation program to achieve the following primary objectives:

Compensation Objectives
Attract, motivate, incentivize, and retain employees at the executive level who contribute to our long-term success
Provide competitive compensation packages to our executives
Reward the achievement of our business objectives
​Align the economic interests of our employees with those of our stockholders by focusing on long-term incentive compensation in the form of equity awards that correlate with the growth of sustainable long-term value for our stockholders

We structure the annual compensation of our Named Executive Officers using three principal elements: annual base salary, a short-term incentive compensation opportunity in the form of an annual performance bonus, and long-term incentive compensation opportunities in the form of equity awards.

Annual Base SalaryShort-Term IncentivesLong-Term Incentives
Annual Performance BonusPerformance-Based PSUsTime-Based
RSUs
Performance-based incentives

We design our executive compensation program to promote the interests of our stockholders by aligning the economic interests of our Named Executive Officers and stockholders and linking pay with performance. We therefore seek to ensure that a meaningful portion of our Named Executive Officers’ annual target total compensation is “at risk” and variable in nature based on performance. To date, we have emphasized variable “at-risk” compensation through two separate compensation elements:

Short-term incentives. Short-term incentives can be earned through participation in our annual performance bonus plan. The annual performance bonus plan provides payments if our Named Executive Officers produce short-term company performance results that meet or exceed certain pre-established annual financial targets determined from time to time by us and approved by the compensation committee. The annual performance bonus plan provides that this annual performance bonus may then be increased or decreased by up to 20% based on a Named Executive Officer’s (other than Ms. Brown, to whom the individual performance adjustment does not apply) individual performance in 2023 as determined in the discretion of Ms. Brown.

Long-term incentives. We grant PSU awards and RSU awards to our Named Executive Officers, the value of which depends on both our short-term and long-term financial performance, which influences the value of our common stock, thereby incentivizing our Named Executive Officers to build sustainable long-term value for the benefit of our stockholders.

Through the use of these variable pay elements, a substantial portion of our Named Executive Officers’ annual target total compensation varies based on our performance, with the value ultimately received subject to variability above or below target levels commensurate with our actual performance. We believe this compensation program design provides balanced incentives for our Named Executive Officers to meet our business objectives and drive long-term growth. The compensation committee aims to maintain an appropriate “pay-for-performance” alignment with an emphasis on long-term stockholder value creation.

2024 Proxy Statement49

In addition, we align the long-term economic interests of our Named Executive Officers with the long-term interests of our stockholders by weighting the elements of our executive compensation program heavily toward equity compensation. This weighting is demonstrated by Ms. Brown’s pay-mix for 2023 set forth below:

Description: Chart

We have not adopted policies or established guidelines for allocating compensation between current and long-term compensation, between cash and non-cash compensation, or among different forms of non-cash compensation. As our needs evolve and as circumstances require, we intend to reevaluate our executive compensation philosophy, primary objectives, and program design.

Executive Compensation Policies and Practices

We endeavor to maintain sound governance standards consistent with our executive compensation policies and practices. The compensation committee evaluates our executive compensation program on at least an annual basis to ensure that it is consistent with our short-term and long-term goals given the dynamic nature of our business and the market in which we compete for executive talent. The following summarizes our executive compensation and related policies and practices:

What We Do
Independent compensation committee and advisorsAll members of our compensation committee are independent directors, and the compensation committee engages its own independent compensation consultant to advise on executive and director compensation matters
Annual executive compensation reviewOur compensation committee conducts a robust annual review of our executive compensation program with the assistance of its compensation consultant, including a review of peer company compensation and broad-based compensation surveys to understand market compensation levels
Pay-for-performance philosophyWe align executive compensation with the interests of our stockholders by emphasizing pay-for-performance and weighting equity more heavily in our total compensation mix
Stock ownership guidelinesWe maintain stock ownership guidelines for our executive officers and directors requiring significant sustained ownership of our common stock to align the interests of our executive officers and directors with those of our stockholders
Clawback policyWe maintain a Clawback Policy for our executive officers that requires recoupment of certain incentive-based compensation in the event we adjust or restate our financial statements and that permits further discretionary recoupment of compensation paid to our executive officers and certain other employees in certain circumstances
Thoughtful, ongoing succession planningOur board regularly evaluates its succession planning to ensure that we are well positioned to continue to execute on our corporate strategy
Rigorous performance goalsShort- and long-term goals in our incentive program are rigorous and designed to enhance stockholder value
Robust stockholder engagementCommitted to a robust, ongoing stockholder engagement program and strongly consider stockholder feedback as a basis to enhance our executive compensation program and corporate governance practices
Annual compensation risk assessmentThe compensation consultant conducts a risk assessment annually to evaluate whether our executive compensation program presents any risks that are reasonably likely to have a material adverse impact on Upwork
Compensation is heavily performance basedApproximately 94% of our CEO’s and on average approximately 83% of the other NEOs’ 2023 annualized target compensation is at risk

502024 Proxy Statement

What We Don’t Do
No “single-trigger” change in control arrangementsXWe do not maintain any arrangements that require single-trigger change in control payments or acceleration of equity awards to our Named Executive Officers upon a change in control of Upwork
No executive retirement plansXWe do not offer our Named Executive Officers any executive-specific retirement benefits
No hedging transactionsXOur insider trading policy prohibits our Named Executive Officers and directors from entering into hedging transactions involving Upwork securities
No pledging transactionsXOur insider trading policy prohibits our Named Executive Officers and directors from pledging Upwork securities without pre-approval by our compliance officer, which may be granted only in the case of collateral for a loan where the pledging person has clearly demonstrated an ability to repay the loan without resort to the pledged securities
No excise tax reimbursements or “gross ups” for change-in-control paymentsXWe do not provide our Named Executive Officers with any excise tax gross ups or other payment or reimbursement of excise taxes on severance in connection with a change in control of Upwork
No excessive perquisitesXLimited perquisites for Named Executive Officers that are not available to all employees

Compensation-Setting Process

1. Annual Review

2. Discussion and

Compensation Setting

3. Ongoing Dialogue

The compensation committee conducts an annual evaluation of our executive compensation program and our Named Executive Officers’ compensation to determine potential changes for the next fiscal year

The process includes reviewing compensation information for peer companies and broad-based compensation surveys to understand market compensation levels, as well as considering feedback received from our stockholders through our stockholder engagement program

Our CEO reviews the performance of our other Named Executive Officers based on their performance overall and against business objectives established for them for the prior fiscal year, and then shares these evaluations with, and makes recommendations to, the compensation committee

The compensation committee reviews and discusses our CEO’s recommendations as well as the CEO's performance overall and against business objectives and financial performance of the company. In consultation with its compensation consultant, the compensation committee then sets the target total compensation for each Named Executive Officer

Our CEO attends meetings of our board of directors and the compensation committee at which executive compensation matters are addressed, except for discussions involving her own compensation

The compensation consultant attends the meetings of the compensation committee as requested

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Role of the Compensation Committee

The compensation committee has the overall responsibility for overseeing our compensation and benefits plans, policies, and practices generally and with respect to our Named Executive Officers.

In carrying out its responsibilities, the compensation committee evaluates our compensation policies and practices for alignment with our executive compensation philosophy, develops compensation-related strategies, makes decisions that it believes further our philosophy and/or align with compensation best practices, and reviews the performance of our Named Executive Officers when making decisions about their compensation.

Each year, the compensation committee conducts an evaluation of our executive compensation program to determine if any changes are appropriate. The compensation committee also conducts an annual review of the compensation arrangements of our Named Executive Officers during the first quarter of the fiscal year. The compensation committee’s authority, duties, and responsibilities are further described in its charter, which is reviewed annually by the compensation committee and revised as warranted. The compensation committee may form subcommittees and delegate, either exclusively or non-exclusively, authority to subcommittees or to our CEO as the compensation committee deems appropriate, subject to any restrictions under applicable law, listing rules of Nasdaq, rules of the SEC, and our restated certificate of incorporation and bylaws. The charter is available in the “Investor Relations” section of our website, which is located at investors.upwork.com, by clicking on “Documents & Charters” in the “Governance” section of the website.

In making its decisions, including with respect to the compensation of our Named Executive Officers, the compensation committee retains a compensation consultant (as described in “—Role of Compensation Consultant” below) to provide support in its review and assessment of our executive compensation program.

Setting Target Total Compensation

Typically, during the first quarter of the fiscal year or more frequently as warranted, the compensation committee reviews the annual base salaries, annual performance bonus opportunities, and long-term incentive compensation opportunities of our Named Executive Officers and all related performance criteria. Adjustments are generally effective in the first quarter of the fiscal year or at the time of a promotion, as the case may be.

The compensation committee does not establish a specific target for formulating the target total compensation of our Named Executive Officers. Instead, in consultation with its independent compensation consultant, the compensation committee weighs various considerations, including the following:

our executive compensation program objectives;

our performance against the financial, operational, and strategic objectives established by the compensation committee and our board of directors;

each individual Named Executive Officer’s knowledge, skills, experience, qualifications, tenure, and scope of roles and responsibilities relative to other similarly situated executives at the companies in our compensation peer group and in selected broad-based compensation surveys;

the prior performance of each individual Named Executive Officer, based on a subjective assessment of his or her contributions to our overall performance, ability to lead his or her business unit or function, and work as part of a team, all of which reflect our core values;

the potential of each individual Named Executive Officer to contribute to our long-term financial, operational, and strategic objectives;

our CEO’s compensation relative to that of our other Named Executive Officers, and compensation parity among our Named Executive Officers;

our financial performance relative to our compensation and performance peers;

the compensation practices of the companies in our compensation peer group and in selected broad-based compensation surveys and the positioning of each Named Executive Officer’s compensation in a ranking of peer company compensation levels based on an analysis of competitive market data; and

the recommendations of our CEO with respect to the compensation of our Named Executive Officers (except with respect to her own compensation).

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These factors provide the framework for compensation decision-making and final decisions regarding the compensation opportunity for each separateNamed Executive Officer. No single factor is determinative in setting compensation levels, nor is the impact of any individual factor on the determination of pay levels quantifiable.

The compensation committee does not engage in formal benchmarking against other companies’ compensation programs or practices to establish our compensation levels or make specific compensation decisions with respect to our Named Executive Officers. The compensation committee believes that overreliance on benchmarking can result in compensation that is unrelated to the value delivered by our Named Executive Officers because compensation benchmarking does not take into account the specific performance of the Named Executive Officers or our relative size and performance.

Instead, in making its determinations, and in consultation with its compensation consultant, the compensation committee reviews compensation information for a representative group of peer companies to the extent that the executive positions at these companies are considered comparable to our executive officers’ positions and informative of the competitive environment. The compensation committee also reviews broad-based compensation surveys to understand market compensation levels. These principles and processes apply to both cash and equity-based compensation granted under our executive compensation program.

Role of Management

In discharging its responsibilities, the compensation committee works with members of our management, including our CEO. Our management assists the compensation committee by providing information on corporate and individual performance and management’s perspective on compensation matters. The compensation committee solicits and reviews our CEO’s proposals with respect to program structures, as well as our CEO’s recommendations for adjustments to annual cash compensation, long-term incentive compensation opportunities, and other compensation-related matters for our Named Executive Officers (except with respect to her own compensation) based on our CEO’s evaluation of their performance for the prior fiscal year.

At the beginning of each fiscal year, our CEO reviews the performance of our other Named Executive Officers based on their overall performance and performance against business objectives established for them for the prior fiscal year and then shares these evaluations with, and makes recommendations to, the compensation committee for each element of compensation as described above. The annual business objectives for each Named Executive Officer are developed through mutual discussion and agreement between our CEO and our other Named Executive Officers and are also reviewed with our board of directors.

The compensation committee reviews and discusses our CEO’s recommendations and considers them as one factor in determining and approving our Named Executive Officers’ compensation. Our CEO also attends meetings of our board of directors and the compensation committee at which executive compensation matters are addressed, except for discussions involving her own compensation.

In addition, with respect to our other Named Executive Officers, our CEO determines the level of individual performance adjustment to each Named Executive Officer’s annual performance bonus payout as described below in “—Compensation ElementsAnnual Performance BonusIndividual Performance Adjustment.”

Competitive Positioning

The compensation committee believes that peer group comparisons are useful guides to measure the competitiveness of our executive compensation program and related policies and practices. To assess our executive compensation against the competitive market, the compensation committee reviews and considers the compensation levels and practices of a goalselect group of ensuringpeer companies.

This compensation peer group consists of technology companies that are similar to us in terms of revenue, market capitalization, and industry focus. The competitive data drawn from this compensation peer group is only one of several factors that the compensation committee considers, however, in making its compensation decisions for our Named Executive Officers.

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In February 2023, the compensation committee used the compensation peer group set forth below to analyze the compensation of our Named Executive Officers and make its initial compensation decisions for the year. This compensation peer group, which was developed in July 2022 with the assistance of the compensation committee’s independent compensation consultant after conducting a thorough review of our then-compensation peer group, was composed of publicly traded technology companies against which we offercompete for executive talent. In evaluating the companies comprising the compensation peer group, the compensation consultant specifically considered and weighed the following primary criteria, among other factors:

Primary Criteria for Compensation Peer Group Selection—July 2022
Public Company Status/LocationPublicly traded companies primarily headquartered in the United States and traded on a major U.S. stock exchange
IndustrySoftware and internet companies with a focus on online marketplaces
RevenueSimilar revenue to ours—within a range of approximately 0.5x to approximately 2.0x our revenue (based on the then-last four fiscal quarters) of approximately $531 million (approximately $265 million to approximately $1.1 billion)
Market CapitalizationSimilar market capitalization to ours—within a range of approximately 0.33x to approximately 3.0x our then 30-day market capitalization of approximately $2.5 billion (approximately $920 million to approximately $8.3 billion)

As a result, the compensation committee approved an updated compensation peer group consisting of the following companies:

2023 Compensation Peer Group
AlteryxCvent HoldingsQ2 Holdings
AppFolioEverbridgeRedfin
AppianFastlyRevolve Group
AsanaFiverr InternationalShutterstock
BlacklineLegalZoom.comSmartsheet
CarGurusLivePersonZipRecruiter
CheggMagnite

One company, Paylocity, was removed from our compensation peer group because its market capitalization was no longer within our targeted market capitalization range, and two companies, Anaplan and Stamps.com, were removed because they had been, or were in the process of being, acquired. The following three companies were added to our executive officers, individuallycompensation peer group on the basis of their similarity to us in size, revenue, market capitalization, and industry sector: Cvent Holdings, LegalZoom.com, and ZipRecruiter.

The following table shows our total revenue and market capitalization compared to the median for our 2023 compensation peer group at the time of approval by our compensation committee:

 Upwork2023 Peer Group Median
Total Revenue ($ millions)(1)531532
Market Capitalization ($ millions)(2)2,4602,716

(1)Total revenue measured as of June 30, 2022 and reflects the then-most recently reported four fiscal quarters.

(2)Market capitalization measured based on the average of the 30 trading-day period ended May 27, 2022.

The compensation committee used data drawn from the companies in our compensation peer group, as well as data from a custom data set of small- and mid-cap U.S.-based software companies drawn from the Radford Global Technology Survey database, to evaluate the competitive market when determining the target total compensation packages for our Named Executive Officers, including annual base salary, target annual performance bonus opportunities, and long-term incentive compensation opportunities. All of the compensation peer group companies that participate in the aggregate,Radford Global Technology Survey were included in the custom data set.

This compensation peer group was used by the compensation committee as a reference for understanding the competitive market for executive positions in our industry sector to set 2023 compensation for our Named Executive Officers.

The compensation committee reviews our compensation peer group at least annually and makes adjustments to its composition if warranted, taking into account changes in both our business and the businesses of the companies in the peer group.

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Role of Compensation Consultant

The compensation committee engages an independent compensation consultant to assist it by providing information, analysis, market compensation data, and other advice for our executive compensation program and the decisions resulting from its annual executive compensation review.

From January to November 2023, the compensation committee engaged Compensia, Inc., which we refer to as Compensia, to serve as its independent compensation consultant. In November 2023, the compensation committee ended its engagement with Compensia and engaged Semler Brossy Consulting Group LLC, which we refer to as Semler Brossy, to serve as its new independent compensation consultant.

During 2023, Compensia or Semler Brossy, as applicable, attended the meetings of the compensation committee (both with and without management present) as requested and provided various services, which included the following:

consultation with the compensation committee chair and other members between compensation committee meetings;

review, research, and updating of our compensation peer group;

an analysis of competitive market data for our executive positions, including our Named Executive Officer positions, and an evaluation of how the compensation we pay our executives compares both to our performance and to how the companies in our compensation peer group and/or selected broad-based compensation surveys compensate their executives;

review and an analysis of the base salary levels, annual bonus opportunities, and long-term incentive compensation opportunities of our executives, including our Named Executive Officers;

an assessment of the risk profile of our executive compensation program;

an analysis of the competitive market strategy for our equity compensation award program;

a review of best practices in equity compensation, including a burn rate analysis and strategies to mitigate the equity burn rate and reduce dilution and better use equity to execute on our equity compensation goals;

an analysis of competitive market data based on compensation peer group data and the broader technology sector for the Chief Financial Officer position;

an analysis of long-term incentive performance design considerations;

an executive retention analysis;

an evaluation of and review of disclosure in response to the SEC’s “pay-versus-performance” disclosure requirement;

a review and an analysis of competitive market data for our executive severance and change-in-control agreements;

an analysis of competitive market data for the non-employee members of our board of directors and evaluation of how the compensation we pay the non-employee members of our board of directors compares to how the companies in our compensation peer group compensate the non-employee members of their boards of directors;

a comprehensive review of our compensation program and analysis of potential updates in response to our most recent Say-on-Pay vote and stockholder feedback; and

an update on regulatory developments and market trends.

The compensation consultant reports directly to the compensation committee and its chair and serves at the discretion of the compensation committee, which reviews the engagement annually. The compensation consultant also coordinates with management for data collection and job matching for our executives. In 2023, neither Compensia nor Semler Brossy provided any services to us outside of its respective engagement with the compensation committee.

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The compensation committee has evaluated its relationships with Compensia and Semler Brossy to ensure that it believes that each such firm is competitiveindependent from management. This review process included a review of the services that each of Compensia and fair. We do not believeSemler Brossy provided, the retentionquality of those services, and the fees associated with the services provided during 2023. Based on this review, as well as consideration of the factors affecting independence set forth in Exchange Act Rule 10C-1(b)(4), Rule 5605(d)(3)(D) of the Nasdaq Marketplace Rules, and such other factors as were deemed relevant under the circumstances, the compensation committee evaluated the independence of each of Compensia and Semler Brossy and determined that no conflict of interest has arisen as a result of the work performed by Compensia Inc. creates any conflictor Semler Brossy.

Initial Compensation Arrangements for Ms. Gessert

In connection with her appointment as our Chief Financial Officer effective April 25, 2023, we entered into an employment offer letter dated March 22, 2023 with Ms. Gessert, which we refer to as the Gessert Offer Letter. Pursuant to the Gessert Offer Letter, our initial compensation arrangements with Ms. Gessert were as follows:

an annual base salary of $550,000;

a target annual bonus opportunity equal to 80% of her base salary; and

an RSU award to acquire 600,000 shares of our common stock (which was determined as the number of shares equal to $9,000,000 divided by the greater of (i) $15.00 and (ii) the average daily closing price of our common stock for the 30-day period ending on the trading day immediately prior to the date of grant, rounded down to the nearest whole share), with such award vesting with respect to 25% of the total number of shares subject to the award on May 18, 2024 and an additional 6.25% of the total number of shares subject to the award vesting on each quarterly anniversary thereafter, subject to Ms. Gessert’s continued service to Upwork on each applicable vesting date.

Ms. Gessert also entered into a Severance Agreement (as defined below) providing for certain severance payments and benefits in the event of interest.certain involuntary terminations of employment, including an involuntary termination of employment in connection with a change in control of our company, as well as our standard form of indemnification agreement, employee invention assignment and confidentiality agreement, and employee dispute resolution agreement. For a description of the payments and benefits available under Ms. Gessert’s Severance Agreement, see “—Potential Payments upon Termination or Change in Control” below.

2018 Summary Compensation Table

The following table provides information concerning compensation awardedarrangements reflected in the Gessert Offer Letter were negotiated on our behalf by Ms. Brown and our Vice President, Total Rewards and approved by our board of directors. In establishing Ms. Gessert’s initial compensation arrangements, we took into consideration the requisite experience and skills that a qualified candidate would need to earned bymanage a growing business like ours in a dynamic and ever-changing environment, the competitive market for similar positions at companies in our 2023 compensation peer group, the value of equity holdings that Ms. Gessert forfeited upon leaving her prior employer, and our existing executive compensation structure, balancing both competitive and internal equity considerations. For a summary of the material terms and conditions of the Gessert Offer Letter, see “—Other Compensation ElementsEmployment Arrangements” below.

Compensation Elements

Annual Base Salary

Compensation ElementPerformance CriteriaPerformance and Vesting PeriodsObjectives
Annual Base Salary
Alignment of base salary and performance evaluated annually
Ongoing
Attract and retain top talent through market-competitive salary levels that are commensurate with our executives’ roles, responsibilities, and expected contributions to our business

Annual base salary represents the fixed cash portion of the target total compensation of our Named Executive Officers and is an important element of compensation intended to attract and retain highly talented individuals. Generally, we use base salary to provide each Named Executive Officer with a specified level of cash compensation during the year with the expectation that he or paidshe will perform his or her responsibilities to the best of his or her ability and in our best interests. We establish the initial base salaries of our Named Executive Officers taking into consideration the individual’s position, qualifications, experience, competitive market data, and the base salaries of our other executives.

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Thereafter, the compensation committee reviews the base salaries of our Named Executive Officers each year as part of its annual compensation review, with input from our CEO (except with respect to her own base salary) and its compensation consultant, and makes adjustments as it determines to be reasonable and necessary to reflect the scope of a Named Executive Officer’s performance, individual contributions and responsibilities, position in the case of a promotion, target total compensation, and market conditions, as well as the other factors described above in “—Compensation-Setting Process—Setting Target Total Compensation.

In February 2023, the compensation committee completed its annual review of the annual base salaries of our Named Executive Officers. Following this review, the compensation committee increased the annual base salary of each of our Named Executive Officers (other than Ms. Gessert who joined us in April 2023), balancing their performance in the prior year and competitive market data.

In March 2023, in connection with her appointment as our Chief Financial Officer in April 2023, the compensation committee approved an initial annual base salary for all services rendered in all capacities during 2017 and 2018:Ms. Gessert of $550,000. See “—Compensation-Setting Process—Initial Compensation Arrangements for Ms. Gessert” above for more information.

Name and Principal Position
Year
Salary ($)
Bonus
($)
Option
Awards
($)(1)
Non-Equity
Incentive Plan
Compensation
($)(2)
All Other
Compensation
($)
Total ($)
Stephane Kasriel
2018
$
511,649
(3) 
$
 
$
8,907,075
(4) 
$
278,100
 
$
18,689
(5) 
$
9,715,513
 
President and Chief Executive Officer
2017
 
473,583
 
 
 
 
 
 
164,651
 
 
7,362
(6) 
 
645,596
 
Brian Kinion
2018
 
345,000
 
 
 
 
 
 
142,140
 
 
5,000
(7) 
 
492,140
 
Chief Financial Officer(8)
2017
 
58,160
 
 
 
 
1,929,311
 
 
16,850
 
 
1,119
(9) 
 
2,005,440
 
Hayden Brown
2018
 
365,466
(10) 
 
 
 
 
 
105,134
 
 
7,400
(11) 
 
478,000
 
Chief Marketing and Product Officer
2017
 
239,797
(12) 
 
10,196
(13) 
 
1,097,906
 
 
69,475
 
 
56,386
(14) 
 
1,473,760
 

(1)The amounts reported in the Option Awards column represent the grant date fair value of the stock options granted to our Named Executive Officers during 2017 and 2018, as applicable, as computed in accordance with ASC 718. See Note 10 to our consolidated

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financial statements included in our annual report on Form 10-KThe following table sets forth the 2023 base salary for the year ended December 31, 2018 for a discussion of the relevant assumptions used in calculating these amounts. Note that the amounts reported in this column reflect the accounting cost for these stock options, and do not correspond to the actual economic value that may be received by oureach Named Executive Officers from the stock options.Officer:

(2)The amounts reported represent incentive cash bonuses earned pursuant to our 2017 and 2018 performance bonus plans. Payments for 2018 are described in greater detail in the sections titled “—Non-Equity Incentive Plan Compensation.”

Named Executive Officer2022 Base Salary2023 Base Salary(1)Percentage Increase
Hayden Brown$550,000$570,0003.6%
Erica Gessert  N/A  $550,000  N/A
Eric Gilpin$412,000$428,4804.0%

(1)(3)The amount reported represents (i)2023 base salaries for Ms. Brown and Mr. Kasriel’sGilpin were determined in February 2023 but were retroactively effective January 1, 2023. Ms. Gessert’s base salary of $480,000 and (ii) a payment of $31,649 for accrued paid time off.
(4)The amount reported assumes the stock option was valued based on the maximum outcome of the applicable performance condition (i.e. based on 100% of performance).
(5)The amount reported represents (i) our matching contribution of $5,000 on Mr. Kasriel’s behalf under our 401(k) plan, (ii) $9,950established in family travel expenses, (iii) $3,739 paid to our disability insurance plan, and (iv) $9,950March 2023 in tax gross-up amounts in family travel expenses.
(6)The amount reported represents (i) our matching contribution of $5,000 on Mr. Kasriel’s behalf under our 401(k) plan and (ii) $2,362 paid to our disability insurance plan.
(7)The amount reported represents our matching contribution of $5,000 on Mr. Kinion’s behalf under our 401(k) plan.
(8)Mr. Kinion was hiredconnection with her appointment as our Chief Financial Officer in October 2017.April 2023 and reflects her annualized rate of base salary.

The base salaries paid to our Named Executive Officers during 2023 are set forth in the “2023 Summary Compensation Table” below.

Short-Term Incentive Compensation

2023 Short-Term Incentive Program Overview

Compensation Element(9)Performance CriteriaThe amount reported representsPerformance and Vesting PeriodsObjectives
Annual Performance Bonus

●     Compensation Program Revenue

Individual Performance Adjustment(1)

●     One-year performance period

●     Incentivize achievement of annual business objectives and reward short-term performance

●     Align compensation with business strategy through use of performance metric based on revenue growth, which was considered our matching contribution of $1,119 on Mr. Kinion’s behalf under our 401(k) plan.most important financial objective for 2023 when compensation was set in February 2023

Hold executives accountable for personal performance with +/- 20% individual performance adjustment(1)

(1)(10)The amount reported represents (i) Ms. Brown’s salary of $340,240 and (ii) a payment of $25,226 for accrued paid time off.individual performance adjustment is not applicable to our CEO.

(11)2024 Proxy StatementThe amount reported represents (i) our matching contribution of $5,000 on Ms. Brown’s behalf under our 401(k) plan and (ii) $2,400 paid to our disability insurance plan.57


We use an annual performance bonus plan to motivate our employees, including our Named Executive Officers (other than Mr. Gilpin, our former Chief Sales Officer, who participated in a separate sales compensation plan described in “—Sales Compensation Plan for Mr. Gilpin” below), to achieve our annual business goals as reflected in our annual operating plan. Typically, our compensation committee approves our annual bonus plan, including the performance criteria, during the first quarter of the year.

In February 2023, the compensation committee approved the 2023 performance criteria, bonus pool, and other terms under our annual performance bonus plan, the Upwork Inc. Performance Bonus Plan, which we refer to as the 2023 Performance Bonus Plan, to provide annual bonus awards for our employees, including certain of our Named Executive Officers, and set the target annual bonus opportunities for the members of our leadership team, including our Named Executive Officers, who were participants in the 2023 Performance Bonus Plan.

The compensation committee served as the administrator of the 2023 Performance Bonus Plan. Our board of directors and the compensation committee have the authority to amend or terminate the plan at any time and for any reason, provided that any amendment, suspension, or termination of the plan will not, without a participant’s consent, alter or impair any rights or obligations under any earned award of such participant.

Target Annual Bonus Opportunities

In February 2023, the compensation committee reviewed the target annual bonus opportunity of Ms. Brown, our only Named Executive Officer who was a participant in the 2023 Performance Bonus Plan at such time, after considering a competitive market analysis prepared by its compensation consultant, as well as the other factors described above in “—Compensation-Setting Process—Setting Target Total Compensation.

Following this review, the compensation committee determined to maintain Ms. Brown’s percentage target annual bonus opportunity at the 2022 level. Recognizing that the combination of maintaining Ms. Brown’s 2022 target annual bonus opportunity percentage and increasing her base salary positioned her target total cash compensation opportunity at levels that were competitive within the marketplace, the compensation committee determined that the target annual bonus opportunity was appropriate and incentivized retention and motivation in a highly competitive and challenging market for skilled and seasoned executive officers.

In March 2023, in connection with her appointment as our Chief Financial Officer in April 2023, the compensation committee approved an initial target annual bonus opportunity for Ms. Gessert equal to 80% of her annual base salary. See “—Compensation-Setting Process—Initial Compensation Arrangements for Ms. Gessert” above for more information. Ms. Gessert’s 2023 target annual bonus opportunity amount was pro-rated based on her employment start date as described below in “—Annual Bonus Payments.”

The following table sets forth the 2023 target annual bonus opportunities for each participating Named Executive Officer:

Named Executive
Officer
2022 Target Annual Bonus
as Percentage of Base Salary

2023 Target Annual Bonus

as Percentage of Base Salary

2023 Target Annual Bonus Opportunity(1)
Hayden Brown(1)100%100%$570,000
Erica Gessert(2)N/A80%$300,667

(1)(12)Ms. Brown’s target annual bonus opportunity was effective January 1, 2023.
(2)Ms. Brown tookGessert’s target annual bonus opportunity was established in March 2023 in connection with her appointment as our Chief Financial Officer in April 2023, and she was eligible for a 2023 annual bonus award that was pro-rated based on her employment start date.

Corporate Performance Measure

In February 2023, the compensation committee selected Compensation Program Revenue as the performance measure for the 2023 Performance Bonus Plan. The same performance measure was used for our 2022 annual performance bonus plan. For this purpose, “Compensation Program Revenue” meant our total revenue for the fiscal year ended December 31, 2023, which we refer to as the Performance Period, less the “costs of talent services to deliver managed services” for the Performance Period.

2023 Compensation Program Revenue=

2023

Total Revenue

-

2023

Costs of Talent Services to Deliver Managed Services

The computation of the Compensation Program Revenue target achievement was to be determined in our sole discretion following the Performance Period, as approved by the compensation committee. The Compensation Program Revenue metric uses a net revenue calculation for our managed services revenue to account for clients that may switch mid-year to using our managed services offering so that the achievement of bonus opportunities under our bonus plan are not impacted by the differing GAAP reporting standards for revenue from our other offerings, which are reported on a “net” basis under GAAP, and revenue from our managed services offering, which is reported on a “gross” basis under GAAP. As a result, participants are not able to achieve performance levels under the 2023 Performance Bonus Plan solely as a result of a client changing from our marketplace offering to our managed services offering mid-year.

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The compensation committee consistently reviews an array of potential performance measures to determine the appropriate metrics to drive and evaluate the strategic success of our business. The compensation committee selected Compensation Program Revenue as the sole company performance measure for the 2023 Performance Bonus Plan because in February 2023 when the compensation committee approved our 2023 executive compensation program, our primary strategic focus was revenue growth. This focus was reinforced by stockholder feedback that revenue growth was the most important metric for our business.

See “—2024 Annual Bonus Plan Refinements” for an explanation of changes made to our short-term incentive compensation program effective for 2024 in response to stockholder feedback.

Corporate Performance Calculation Mechanics

For purposes of the 2023 Performance Bonus Plan, the compensation committee determined that Compensation Program Revenue performance would be determined as a percentage achievement, which we refer to as Revenue Achievement Percentage, of our Compensation Program Revenue target for 2023 of $683,000,000, calculated by linear interpolation between the performance levels set forth in the following table:

Compensation Program Revenue
During Performance Period
Revenue Achievement Percentage
$625,000,000 and below0%
 $665,600,000  83%
 $683,000,000 (Target)  100%
$694,700,000112%
$741,100,000 and above200%

If the threshold performance level for Compensation Program Revenue was not met during the Performance Period, then the Named Executive Officer would receive no bonus, regardless of individual performance. In addition, 200% was the cap on Revenue Achievement Percentage in the event Compensation Program Revenue exceeded the highest performance level during the Performance Period.

The target level for Compensation Program Revenue under the 2023 Performance Bonus Plan was 16% greater than the target level for Compensation Program Revenue in our 2022 plan and 18% greater than our actual fiscal year 2022 Compensation Program Revenue. The threshold level for the 2023 Performance Bonus Plan represented an approximate 8% increase from the Compensation Program Revenue actually achieved in 2022. These targets reflect the compensation committee’s approach of setting aggressive targets consistent with our challenging strategic objectives and that it believes are achievable with diligent efforts within external market conditions.

Individual Performance Adjustment

In 2023, in consultation with its independent compensation consultant, our compensation committee added an individual performance adjustment to the 2023 Performance Bonus Plan to hold our employees, including our Named Executive Officers other than our CEO, accountable for personal performance and reward excellence. This individual performance adjustment component was designed to be budget-neutral such that the aggregate bonus payments to all employees remained the same as it would have been absent the individual performance adjustment component.

Under this component, following the calculation of each eligible Named Executive Officer’s Target Bonus Amount (the product of the participant Named Executive Officer’s target annual bonus opportunity multiplied by the applicable Revenue Achievement Percentage), each eligible Named Executive Officer’s bonus payout may be increased or decreased by up to 20% based on such Named Executive Officer’s individual performance in 2023.

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In determining the amount of this individual performance adjustment, Ms. Brown conducted a thorough review of each of our executive’s, including Ms. Gessert’s, performance during the year against our company’s primary business objectives for 2023. The following table sets forth the 2023 individual performance adjustment and key accomplishments for Ms. Gessert, our only Named Executive Officer that participated in the 2023 Performance Bonus Plan for whom the individual performance adjustment was applicable:

Named Executive OfficerIndividual Performance AdjustmentKey Accomplishments
Erica Gessert+13%

Instrumental in leading our strategic shift to durable, profitable growth on an accelerated timeline in a dynamic macro environment

Managed capital allocation initiatives, including the implementation of our share repurchase program

Oversaw the acquisition of AI company Headroom, through which we welcomed Andrew Rabinovich as our head of AI and machine learning

Helped deliver proactive and strategic investor relations and stockholder engagement programs

This individual performance component is not applicable to our CEO who is ultimately responsible for, and therefore whose performance is measured solely on, company performance. Ms. Brown’s actual bonus was therefore to be determined on the basis of the formula set forth below, without application of the individual performance adjustment.

Annual Bonus Plan Formula

The following formula was used to calculate the annual bonuses paid to participants under the 2023 Performance Bonus Plan:

Bonus Payment
=
2023 Base
Salary
×

2023 Target

Annual Bonus

Opportunity

×

Revenue

Achievement

Percentage


+/-
Individual
Performance
Adjustment

For purposes of the 2023 Performance Bonus Plan:

“2023 Base Salary” meant the amount of base salary actually earned and paid to the participant during 2023 (on a pre-tax basis), excluding (i) bonuses, commissions, overtime pay, or the value of any equity securities, or any employee benefits or other compensation paid to the participant (for example, the Section 401(k) plan employer match) and (ii) any compensation paid to the participant in respect of inactive employment by us (for example, a leave of absence for a portion of 2017.
(13)The amount reported represents a spot bonus paid to Ms. Brown.
(14)The amount reported represents (i) our matching contribution of $5,000 on Ms. Brown’s behalf under 401(k) plan, (ii) $1,898 paid to our disability insurance plan, and (iii) $49,488 paid by us to Ms. Brown during a leave of absence.absence).

The “Individual Performance Adjustment” was not applicable to our CEO.

Annual Bonus Payments

In February 2024, the compensation committee determined that we achieved Compensation Program Revenue of $651.3 million in 2023, representing a Revenue Achievement Percentage of 54% for purposes of our 2023 Performance Bonus Plan.

602024 Proxy Statement


The following table sets forth the bonus paid to each Named Executive Officer participant under the 2023 Performance Bonus Plan:

Named Executive Officer(1)

Target Annual Bonus Opportunity

(as Percentage of Base Salary)

Target Annual Bonus(2)Revenue Achievement PercentageIndividual Performance AdjustmentEarned Annual Bonus Award(2)

Earned Annual Bonus Award

(as Percentage of Base Salary)(2)

Hayden Brown100%$570,00054%N/A$307,80054%
Erica Gessert80%$300,66754%+13%$183,46749%

(1)Mr. Gilpin was not a participant in the 2023 Performance Bonus Plan as he participated in a separate sales compensation plan, as described below in “—Sales Compensation Plan for Mr. Gilpin.”
(2)Target annual bonus opportunity and actual earned annual bonus award for Ms. Gessert were pro-rated for her employment start date of April 25, 2023. The amount in the last column for Ms. Gessert is calculated as a percentage of the base salary Ms. Gessert earned during 2023, rather than her annual base salary rate.

Sales Compensation Plan for Mr. Gilpin

As noted above, our former Chief Sales Officer, Mr. Gilpin, did not participate in our 2023 Performance Bonus Plan and instead participated in a separate sales compensation plan. Under this plan, Mr. Gilpin’s annual cash incentive for 2023 was based on his ability to manage our sales organization to (i) achieve our annual enterprise revenue quota and reward him for growing our enterprise accounts for the year and (ii) achieve our annual enterprise subscription quota and reward him for our sales team’s enterprise bookings efforts for the year. Each of these performance incentives was weighted 50% for purposes of Mr. Gilpin’s 2023 annual cash incentive compensation. In 2023, Mr. Gilpin’s target annual cash incentive opportunity was $428,480, which was equal to 100% of his 2023 annual base salary. In addition, each performance incentive included an additional multiplier if either enterprise revenue or enterprise bookings for the year exceeded his annual quota.

These incentive payments were to be calculated and paid quarterly based on our actual annual enterprise revenue attainment and our actual annual enterprise bookings attainment as measured against the applicable quarterly enterprise revenue and enterprise bookings quotas, respectively, for our sales organization.

Mr. Gilpin’s quarterly payment was capped at 120% of his target incentive payments in the first through third quarters, with no cap on his payments for the fourth quarter. These caps were designed to prevent payment beyond full year performance in the event the attainment goals were exceeded in the first three quarters but significantly underperformed in the fourth quarter.

Mr. Gilpin’s sales compensation plan also included additional payments if our total annual enterprise revenue for the year and total annual enterprise bookings for the year exceeded our annual enterprise revenue and annual enterprise bookings quotas, respectively.

To be eligible for any payment under his sales compensation plan, Mr. Gilpin had to be employed on the last calendar day of the quarter for which the cash incentive payment was calculated.

In April 2023, the compensation committee approved changes to the 2023 sales compensation plan for Mr. Gilpin, reflecting reductions in certain key performance indicators and milestones in connection with a reduction in our Enterprise team headcount in February 2023.

We are not disclosing the target level for our annual enterprise revenue quota and annual enterprise bookings quota because we believe to do so would be competitively harmful, as it would give our competitors valuable insight into our strategic and financial planning processes. However, the target performance level for each performance incentive was increased from both the target performance level and our actual performance from the prior year, representing an aggressive level of performance that we believed Mr. Gilpin and our sales organization could achieve with diligent effort.

For purposes of his annual cash incentive compensation, Mr. Gilpin’s payments were calculated quarterly based on the total revenue attributable to his enterprise accounts compared to the applicable year-to-date quota and the total enterprise bookings compared to the applicable year-to-date quota. For this purpose, achievement of the quota for each quarterly measurement period (ending March 31, June 30, September 30, and December 31, 2023, respectively) meant the enterprise revenue or enterprise bookings actually attributable to the period calculated as a percentage of the quota for the period. For example, if the enterprise revenue quota for the period was $1,000 and we achieved enterprise revenue for the period of $610, Mr. Gilpin would be considered to have achieved 61% of his quota. The same formula was applicable to his annual enterprise bookings quota. Mr. Gilpin’s year-to-date total quota attainment was required to be greater than 50% to be eligible for payment.

2024 Proxy Statement61


In addition, in the event that the sales organization exceeded our annual enterprise revenue quota or annual enterprise bookings quota, as the case may be, in addition to his quarterly cash incentive payment, Mr. Gilpin was eligible to receive an additional payment equal to ten times (10x) attainment over the quota for the applicable annual enterprise revenue or enterprise bookings quota, as the case may be, for each performance incentive, which we refer to as the Accelerated Payment. There was no cap on the Accelerated Payment (which was payable after the end of the year) in addition to the quarterly payments described above. Further, in the event that the sales organization attained between 50% and 100% of our annual enterprise revenue quota or annual enterprise bookings quota, as the case may be, Mr. Gilpin’s payment was subject to a decelerator equal to two times (2x) of each dollar not generated toward the applicable annual enterprise revenue or enterprise bookings quota, as the case may be.

As previously disclosed, Mr. Gilpin transitioned from his role as our Chief Sales Officer into a Sales Advisor effective May 3, 2023, and his employment with us terminated effective June 30, 2023. As a result, Mr. Gilpin was no longer eligible to participate in or receive any incentive compensation under the sales compensation plan for periods following May 3, 2023. Mr. Gilpin earned an annual cash incentive payment under his sales compensation plan in 2023 in the aggregate amount of $49,801, representing approximately 12% of his 2023 target annual cash incentive opportunity.

The annual bonuses and sales compensation awarded to our Named Executive Officers for 2023 are set forth in the “2023 Summary Compensation Table” below.

Bonus for Interim Role

In addition to his role as our former Chief Sales Officer, Mr. Gilpin served as the interim leader of our Enterprise business unit from December 2022 until he transitioned out of his executive role on May 3, 2023. As consideration for the expanded responsibilities taken on by Mr. Gilpin in this interim role, he received a quarterly cash bonus of $20,000 per quarter, pro-rated based on the days in each quarter in which Mr. Gilpin served in this interim leadership role. As a result, Mr. Gilpin received aggregate bonus payments with respect to this interim role of $30,813 in 2023.

2024 Annual Bonus Plan Refinements

In 2023, we adjusted our overall business strategy to pursue durable and profitable growth. To reinforce this strategy, we have adopted a new performance metric structure for our 2024 short-term incentive program. Company performance in 2024 will be assessed against revenue and adjusted EBITDA performance goals set by the compensation committee. To encourage management efforts to promote activity on our marketplace, we have also enabled a bonus funding modifier for the achievement of strong GSV growth, and an individual performance adjustment will continue to apply. See “—Executive Summary—Executive Compensation Program Progression and Stockholder Engagement” above for more information.

622024 Proxy Statement


Long-Term Incentive Compensation

2023 Long-Term Incentive Program Overview

Compensation ElementPerformance Criteria
Performance and Vesting PeriodsObjectives
Performance-Based PSUs

Compensation Program Revenue

Service-based vesting

One-year performance period

Vesting:

25% of Earned PSUs (as defined below) vest following one-year performance period

Remainder of Earned PSUs vest quarterly over following three-year period subject to continued service

Align the economic interests of our executives with long-term interests of our stockholders

Incentivize achievement of annual business objectives and reward long-term performance

Motivate long-term sustainable value creation

Promote retention of top talent

Align compensation with business strategy through use of performance metric based on revenue growth, which was considered our most important financial objective for 2023 when PSUs were granted in February 2023

Time-Based RSUs
Service-based vesting
Vesting over a four-year period subject to continued service

Align the economic interests of our executives with long-term interests of our stockholders

Motivate long-term sustainable value creation

Promote retention of top talent

We view long-term incentive compensation in the form of equity awards as a critical element of our executive compensation program, and overall Named Executive Officer compensation is weighted significantly in favor of equity compensation. We use equity awards to incentivize and reward our Named Executive Officers for long-term corporate performance based on the value of our common stock and, thereby, to align the interests of our Named Executive Officers with those of our stockholders. The realized value of these equity awards bears a direct relationship to our stock price, and, therefore, these awards are an incentive for our Named Executive Officers to create long-term value for our stockholders. Equity Compensation

From time to time,awards also help us retain and reward qualified executives in a competitive market. Typically, we granthave granted equity awards to our Named Executive Officers whichas part of the compensation committee’s annual review of our executive compensation program.

For 2023, the compensation committee elected to grant long-term incentive compensation in the following forms:

RSU awards with time-based vesting requirements that may be settled for shares of our common stock; and

PSU awards with both performance-based and time-based vesting requirements that, if earned, may be settled for shares of our common stock. See “—2023 Equity Awards” for more information.

The compensation committee grants RSU awards because they enable us to incentivize and retain our Named Executive Officers using fewer shares of our common stock than would be necessary if we used stock options. We grant PSU awards because they must be earned through the satisfaction of pre-established company performance targets, thereby compensating our executives for achieving our most important business objectives and further aligning the economic interests of our executives with those of our stockholders.

2024 Proxy Statement63


To date, the compensation committee has not applied a rigid formula in determining the size and form of the equity awards to be granted to our Named Executive Officers. Instead, the compensation committee exercises its judgment to create a meaningful opportunity for reward predicated on the creation of long-term stockholder value, taking into consideration various factors in its business judgment, including the following:

the retention value of the equity compensation held by the Named Executive Officer;

the cash compensation received by the Named Executive Officer;

a competitive market analysis prepared by its compensation consultant;

the recommendations of our CEO (except with respect to her own equity awards);

the amount of equity compensation held by the Named Executive Officer (including the current economic value of his or her unvested equity and the ability of these unvested holdings to satisfy our retention objectives); and

certain other factors described in “—Compensation-Setting Process—Setting Target Total Compensation” above.

2023 Equity Awards

The following table sets forth the equity awards granted to our Named Executive Officers in 2023:

Named Executive
Officer
RSU Awards (Shares)PSU Awards (Target
Shares)
PSU Awards
(Maximum Shares)
PSU Awards (Target
Shares) as Percentage
of Total Long-Term
Incentive Opportunity
Hayden Brown293,333440,000880,00060%
Erica Gessert(1)600,000
Eric Gilpin(2)40,00040,00080,00050%

(1)Ms. Gessert was awarded her RSU award in connection with her appointment as our Chief Financial Officer in April 2023.
(2)Mr. Gilpin forfeited his 2023 RSU and PSU awards in connection with the termination of his employment on June 30, 2023.

In 2023, the compensation committee increased the target values of Ms. Brown’s RSU and PSU awards compared to 2022 to incentivize her retention in a competitive market for executive talent and motivate the achievement of our long-term business objectives. The compensation committee reduced the target values of Mr. Gilpin's RSU and PSU awards for 2023 from their 2022 levels due to various factors, including sales business unit and individual performance considerations and prevailing market conditions. Such changes to the target grant date values of equity awards for 2023 were made in consultation with the compensation committee’s independent compensation consultant.

The equity awards granted to our Named Executive Officers during 2023 are generallyset forth in the “2023 Summary Compensation Table” and the “2023 Grants of Plan-Based Awards Table” below.

2023 RSU Awards

In February 2023, the compensation committee approved RSU awards for Ms. Brown and Mr. Gilpin. These RSU awards vest over a four-year period, with 1/16th of the total number of shares subject to the award vesting based on each of ourquarterly anniversary after February 18, 2023, subject to the Named Executive Officer’s continued service with us. Eachus on each applicable vesting date. The RSU awards are subject to acceleration as described in “—Potential Payments upon Termination or Change in Control” below.

In March 2023, in connection with her appointment as our Chief Financial Officer in April 2023, the compensation committee approved an RSU award for Ms. Gessert. This RSU award vests over a four-year period, with 25% of our Named Executive Officers currently holds outstanding stock optionsthe total number of shares subject to purchasethe award vesting on May 18, 2024 and an additional 6.25% of the total number of shares subject to the award vesting on each quarterly anniversary date thereafter, subject to her continued service with us on each applicable vesting date. This RSU award is subject to acceleration as described in “—Potential Payments upon Termination or Change in Control” below.

The number of shares of our common stock subject to each RSU award was determined by dividing (i) the intended dollar value of each award by (ii) the greater of (a) $15.00 and (b) the average of the closing sale prices of our common stock for the 30-day period ending on the last trading day immediately preceding the grant date, rounding down to the nearest whole share.

642024 Proxy Statement


2023 PSU Awards

In February 2023, the compensation committee approved PSU awards for Ms. Brown and Mr. Gilpin. Ms. Gessert did not receive a 2023 PSU award given her employment start date of April 25, 2023. The target number of PSUs comprised 60% of the total long-term incentive compensation opportunity of our CEO, Ms. Brown, and 50% of the total long-term incentive compensation opportunity of Mr. Gilpin (up from 40% in 2022 for Mr. Gilpin).

The target number of shares of our common stock subject to each PSU award was determined by dividing (i) the intended dollar value of each award by (ii) the greater of (a) $15.00 and (b) the average of the closing sale prices of our common stock for the 30-day period ending on the last trading day immediately preceding the grant date, rounding down to the nearest whole share.

The 2023 PSU awards had both a performance-based vesting requirement and a time-based vesting requirement, as set forthdescribed below.

PSU Performance Requirement

The compensation committee selected Compensation Program Revenue15 as the performance measure for the 2023 PSU awards. The number of PSUs that could become subject to each award, which we refer to as the Earned PSUs, were to be earned on the basis of the achievement of certain pre-established Compensation Program Revenue targets for our fiscal year ended December 31, 2023, which we refer to as the Performance Period.

2023 Compensation
Program Revenue
=

2023

Total Revenue

-

2023

Costs of Talent Services to
Deliver Managed Services

This is the same definition of “Compensation Program Revenue” as used to determine bonuses under our 2023 Performance Bonus Plan, as described above. The computation of Compensation Program Revenue target achievement was to be determined in our sole discretion, as approved by the compensation committee. The Compensation Program Revenue metric uses a net revenue calculation for our managed services revenue to account for clients that may switch mid-year to using our managed services offering so that the achievement of Earned PSUs is not impacted by the differing GAAP reporting standards for revenue from our other offerings, which are reported on a “net” basis under GAAP, and revenue from our managed services offering, which is reported on a “gross” basis under GAAP. As a result, PSU recipients are not able to achieve Earned PSUs solely as a result of a client changing from our marketplace offering to our managed services offering mid-year.

The compensation committee consistently reviews an array of potential performance measures to determine the appropriate metrics to drive and evaluate the strategic success of our business. The compensation committee selected Compensation Program Revenue as the sole company performance measure for the 2023 PSU awards because in February 2023 when the compensation committee approved our 2023 executive compensation program, our primary strategic focus was revenue growth. This focus was reinforced by stockholder feedback that revenue growth was the most important metric for our business.

See “—2024 Equity Award Refinements” for an explanation of changes made to our long-term incentive compensation program effective for 2024 in response to stockholder feedback.

15 Compensation Program Revenue is not a financial measure prepared in accordance with GAAP. For more information on how we compute this non-GAAP financial measure and a reconciliation to the most directly comparable financial measure prepared in accordance with GAAP, please refer to “Appendix A: Reconciliation of Non-GAAP Financial Measures” to this Proxy Statement.

2024 Proxy Statement65


PSU Performance Calculation Mechanics

The various performance levels for our 2023 Compensation Program Revenue during the Performance Period were to be determined by linear interpolation between the following performance levels:

Compensation Program Revenue
During Performance Period

Percentage of PSUs to Become

Earned PSUs

$625,000,000 and below0%
 $665,600,000  83%
 $683,000,000 (Target)  100%
$694,700,000112%
$741,100,000 and above200%

If the threshold performance level for Compensation Program Revenue was not met during the Performance Period, then the Named Executive Officer would receive zero Earned PSUs. In addition, 200% was the cap on Earned PSUs in the “Outstanding Equity Awards at 2018 Fiscal Year-End Table”event Compensation Program Revenue exceeded the highest performance level during the Performance Period.

The target level for Compensation Program Revenue under our 2023 PSU program was 16% greater than the target level for our 2022 PSU program and 18% greater than our actual fiscal year 2022 Compensation Program Revenue. The threshold level for the 2023 PSU program represented an approximate 8% increase from the Compensation Program Revenue actually achieved in 2022. These targets reflect the compensation committee’s approach of setting aggressive targets consistent with our challenging strategic objectives and that it believes are achievable with diligent efforts within external market conditions.

PSU Time-Based Vesting Requirement

Following the Performance Period, all Earned PSUs were then subject to an additional time-based vesting requirement, such that the Earned PSUs would be settled only to the extent vested in accordance with the time-based vesting requirements described below. The material terms regarding

As soon as reasonably practicable following the completion of the Performance Period, the compensation committee was to determine and certify in writing the Compensation Program Revenue level attained during the Performance Period and the number of Earned PSUs, which we refer to as the Certification Date. Under the time-based vesting requirement, 25% of the Earned PSUs were to vest on the one-year anniversary of the vesting commencement date, February 18, 2023, and thereafter an additional 1/16th of the Earned PSUs will vest on each equity awardquarterly anniversary thereafter, subject to the Named Executive Officer’s continuous service with us on each applicable vesting date. In the aggregate, the Performance Period and the time-based vesting requirement require four years of service for the Earned PSUs to vest fully.

For the avoidance of doubt, no units subject to the PSU awards would vest prior to the Certification Date, and no units subject to the PSU awards would be eligible to vest following the Certification Date unless they were Earned PSUs.

Certification of 2023 PSU Performance

On the Certification Date, which was February 18, 2024, the compensation committee determined and certified in writing that we had attained Compensation Program Revenue for 2023 in the “Outstanding Equity Awards at 2018 Fiscal Year-End Table,” including the vesting schedule and treatment upon a changeamount of control, are described$651.3 million (calculated in the corresponding footnotes.manner described above). Based on this Compensation Program Revenue performance, 54% of the target units subject to the PSU awards were eligible to become Earned PSUs.

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Outstanding Equity Awards at Fiscal Year-End Table

The following table presents,sets forth the number of Earned PSUs with respect to 2023 PSU awards for each Named Executive Officer and the number of such Earned PSUs that vested on the one-year anniversary of the vesting commencement date for the 2023 PSU awards:

Named Executive Officer(1)

Earned PSUs

(# of units)(2)

Hayden Brown237,600

(1)Mr. Gilpin forfeited his 2023 PSU awards in connection with the termination of his employment on June 30, 2023.
(2)The Earned PSUs vested 25% on February 18, 2023 and 1/16th of the Earned PSUs shall vest on each quarterly anniversary thereafter.

662024 Proxy Statement


2024 Equity Award Refinements

In a continuing effort to align our executive compensation program with our evolving business strategy over time and to be responsive to stockholders’ feedback that encouraged the use of multi-year performance metrics, we have adjusted the structure for our 2024 PSU awards granted under our long-term incentive program. In 2024, we have granted PSU awards that will measure year-over-year revenue growth percentage and annual adjusted EBITDA margin percentage in each of 2025 and 2026 against goals set by the compensation committee at the time of grant, with up to 50% of the maximum number of PSUs granted in 2024 vesting based on performance in each of the Named performance periods, subject to the recipient’s continued service to our company through the applicable vesting date. The year 2024 is not a measurement period for the PSUs granted in 2024, reflecting our continued transition in PSU program design.

The compensation committee believes that revenue growth percentage and adjusted EBITDA margin percentage are important factors in long-term stockholder value creation as taken together they hold our executive officers accountable for driving sustainable growth, balancing increases in revenues with associated increases in costs. We believe these awards will create a strong incentive to deliver consistent growth at a profitable level that aligns with our strategic focus and supports long-term stockholder value creation. See “Executive Officers, information regarding outstandingSummary—Executive Compensation Program Progression and Stockholder Engagement” above for more information.

2021 CEO Performance Award

In January 2021, the compensation committee granted our CEO an option to purchase up to 1,500,000 shares of our common stock options heldat a per share exercise price of $38.80, which we refer to as the CEO Performance Award. Vesting of December 31, 2018.the CEO Performance Award is subject to both (i) the achievement of certain pre-established per share stock price targets and (ii) a four-year service-based vesting requirement. For a detailed analysis of the reasons for and terms and conditions of the CEO Performance Award, see our definitive proxy statement filed with the SEC on April 19, 2022 in the section entitled “Compensation Discussion and Analysis—Long-Term Incentive Compensation—Chief Executive Officer Performance Award.”

The performance-based vesting requirement of the CEO Performance Award requires the achievement of highly rigorous stock price thresholds based on a 90-day volume-based weighted average price, starting at $60 per share. As of December 31, 2018,2023, none of these stock price thresholds had been met, and no portion of the CEO Performance Award had been earned or vested. The last 90-day measurement period ends on April 18, 2026.

CEO Performance AwardNumber of Shares
Unvested at December 31, 20231,500,000
Granted
Vested (or Earned)
Unvested at December 31, 20221,500,000
Granted
Vested (or Earned)
Unvested at December 31, 20211,500,000
Granted
Vested (or Earned)
Granted at January 18, 20211,500,000

2024 Proxy Statement67


Other Compensation Elements

Health and Welfare Benefits

Our Named Executive Officers are eligible to participate in the same employee benefit plans, and generally on the same terms and conditions, as all other U.S. full-time employees. These benefits include medical, dental, and vision insurance, business travel insurance, an employee assistance program, mental health benefits, health and dependent care flexible spending accounts, basic life insurance, accidental death and dismemberment insurance, short-term and long-term disability insurance, commuter benefits, and reimbursement for mobile phone coverage.

We also sponsor a Section 401(k) retirement plan, which we refer to as the Section 401(k) Plan, that provides eligible employees, including our Named Executive Officers, with an opportunity to save for retirement on a tax-advantaged basis. U.S. employees who have attained at least 18 years of age are generally eligible to participate in the Section 401(k) Plan as of the first day of the calendar month. Participants may make pre-tax or post-tax contributions to the Section 401(k) Plan, subject to the statutorily prescribed annual limits on contributions under the Internal Revenue Code, which we refer to as the Code. Currently, we match 50% of a participant’s contributions to the Section 401(k) Plan in cash, subject to an annual maximum limit of $5,000 per employee. An employee’s interest in our match of a participant’s contributions is 100% vested after one year of service. An employee’s interest in his or her pre-tax or post-tax deferrals is 100% vested when contributed.

We design and adjust our employee benefits programs to be affordable and competitive in relation to the market as well as compliant with applicable laws and practices.

Perquisites and Other Personal Benefits

Currently, we do not view perquisites or other personal benefits as a significant component of our executive compensation program. Accordingly, we do not provide significant perquisites or other personal benefits to our Named Executive Officers except as generally made available to our employees or in situations where we believe it is appropriate to assist an individual in the performance of his or her duties, to make him or her more efficient and effective, and for recruitment and retention purposes. During 2023, none of our Named Executive Officers heldreceived perquisites or other personal benefits that were, in the aggregate, equal to $10,000 or more for any other outstanding equity awards with respect toindividual, except our CEO for whom we established a personal cybersecurity program for which we incurred costs of $29,750, which includes a $14,750 gross up for taxes payable as a result of the company.cybersecurity services.

Outstanding Equity Awards at 2018 Fiscal Year-End Table

 
Option Awards
Name
Number of
Securities
Underlying
Unexercised
Options
Exercisable (#)(1)
Number of
Securities
Underlying
Unexercised
Options
Unexercisable (#)
Equity Incentive
Plan Awards:
Number of
Securities
Underlying
Unexercised
Unearned
Options
Option
Exercise
Price ($)
Option
Expiration
Date
Stephane Kasriel
18,450(2)
 
 
 
$
2.76
 
 
04/06/2024
 
 
517,730(3)
55,011(3)
 
 
 
$
2.76
 
 
04/06/2024
 
 
831(2)
 
 
 
$
2.76
 
 
06/23/2024
 
 
2,251,572(4)
818,752(4)
 
 
 
$
3.58
 
 
04/22/2025
 
 
533,333(5)
466,667(5)
 
 
 
$
3.23
 
 
04/19/2026
 
 
18,450(2)(6)
 
 
 
$
3.04
 
 
10/30/2023
 
 
595,432(2)(6)
 
 
 
$
3.04
 
 
06/23/2022
 
 
 
 
1,860,000
(7) 
$
6.61
 
 
06/30/2028
 
Brian Kinion
280,000(8)
920,000(8)
 
 
 
$
3.68
 
 
10/29/2027
 
Hayden Brown
6,125(2)(6)
 
 
 
$
1.52
 
 
12/14/2021
 
 
112,348(9)
8,249(9)
 
 
 
$
2.76
 
 
04/06/2024
 
 
20,965(2)(6)
 
 
 
$
3.04
 
 
07/24/2023
 
 
15,642(10)
 
 
 
$
3.67
 
 
12/18/2024
 
 
78,114(11)
 
 
 
$
3.58
 
 
04/22/2025
 
 
3,334(12)
41,667(12)
 
 
 
$
3.03
 
 
12/22/2025
 
 
79,978(13)
514,142(13)
 
 
 
$
3.68
 
 
09/25/2027
 
(1)All of the outstanding equity awards described in this table were granted under our 2014 Plan, unless otherwise indicated.
(2)This stock option was fully vested as of December 31, 2018.
(3)The stock option vests with respect to 5,929 shares of our common stock underlying the stock option on the last day of each month beginning in April 2014 and ending in March 2016, 9,879 shares of our common stock underlying the stock option on the last day of April 2016, 17,787 shares of our common stock underlying the stock option on the last day of each of May 2016 and June 2016, and 18,333 shares of our common stock underlying the stock option on the last day of each month beginning in July 2016 and ending in March 2019. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”
(4)The stock option vests at a rate of 1/60th of the shares of our common stock underlying the stock option each month following the April 20, 2015 vesting commencement date. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”
(5)The stock option vests at a rate of 1/60th of the shares of our common stock underlying the stock option each month following the April 20, 2016 vesting commencement date. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”
(6)Granted under the oDesk 2004 Stock Plan, or 2004 Plan.
(7)The stock option vests upon the achievement of certain gross services volume, or GSV, and adjusted EBITDA milestones during three separate measurement periods within the period of time beginning on January 1, 2019 and ending on December 31, 2023, as well as the satisfaction of time-based requirements (specifically, that Mr. Kasriel remain employed as our chief executive officer through the achievement of each applicable performance milestone). The award is presented at maximum performance.
(8)The stock option vests at a rate of 1/5th of the shares of our common stock underlying the stock option on October 30, 2018 and 1/60th of the shares of our common stock underlying the stock option monthly thereafter. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”
(9)The stock option vests with respect to varying amounts between 1,788 and 1,790 shares of our common stock underlying the stock option on the last day of each month beginning in April 2014 and ending in December 2015, varying amounts between 1,584 and 1,586 shares of our common stock underlying the stock option on the last day of each month beginning January 2016 and ending in June 2017, and 2,750 shares of our common stock underlying the stock option on the last day of each month beginning in July 2017 and ending in March 2019. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”

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(10)The stock option vests at a rate of 1/60th of the shares of our common stock underlying the stock option each month following the December 19, 2014 vesting commencement date. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”
(11)The stock option vests at a rate of 1/60th of the shares of our common stock underlying the stock option each month following the April 15, 2015 vesting commencement date. The stock option contains an early-exercise provision and is exercisable as to the unvested shares, subject to our right of repurchase. As of December 31, 2018, 61,334 shares of our common stock subject to the stock option remained unvested. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”
(12)The stock option vests at a rate of 1/60th of the shares of our common stock underlying the stock option each month following the January 1, 2016 vesting commencement date. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”
(13)The stock option vests at a rate of 1/60th of the shares of our common stock underlying the stock option each month following the September 26, 2017 vesting commencement date. The stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change of Control.”

Non-Equity Incentive Plan Compensation

During 2018,The personal cybersecurity program for our CEO provides cybersecurity awareness training and personal cybersecurity services. This security program is not limited to providing security services at business facilities and includes providing cybersecurity services at her residence and for personal devices. We do not consider any of these security services to be a personal benefit, but rather, reasonable and necessary expenses that directly result from her role as our CEO, and we believe these cybersecurity costs are reasonable and for our and our stockholders’ benefit.

Employment Arrangements

We entered into written employment offer letters with each of our Named Executive Officers earned cash bonuseswhen they joined us, which employment offer letters were amended and restated in May 2018 in the case of Ms. Brown and Mr. Gilpin. Subsequently, Ms. Brown executed an addendum to her amended and restated employment offer letter to reflect her promotion to Chief Marketing and Product Officer effective April 1, 2019, and thereafter entered into an amended and restated offer letter dated December 8, 2019, to reflect the terms of her employment as our President and CEO effective January 1, 2020. Collectively, these amended and restated offer letters of our Named Executive Officers are referred to in this section as the Offer Letters. We believe that these arrangements were necessary to secure the continued service of these individuals in a highly competitive job market.

Each of these Offer Letters provides for “at will” employment (meaning that either we or the Named Executive Officer may terminate the employment relationship at any time with or without cause and with or without notice) and generally sets forth the Named Executive Officer’s then-current annual base salary, an indication of eligibility for participation in our annual performance bonus plan (or separate sales compensation plan in the case of Mr. Gilpin), and eligibility to participate in our employee benefit plans, including our health insurance plan and disability insurance plan, as established from time to time.

These Offer Letters also provide that each Named Executive Officer will be eligible to enter into a change in control and severance agreement, which we refer to as a Severance Agreement, based on his or her participation inposition within our 2018 performance bonus plan. Under our 2018 performance bonus plan, our Named Executive Officers werecompany. These agreements specify the severance payments and benefits that he or she will be eligible to earn bonuses based onreceive in connection with certain terminations of employment from our achieving certain GSVcompany. These post-employment compensation arrangements are discussed in “—Post-Employment Compensation and EBITDA metrics. GSV represents the total amount that clients spend on both our marketplace offerings and our managed services offering as well as additional fees we charge to users for other services. In addition, for performance above the GSV target, our board of directors,“—Potential Payments upon Termination or Change in its sole discretion, established an additional bonus pool, which was paid to certain non-executive service providers. For 2018, the target bonus amount for Mr. Kasriel was 56.25% of his salary for the year, and the target bonus amounts for Mr. Kinion and Ms. Brown were 40% and 30%, respectively, of each of their respective salary for the year. Amounts earned by Messrs. Kasriel and Kinion and Ms. Brown for 2018 under the 2018 performance bonus plan are set forth in the 2018 Summary Compensation Table in the Non-Equity Incentive Plan Compensation column.Control” below.

Offer Letters

We have entered into offer letters with Messrs. Kasriel and Kinion and Ms. Brown. Each of these offer letters provide for at-will employment and generally include the named executive officer’s initial base salary and an indication of eligibility for an annual cash incentive award opportunity.

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In addition, each of our Named Executive Officers is eligible to participate in our annual performance bonus plan, a disability plan, and employee benefit plans, including health insurance, that we offer to our employees. In addition, each of our Named Executive Officers has executed a form of our standard confidential information and invention assignment agreement. Any potential paymentsagreement and benefits dueemployee dispute resolution agreement upon a terminationthe commencement of employment or a change of control of us are further described below in “—Potential Payments upon Termination or Change of Control.”their employment.

Potential Payments upon Termination or Change in ControlPost-Employment Compensation

In May 2018, we

We have entered into change in control and severance agreementsa Severance Agreement with each of our executive officers, including our Named Executive Officers, which provideprovides for the following benefits if the executive is terminated by us without cause or, with respect to our President and Chief Executive Officer only, by the executive officer for good reason (as such terms are definedcertain protections in the changeevent of certain involuntary terminations of employment, including a termination of employment in control and severance agreement) outside ofconnection with a change in control (as such term is defined in the change in control and severance agreement)of our company, in exchange for a customarygeneral release of claims: (i)claims and compliance with a lump sum severance payment of six months base salary (twelve months for our President and Chief Executive Officer), (ii) payment of premiums for continued medical benefits for up to six months (twelve months for our President and Chief Executive Officer), and (iii) in the case of our President and Chief Executive Officer only, 50% acceleration of any then-unvested equity awards (excluding equity awards that vest, in whole or in part, upon satisfaction of performance criteria).

If the executive officer’s employment is terminated by us without cause or by the executive for good reason within the three months preceding a change in control (but after a legally binding and definitive agreementnon-disparagement covenant for a potential changeperiod of control has been executed) or within the twelve24 months following a change in control, the change in control and severance agreements provide the following benefits in exchange for a customary release of claims: (i) a lump sum severance payment of twelve months base salary (eighteen months for our President and Chief Executive Officer), (ii) a lump sum payment equal to the executive officer’s then-current target bonus opportunity on a prorated basis, (iii) 100% acceleration of any then-unvested equity awards (excluding equity

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awards that vest, in whole or in part, upon satisfaction of performance criteria), and (iv) payment of premiums for continued medical benefits for up to twelve months (eighteen months for our President and Chief Executive Officer).separation from us. Each change in control and severance agreementSeverance Agreement is in effect for three years, with automatic renewals for new three-year periods unless notice is given by us to the executive officerNamed Executive Officer three months prior to expiration.the date on which the agreement would otherwise renew.

We believe these Severance Agreements provide reasonable compensation in the form of severance pay and certain limited benefits to the Named Executive Officer if his or her employment with us is terminated under certain circumstances to facilitate his or her transition to new employment. Further, we seek to mitigate any potential employer liability and avoid future disputes or litigation by requiring a departing Named Executive Officer to sign a separation and release agreement in a form prescribed by us providing for a general release of all claims as a condition to receiving post-employment compensation payments or benefits. We believe that these agreements help maintain our Named Executive Officers’ continued focus on their assigned duties to maximize stockholder value if there is a potential change in control transaction and mitigate the risk of subsequent disputes or litigation. The terms and conditions of these agreements were approved by our board of directors after an analysis of competitive market data in consultation with the compensation committee’s compensation consultant and are periodically reassessed to confirm that they remain appropriate as compared against competitive market practices.

Under the Severance Agreements, all payments and benefits in the event of a change in control of our company are payable only if there is a connected loss of employment by a Named Executive Officer (a so-called “double-trigger” arrangement). We use this double-trigger arrangement to protect against the loss of retention value following a change in control and to avoid windfalls, both of which could occur if vesting of either equity or cash-based awards accelerated automatically as a result of the transaction alone.

In the event of a change in control of our company, to the extent Section 280G or 4999 of the Code is applicable to a Named Executive Officer, such individual is entitled to receive either a:

payment of the full amounts specified in his or her agreement to which he or she is entitled; or

payment of such amount that is $1.00 less than the amount that would otherwise trigger the excise tax imposed by Section 4999, depending on which results in the Named Executive Officer receiving a higher amount after taking into account all federal, state, local, and foreign income, employment, and other taxes and the excise tax imposed by Section 4999.

We are not obligated to provide excise tax payments, which we refer to as gross ups, to any of our executive officers, including our Named Executive Officers.

We believe that having in place reasonable and competitive post-employment compensation arrangements, including in the event of a qualifying termination in connection with or within specified periods before or after a change in control of our company, are essential to attracting and retaining highly qualified executive officers. The compensation committee does not consider the specific amounts payable under the post-employment compensation arrangements when determining our Named Executive Officers’ compensation. We do believe, however, that these arrangements are necessary to offer competitive compensation packages.

An award agreement for equity awards that vest upon satisfaction of performance criteria may provide for acceleration upon a change in control. In the case of our CEO, his outstanding performance option vests 100% on an involuntary termination or upon a change in control if certain minimum performance metrics are satisfied; however, in no case will the performance option accelerate vesting unless GSV growth is equal to or greater than 25% and the Company is EBITDA positive for the relevant period.

The benefits under the change in control and severance agreementsSeverance Agreements supersede all other cash severance and vesting acceleration arrangements (excluding equity awards that vest, in whole or in part, upon satisfaction of performance criteria, which will be governed by the terms of the applicable performance basedperformance-based equity awards).

For detailed descriptions of the post-employment compensation arrangements with our Named Executive Officers, as well as an estimate of the potential payments and benefits payable thereunder, see “Potential Payments upon Termination or Change in Control” below.

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Transition and Separation Agreement with Mr. Gilpin

In April 2023, Mr. Gilpin, our former Chief Sales Officer, was notified that he was being terminated from his position. To facilitate a smooth transition of his responsibilities, Mr. Gilpin remained employed by us through June 30, 2023 in the capacity of Sales Advisor. On May 2, 2023, we entered into an agreement with Mr. Gilpin, which we refer to as the Gilpin Transition Agreement. Pursuant to the Gilpin Transition Agreement, subject to his execution of a release of claims in favor of our company, Mr. Gilpin was entitled to the following payments and benefits following June 30, 2023, his last day of employment:

a lump sum payment equal to six months of his annual base salary; and

reimbursement for any insurance premium payments paid by him to continue receiving coverage for himself and his covered dependents under the Consolidated Omnibus Budget Reconciliation Act of 1985, as amended, which we refer to as COBRA, until the earlier of (a) the effective date on which he became covered by a substantially equivalent health insurance plan of a subsequent employer, (b) six months following his last date of employment, and (c) the date he was no longer eligible for COBRA benefits.

Mr. Gilpin’s outstanding equity awards continued to vest through his last date of employment, and the portion that was unvested at such time was forfeited upon the termination of his employment.

Confidentiality, Non-Competition, and Non-Solicitation Agreements

Our Named Executive Officers have each entered into agreements containing confidentiality, non-competition, and non-solicitation covenants. Under these agreements, our Named Executive Officers have agreed to refrain from (i) disclosing our proprietary information in perpetuity, (ii) competing with us or soliciting our clients or customers during the period of their employment, and (iii) soliciting our employees or consultants for a period of 12 months following the termination of their employment (to the extent permitted by applicable law).

401(k)

Other Compensation Policies

Stock Ownership Guidelines

We have adopted Stock Ownership Guidelines designed to encourage our executive officers and members of our board of directors to achieve and maintain a meaningful ownership stake in our company, thereby aligning their interests with those of our stockholders and promoting a long-term perspective in their management of our company.

Our executive officers and the members of our board of directors are expected to accumulate shares of our common stock toward target ownership levels that are based on a multiple of their respective base salary or annual retainer, as the case may be. Shares underlying unexercised or unvested equity awards are not considered owned for purposes of the Stock Ownership Guidelines. Currently, the market value of the qualifying shares that each executive officer or member of our board of directors is required to own is as follows:

Individual Subject to Stock Ownership GuidelinesOwnership Level
Chief Executive Officer5x annual base salary
Other Executive Officers1x annual base salary
Non-Employee Directors3x annual cash retainer for service as a member of our board of directors(1)

(1)Excludes any additional cash retainer paid as a result of service as our chairperson, lead independent director, committee chair, or committee member.

The minimum level of ownership is expected to be achieved within five years of the date the applicable individual becomes covered by the Stock Ownership Guidelines, and each such individual is expected to continuously hold a sufficient number of shares of our common stock to satisfy the ownership level thereafter for the duration the individual is covered by the Stock Ownership Guidelines. Compliance is evaluated by the compensation committee annually, as of fiscal year-end.

If, following the compliance deadline, an individual covered by the Stock Ownership Guidelines has not satisfied the applicable ownership level called for by the Stock Ownership Guidelines, then he or she must retain ownership of shares based on a retention ratio that is equal to 50% of the “net profit shares” as follows: each time he or she exercises a stock option, vests in a restricted stock award, or has an RSU award settled for shares of our common stock, he or she is expected to retain 50% of the shares remaining after payment of the option exercise price and taxes owed upon exercise, 50% of the newly vested shares of restricted stock after the payment of applicable taxes, and 50% of the shares received on settlement of the RSU award after the payment of applicable taxes, in each case until the ownership level required by the Stock Ownership Guidelines is met.

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As of December 31, 2023, each of our executive officers, including our Named Executive Officers, and the non-employee members of our board of directors was either in compliance with the applicable ownership levels required by the Stock Ownership Guidelines or had not been covered by the Stock Ownership Guidelines for five years.

Clawback Policy

We maintain a compensation recovery policy, which we refer to as our Clawback Policy, covering (i) our executive officers and all employees who are officers for purposes of Section 16 of the Exchange Act, including current and former executive officers and Section 16 officers, each of whom we refer to as a Covered Executive, and (ii) each of our employees that has been granted one or more performance stock unit(s), each of which we refer to as a Covered PSU Recipient.

Mandatory Clawback

In accordance with SEC and Nasdaq rules, if it is determined that we are required to prepare an accounting restatement due to our material noncompliance with any financial reporting requirement under the securities laws (including any required accounting restatement to correct an error in previously issued financial statements that is not material to the previously issued financial statements but that would result in a material misstatement if the error were corrected in the current period or left uncorrected in the current period), our Clawback Policy provides that our compensation committee must require that each Covered Executive reimburse or forfeit to us the amount of incentive-based compensation received during the three most recently completed fiscal years, which we refer to as a Clawback Period, that exceeds the amount of incentive-based compensation such Covered Executive would have received had the original grant or payment of incentive-based compensation been determined based on the restated financial results. Incentive-based compensation includes any compensation that is granted, earned, or vested based wholly or in part on the attainment of any financial reporting measure.

Discretionary Clawback

In addition to the mandatory clawback required by SEC and Nasdaq rules, our Clawback Policy provides our compensation committee the authority to recoup additional compensation from Covered Executives in certain circumstances, as well as compensation from Covered PSU Recipients. If our compensation committee determines that a Covered Executive or Covered PSU Recipient engaged in fraud or intentional misconduct that materially contributed to the requirement to prepare an accounting restatement, the compensation committee may require such Covered Executive or Covered PSU Recipient to reimburse or forfeit to us up to 100% of any incentive-based compensation and up to 100% of any other grant or award under our 2018 Plan

We sponsor received during the applicable Clawback Period. The compensation committee may exercise this discretionary authority even if a 401(k) retirementCovered Executive’s or Covered PSU Recipient’s fraud or intentional misconduct did not result in an award or payment greater than that which would have been awarded absent the violation.

Our prior compensation recoupment policy applies with respect to incentive-based compensation received prior to October 2, 2023, the effective date of the Nasdaq listing rules applicable to compensation recoupment. For a description of this policy, see “Executive Compensation—Other Compensation Policies—Clawback Policy” in our 2023 proxy statement filed with the SEC on April 28, 2023.

Hedging, Derivative Securities Transactions, Short Selling, and Pledging

Our Insider Trading Policy provides that covered persons, including the members of our board of directors, our executive officers, and other employees and independent contractors who have been identified as having regular access to material nonpublic information about us in the ordinary course of their duties, may not:

engage in hedging or monetization transactions involving Upwork securities, such as zero-cost collars and forward sale contracts, or contribute Upwork securities to exchange funds that could be interpreted as having the effect of hedging in Upwork securities;

engage in transactions involving options or other derivative securities on Upwork securities, such as puts and calls, whether on an exchange or in any other market;

engage in short sales of Upwork securities, including short sales “against the box;” or

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use or pledge Upwork securities as collateral in a margin account or as collateral for a loan unless the pledge has been approved by the designated compliance administrator under the Insider Trading Policy, which approval may be granted only where the covered person has clearly demonstrated the financial capacity to repay the loan without resorting to the pledged securities.

Rule 10b5-1 Plans

Certain of our executive officers and non-employee directors have in the past adopted written plans that comply with the requirements of Rule 10b5-1 under the Exchange Act, known as Rule 10b5-1 plans, in which they have contracted with a broker to buy or sell shares of our common stock on a periodic basis. Under a Rule 10b5-1 plan, a broker executes trades pursuant to parameters established by the executive officer or non-employee director when entering into the plan, without further direction from them. The executive officer or non-employee director may amend or terminate the plan in specified circumstances. In 2023, we revised our Insider Trading Policy to ensure that Rule 10b5-1 plans entered into by our executive officers, non-employee directors, and other employees comply with the amendments to Rule 10b5-1 adopted by the SEC in December 2022.

Tax and Accounting Considerations

The compensation committee takes the applicable tax and accounting requirements into consideration in designing and overseeing our executive compensation program.

Deductibility of Executive Compensation

Section 162(m) of the Code disallows public companies a tax deduction for federal income tax purposes for remuneration in excess of $1 million paid to certain current and former executive officers who are “covered employees.” The Tax Cuts and Jobs Act of 2017 repealed exceptions to the deductibility limit that were previously available for “performance-based compensation,” including equity awards, effective for taxable years after December 31, 2017, subject to certain grandfathering rules.

While the compensation committee considers the deductibility of awards as one factor in determining executive compensation, the compensation committee also looks at other factors in making its decisions, as noted above, and retains the flexibility to award compensation that it determines to be consistent with the goals of our executive compensation program even if the awards are not deductible by us for tax purposes. Further, no assurances can be given that any compensation paid by us will be deductible under Section 162(m) even if so intended.

Accounting for Stock-Based Compensation

The compensation committee considers accounting implications when designing compensation plans and arrangements for our executive officers and other employees. Chief among these is ASC 718, the standard that governs the accounting treatment of certain stock-based compensation. Among other things, ASC 718 requires us to record a compensation expense in our income statement for all equity awards granted to our executive officers and other employees. This compensation expense is based on the grant date “fair value” of the equity award and, in most cases, will be recognized ratably over the award’s requisite service period (which, generally, will correspond to the award’s vesting schedule). This compensation expense is also reported in the compensation tables below, even though recipients may never realize any value from their equity awards.

Compensation Risk Considerations

The compensation committee, with the assistance of its compensation consultant, periodically reviews our various compensation programs and related policies and practices and believes that the mix and design of the elements of such programs do not encourage our employees, including our executive officers, to take, or reward our employees for taking, inappropriate or excessive risks and accordingly are not reasonably likely to have a material adverse effect on us. In particular, in conducting our review, we consider compensation program attributes that help to mitigate risk, including:

the mix of cash and equity compensation;

the balance of short-term and long-term performance focus;

the oversight of an independent compensation committee;

our Insider Trading Policy, which prohibits the hedging of the economic interest in our securities; and

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our annual bonus plans being subject to the achievement of financial performance metrics and offering upside leverage that is within reasonable market norms and provide for uncapped payouts.

Report of the Compensation Committee

This report of the compensation committee is required by the SEC and, in accordance with the SEC’s rules, will not be deemed to be part of or incorporated by reference by any general statement incorporating by reference this Proxy Statement into any filing under the Securities Act of 1933, as amended, which we refer to as the Securities Act, or under the Exchange Act, except to the extent that we specifically incorporate this information by reference, and will not otherwise be deemed “soliciting material” or “filed” under either the Securities Act or the Exchange Act.

Our compensation committee has reviewed and discussed the Compensation Discussion and Analysis required by Item 402(b) of Regulation S-K with management and based on such review and discussions, the compensation committee recommended to our board of directors that the Compensation Discussion and Analysis be included in this Proxy Statement.

Submitted by the Compensation Committee

Gary Steele, Chair

Gregory C. Gretsch

Anilu Vazquez-Ubarri

2023 Summary Compensation Table

The following table provides information concerning compensation awarded to, earned by, or paid to each of our Named Executive Officers for all services rendered in all capacities during 2021, 2022, and 2023:

Name and Principal PositionYear

Salary

($)

Bonus

($)

Stock 

Awards 

($)(1) 

Option 

Awards 

($)(1)

Non-Equity 

Incentive Plan 

Compensation 

($)(2)

All Other

Compensation

($)

Total

($)

Hayden Brown

President and Chief Executive Officer

 

 2023  570,000    8,594,663    307,800  35,678(3)  9,508,141
2022550,0007,455,075462,0007,652(4)8,474,727
2021500,0004,626,44028,780,212(5)995,0007,652(6)34,909,304

Erica Gessert

Chief Financial Officer

  2023  375,833(7)    4,950,000            183,467(7)  5,619(8)  5,514,919

Eric Gilpin

Former Chief Sales Officer

 

 2023  214,240(9)      30,813(10)  937,600    49,801  220,358(11)  1,452,812
2022412,0002,788,552269,5687,871(12)3,477,991
2021365,000593,087520,7397,775(13)1,486,601

(1)

The amounts reported represent the grant date fair value calculated in accordance with ASC 718. See Note 9 to our consolidated financial statements included in our Annual Report on Form 10-K for the year ended December 31, 2023 for a discussion of the relevant assumptions used in calculating these amounts. For PSUs, the amount reported in the table is based on the probable outcome of the applicable performance condition at the time of grant (100% of performance target). Each of Mses. Brown and Gessert and Mr. Gilpin was granted RSUs in 2023, and each of Ms. Brown and Mr. Gilpin was granted PSUs in 2023 as described in the section titled “—Compensation Discussion and Analysis—Compensation Elements—Long-Term Incentive Compensation—2023 Equity Awards.” For PSUs granted in February 2023, the maximum performance shares payable and corresponding maximum aggregate value based on the grant date fair value of such awards are (i) 880,000 shares and $10,313,600 for Ms. Brown; and (ii) 80,000 shares and $937,600 for Mr. Gilpin, which were forfeited upon the termination of his employment on June 30, 2023.

(2)

The amounts reported represent incentive bonuses actually earned pursuant to our 2021, 2022, and 2023 performance bonus plans, except for Mr. Gilpin, whose amounts reported represent incentive commissions actually earned pursuant to his Sales Compensation Plan. For 2023, includes the impact of the individual performance adjustment for Ms. Gessert. Payments for 2023 are described in greater detail in the section titled “—Compensation Discussion and Analysis—Compensation Elements.”

(3)

The amount reported represents (i) our matching contribution of $5,000 under our 401(k) Plan, (ii) $928 paid to our disability insurance plan, and (iii) $29,750 for personal cybersecurity services (which includes a $14,750 gross up for taxes payable as a result of the cybersecurity services).

(4)

The amount reported represents (i) our matching contribution of $5,000 under our 401(k) Plan and (ii) $2,652 paid to our disability insurance plan.

(5)

The amount reported represents the aggregate grant date fair value for the CEO Performance Award. No shares of the CEO Performance Award have been earned as of December 31, 2023. See “—Compensation Discussion and Analysis—Compensation Elements—Long-Term Incentive Compensation—2021 CEO Performance Award” for more information.

(6)

The amount reported represents (i) our matching contribution of $5,000 under our 401(k) Plan and (ii) $2,652 paid to our disability insurance plan.

(7)

The amounts reported represent pro-rated amounts due to Ms. Gessert’s employment start date of April 25, 2023.

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(8)

The amount reported represents (i) our matching contribution of $5,000 under our 401(k) Plan and (ii) $619 paid to our disability insurance plan. 

(9)

The amount reported represents a pro-rated amount of Mr. Gilpin’s base salary through his employment termination date of June 30, 2023.

(10)

The amount reported represents aggregate bonus payments for Mr. Gilpin’s service as the interim leader of our Enterprise business unit from December 2022 until May 3, 2023. See “—Compensation Discussion and Analysis—Compensation Elements—Short-Term Incentive Compensation—Bonus for Interim Role” for more information.

(11)

The amount reported represents (i) our matching contribution of $5,000 under our 401(k) Plan, (ii) $464 paid to our disability insurance plan, (iii) $654 in gifts (which includes an aggregate $192 gross-up for taxes payable as a result of the gifts), and (iv) in connection with Mr. Gilpin’s termination, a severance payment in the amount of $214,240. A summary of the Gilpin Transition Agreement can be found under the heading “—Other Compensation ElementsTransition and Separation Agreement with Mr. Gilpin.”

(12)

The amount reported represents (i) our matching contribution of $5,000 under our 401(k) Plan and (ii) $2,871 paid to our disability insurance plan.

(13)The amount reported represents (i) our matching contribution of $5,000 under our 401(k) Plan and (ii) $2,775 paid to our disability insurance plan.

2023 Grants of Plan-Based Awards Table

The following table provides information concerning each grant of an award made in 2023 for each of our Named Executive Officers under any plan. U.S. employees who have attained at least 18 years of age are generally eligible to participateThis information supplements the information about these awards set forth in the 401(k) planSummary Compensation Table.

NameType of AwardGrant DateApproval DateEstimated Future Payouts Under Equity
Incentive Plan Awards(1)

 

 

 

 

Estimated Future Payouts Under Non-
Equity Incentive Plan Awards(2)

All Other
Stock
Awards: Number of Shares of
Stock or
Units

(#)

Grant Date
Fair Value of
Stock and
Option
Awards

($)(3)

 

Threshold

(#)

Target

(#)

Maximum

(#)

Threshold

($)

Target

($)

Maximum

($)

Hayden BrownCash5,700570,0001,140,000
RSU2/18/20232/18/2023293,333 3,437,863
PSU2/18/20232/18/20234,400440,000880,0005,156,800
Erica GessertCash3,006300,667   721,600
RSU5/18/20233/22/2023600,0004,950,000
Eric GilpinCash1428,480N/A
 RSU2/18/20232/18/202340,000468,800
 PSU2/18/20232/18/202340040,00080,000468,800

(1)These columns show a range of outcomes possible under the PSU awards granted in 2023. The amount shown in the “Threshold” column represents the number of PSUs that would become Earned PSUs if the minimum level of performance was achieved for our 2023 Compensation Program Revenue for any PSUs to become Earned PSUs. The amount shown in the “Target” column represents the number of PSUs that would become Earned PSUs if the “target” level of performance (100% of performance target) was achieved for our 2023 Compensation Program Revenue. The amount shown in the “Maximum” column represents the number of PSUs that would become Earned PSUs if the maximum level of performance (200% of performance target) was achieved for our 2023 Compensation Program Revenue. Further information about these awards is provided in the section titled “—Compensation Discussion and Analysis—Compensation Elements—Long-Term Incentive Compensation—2023 Equity Awards.” The awards granted to Mr. Gilpin were forfeited upon the termination of his employment on June 30, 2023.

(2)These columns show a range of possible payouts under our 2023 Performance Bonus Plan (except with respect to Mr. Gilpin, for whom the amounts in this column represent his opportunity under his sales compensation plan), as described in “Compensation Discussion and Analysis—Compensation Elements—Short-Term Incentive Compensation—Annual Performance Bonus.” These amounts do not correspond to the actual amounts that were received by our Named Executive Officers. In addition, Ms. Gessert’s annual bonus opportunity and actual award were pro-rated for her employment start date of April 25, 2023. The amount shown in the “Threshold” column represents the amount payable if the minimum level of performance was achieved for our 2023 Compensation Program Revenue for a positive payout to occur under our 2023 Performance Bonus Plan. The amount shown in the “Target” column represents the amount payable if the “target” level of performance (100% of performance target) was achieved for our 2023 Compensation Program Revenue. The amount shown in the “Maximum” column represents the amount payable if the maximum level of performance (200% of performance target) was achieved for our 2023 Compensation Program Revenue and if the Named Executive Officer (other than our CEO) earned the maximum individual performance adjustment (20%). The actual amounts received by our Named Executive Officers were as follows: Ms. Brown, $307,800; Ms. Gessert, $183,467; and Mr. Gilpin, $49,801.

(3)The amounts reported represent the grant date fair value calculated in accordance with ASC 718. See Note 9 to our consolidated financial statements included in our Annual Report on Form 10-K for the year ended December 31, 2023 for a discussion of the relevant assumptions used in calculating these amounts. For PSUs, the amount reported is based on the probable outcome of the applicable performance conditions, which reflects the target level of performance at the time of grant (100% of performance target). Each of Mses. Brown and Gessert and Mr. Gilpin was granted RSUs in 2023, and each of Ms. Brown and Mr. Gilpin was granted PSUs in 2023, as described in the section titled “—Compensation Discussion and Analysis—Compensation Elements—Long-Term Incentive Compensation—2023 Equity Awards.” The vesting of these stock awards is detailed in the “Outstanding Equity Awards at 2023 Fiscal Year-End” table below.

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Outstanding Equity Awards at 2023 Fiscal Year-End Table

The following table presents, for each of the Named Executive Officers, information regarding outstanding stock options, RSUs, and PSUs held as of December 31, 2023.

 Option AwardsStock Awards
NameGrant Date(1)

Number of Securities Underlying Unexercised Options Exercisable

(#)

Number of Securities Underlying Unexercised Options Unexercisable

(#)

Equity Incentive Plan Awards: Number of Securities Underlying Unexercised Unearned Options

(#) 

Option Exercise

Price ($)

Option Expiration

Date

Number of Shares or Units of Stock That Have Not Vested

(#) 

Market Value

of Shares or Units of Stock That Have Not Vested 

($)(2) 

Equity Incentive Plan Awards: Number of Unearned Shares,

Units, or Other Rights That Have

Not Vested

(#)

Equity Incentive Plan Awards: Market or Payout Value of Unearned

Shares, Units, or Other Rights That 

Have Not Vested 

($)(2)

Hayden Brown9/26/2017(3)261,7093.689/25/2027
1/18/2021(4)1,500,00038.801/17/2031
2/17/2021(5)12,813190,529
2/17/2021(6)25,500          379,185
2/18/2022(7)68,4931,018,491
2/18/2022(8)86,3011,283,296
2/18/2023(9)   238,334 3,544,027  
2/18/2023(10)   237,600 3,533,112
–- 
Erica Gessert 5/18/2023(11)        600,000 8,922,000  
Eric Gilpin(12)—    

(1)Outstanding equity awards with a grant date prior to August 30, 2018, the date the 2018 Plan became effective, were granted under our 2014 Equity Incentive Plan, which we refer to as the 2014 Plan. Outstanding equity awards with a grant date after August 30, 2018, were granted under the 2018 Plan. The vesting of all awards is subject to continued service on each vesting date, in addition to any additional vesting terms described below.

(2)Represents the fair market value of the shares underlying the RSUs and PSUs based on the closing price on Nasdaq of our common stock on December 29, 2023 (the last day of business of 2023), which was $14.87 per share.

(3)

The stock option was fully exercisable as of December 31, 2023.

(4)

The stock option vests as described in the section titled “—Compensation Discussion and Analysis—Compensation Elements—Long-Term Incentive Compensation—2021 CEO Performance Award.” The time vesting requirement of the stock option is subject to acceleration upon certain events as described in the section titled “—Potential Payments upon Termination or Change in Control.”

(5)The RSUs will vest in equal installments of 1/16th of the total number of RSUs on each quarterly anniversary after February 18, 2021, over 16 quarters of continuous service, such that the RSU award shall vest in full four years from February 18, 2021, subject to Ms. Brown’s continued service. The RSUs are subject to acceleration upon certain events as described in “—Potential Payments upon Termination or Change in Control.”

(6)

The earned PSUs vested 25% on February 18, 2022 and thereafter 1/16th of the earned PSUs shall vest on each quarterly anniversary thereafter, subject to Ms. Brown’s continued service. The earned PSUs are subject to acceleration upon certain events as described in “—Potential Payments upon Termination or Change in Control.”

(7)The RSUs will vest in equal installments of 1/16th of the total number of RSUs on each quarterly anniversary after February 18, 2022, over 16 quarters of continuous service, such that the RSU award shall vest in full four years from February 18, 2022, subject to Ms. Brown’s continued service. The RSUs are subject to acceleration upon certain events as described in “—Potential Payments upon Termination or Change in Control.”

(8)The earned PSUs vested 25% on February 18, 2023 and thereafter 1/16th of the earned PSUs shall vest on each quarterly anniversary thereafter, subject to Ms. Brown’s continued service. The earned PSUs are subject to acceleration upon certain events as described in “—Potential Payments upon Termination or Change in Control.”
(9)

The RSUs will vest in equal installments of 1/16th of the total number of RSUs on each quarterly anniversary after February 18, 2023, over 16 quarters of continuous service, such that the RSU award shall vest in full four years from February 18, 2023, subject to Ms. Brown’s continued service. The RSUs are subject to acceleration upon certain events as described in “—Potential Payments upon Termination or Change in Control.”

(10)

The earned PSUs vested 25% on February 18, 2024 and 1/16th of the earned PSUs shall vest on each quarterly anniversary thereafter. The PSUs had a performance period that was calendar year 2023, and performance was determined to have been achieved at 54% of target. The earned PSUs are subject to acceleration upon certain events as described in “—Potential Payments upon Termination or Change in Control.”

(11)

The RSUs will vest 25% on May 18, 2024 and then 1/16th of the total number of shares on each quarterly anniversary thereafter, subject to Ms. Gessert’s continued service. The RSUs are subject to acceleration upon certain events as described in “—Potential Payments upon Termination or Change in Control.”

2024 Proxy Statement75

(12)On May 2, 2023, we entered into the Gilpin Transition Agreement with Mr. Gilpin, and Mr. Gilpin’s last day of employment was June 30, 2023. Accordingly, Mr. Gilpin’s awards that were forfeited in connection with his departure on June 30, 2023 were not outstanding at fiscal year end and are therefore excluded from the Outstanding Equity Awards at Fiscal Year End table.

2023 Stock Option Exercises and Stock Vested Table

The following table presents, for each of our Named Executive Officers, the number of shares of our common stock acquired upon the exercise of stock options or vesting and settlement of RSUs and PSUs during 2023 and the aggregate value realized upon the exercise of stock options and the vesting and settlement of RSUs and PSUs.

 Option AwardsStock Awards
NameNumber of Shares
Acquired on Exercise (#)
Value Realized on
Exercise ($)(1)
Number of Shares
Acquired on Vesting (#)
Value Realized on
Vesting ($)(2)
Hayden Brown404,6514,820,584
Erica Gessert 
Eric Gilpin220,0002,312,36142,466433,048

(1)The value realized upon exercise of an option equals the difference between the price per share of our common stock on Nasdaq on the exercise date less the exercise price per share of the option.
(2)The value realized upon the vesting and settlement of an RSU or PSU is based on the closing price on Nasdaq of our common stock on the date prior to the vesting date. Amounts shown are presented on an aggregate basis for all vesting and settlement that occurred during 2023.

Potential Payments upon Termination or Change in Control

We have entered into a Severance Agreement with each of our Named Executive Officers, which provide for certain protections in the event of certain involuntary terminations of employment in exchange for a customary release of claims and are described above in “—Other Compensation Elements—Post-Employment Compensation.”

Change in Control

If the Named Executive Officer’s employment is terminated by us without cause (as defined in the Severance Agreements) or by the executive for good reason (as defined in the Severance Agreements) within the three months preceding a change in control (as defined in the Severance Agreements) (but after a legally binding and definitive agreement for a potential change in control has been executed) or within the 12 months following a change in control:

BenefitHayden BrownErica GessertEric Gilpin
Cash Severance1.5x base salary1x base salary
Pro-rated Bonus Payment(1)1x target bonus
Continuation of Medical Benefits18 months12 months
Accelerated Vesting of Equity Awards(2)100% acceleration

(1)The payment for the Named Executive Officer’s then-current target bonus opportunity shall be pro-rated for the portion of the then-current year the Named Executive Officer served prior to the termination.
(2)Acceleration of vesting under the Severance Agreements excludes equity awards that vest, in whole or in part, upon satisfaction of performance criteria. An award agreement for equity awards that vest upon satisfaction of performance criteria may provide for acceleration upon a change in control. In addition, with respect to the units subject to PSU awards granted to our Named Executive Officers, the acceleration provisions of the Severance Agreements do not apply, except that the time-based vesting requirement will accelerate in a manner consistent with the acceleration provisions of the Severance Agreements in a change in control scenario.

762024 Proxy Statement

Involuntary Terminations Outside a Change in Control

The Severance Agreements provide the following benefits, in exchange for a customary release of claims, if the Named Executive Officer’s employment is terminated by us without cause (as defined in the Severance Agreements) or, with respect to our CEO only, by the Named Executive Officer for good reason (as defined in the Severance Agreements), outside of a change in control (as defined in the Severance Agreements):

BenefitHayden BrownErica GessertEric Gilpin
Cash Severance1x base salary0.5x base salary
Continuation of Medical Benefits12 months6 months
Accelerated Vesting of Equity Awards(1)50% accelerationNone

(1)Acceleration of vesting under the Severance Agreements excludes equity awards that vest, in whole or in part, upon satisfaction of performance criteria. In addition, with respect to the units subject to PSU awards granted to our CEO (but not our other Named Executive Officers), the acceleration provisions of the Severance Agreements do not apply, except that the time-based vesting requirement will accelerate in a manner consistent with the acceleration provisions of the Severance Agreements for an involuntary termination outside a change in control scenario.

The following table provides information concerning the estimated payments and benefits that would be provided in the circumstances described above for each of our Named Executive Officers. Except where otherwise noted, payments and benefits are estimated assuming that the triggering event took place on December 31, 2023, and the firstprice per share of our common stock was the closing price on Nasdaq as of December 29, 2023 (the last day of business of 2023), which was $14.87 per share. There can be no assurance that a triggering event would produce the calendar month following the employees’ completion of certain eligibility requirements. Participants may make pre-tax contributionssame or similar results as those estimated below if such event occurs on any other date or at any other price, or if any other assumption used to estimate potential payments and benefits is not correct. Due to the 401(k) plannumber of factors that affect the nature and amount of any potential payments or benefits, any actual payments and benefits may be different.

 Qualifying Termination - No Change in ControlQualifying Termination - Change in Control
Name

Cash

Severance 

($)(1)

Continuation

of Medical

Benefits ($)

Value of

Accelerated 

Vesting ($)(2)

Total ($)

Cash

Severance

($)(1)

Bonus

Payment

($)(3) 

Continuation

of Medical 

Benefits ($)

Value of

Accelerated 

Vesting ($)(2)

Total ($)
Hayden Brown570,00019,635       4,974,3205,563,955855,000570,00029,4529,948,640 11,403,092
Erica Gessert550,00029,294 — 579,294550,000 293,33329,2948,922,000 9,794,627
Eric Gilpin(4)214,240214,240  

(1)The severance amount related to base salary was determined based on salaries in effect on December 31, 2023.

(2)The value of accelerated vesting is calculated based on the per share closing price on Nasdaq as of December 29, 2023 (the last day of business of 2023), which was $14.87 per share, less, if applicable, the aggregate exercise price of each outstanding unvested stock option. For PSUs, the amount reported is based on a reasonable estimate of the applicable performance conditions (54% of performance target). The CEO Performance Award was not included as the exercise price for such award was above the per share closing price of our common stock on Nasdaq as of December 29, 2023 (the last day of business of 2023).

(3)The value of the bonus payment was determined based on the full amount of the target bonus in effect on December 31, 2023. For Ms. Gessert, that amount was then pro-rated for the portion of 2023 Ms. Gessert served.

(4)On May 3, 2023, we entered into the Gilpin Transition Agreement with Mr. Gilpin, and Mr. Gilpin’s last day of employment was June 30, 2023. Accordingly, Mr. Gilpin was not entitled to any estimated payments and benefits that would be provided in the circumstances described above at fiscal year end, and the amounts reported in the table reflect the actual payments to Mr. Gilpin in connection with the termination of his employment.

2024 Proxy Statement77

Pay Versus Performance

As required by Section 953(a) of the Dodd-Frank Wall Street Reform and Consumer Protection Act and Item 402(v) of Regulation S-K, we are providing the following information about the relationship between executive compensation actually paid, which we refer to as CAP, and certain financial performance of our company and peers. For further information concerning our variable pay-for-performance philosophy and how we align executive compensation with our performance, refer to “Executive Compensation—Compensation Discussion and Analysis.”

Pay Versus Performance
  
 
 


Value of Initial Fixed $100
Investment Based on:

 
 
Year(1)

Summary Compensation
Table Total for
PEO(2)

($)


Compensation Actually Paid
to PEO(3)

($)


Average
Summary Compensation
Table Total for Non-PEO
NEOs(2)

($)


Average Compensation

Actually Paid  

to Non-PEO
NEOs(4)

($)


Upwork
Total Stockholder Return(5)

($)


Peer Group Total Stockholder Return(6)

($)


Net Income (Loss)(7)

($ in thousands) 


Company-
Selected
Measure:
Compensation
Program
Revenue(8)

($ in thousands) 

2023 9,508,141
13,594,420
 3,483,866
 4,257,285
139
176
46,887
651,320
20228,474,727
(25,586,673)
4,573,989
(3,208,187)
98
108
(89,885)
580,569
202134,909,304
29,693,025
2,116,323
1,991,129
320
178
(56,240)
470,926
2020 848,412
25,983,464
2,441,919
4,223,757
324
140
(22,867)
344,924

(1)Ms. Brown served as our principal executive officer, which we refer to as our PEO, for the entirety of 2020, 2021, 2022 and 2023, and our non-PEO named executive officers, which we refer to as our Non-PEO NEOs, for the applicable years were as follows: (i) for 2023: Erica Gessert and Eric Gilpin; (ii) for 2022: Eric Gilpin and Jeff McCombs; (iii) for 2021: Eric Gilpin and Jeff McCombs; and (iv) for 2020: Eric Gilpin, Jeff McCombs, and Brian Kinion.

(2)Amounts reported in these columns represent (i) the total compensation reported in the Summary Compensation Table for the applicable year for our PEO and (ii) the average of the total compensation reported in the Summary Compensation Table for the applicable year for our Non-PEO NEOs.

(3)Amounts reported in this column represent CAP to Ms. Brown as our PEO in the indicated fiscal years, as calculated per Item 402(v) of Regulation S-K. Such calculations are based on Ms. Brown’s total compensation reported in the Summary Compensation Table for the indicated fiscal years and adjusted as shown in the table below. In making each of these adjustments, the “value” of an option or stock award is the fair value of the award on the applicable date determined in accordance with ASC 718 using the valuation assumptions we then used to calculate the fair value of our equity awards. For more information on the valuation of our equity awards, please see the notes to our financial statements that appear in our applicable Annual Report on Form 10-K and the footnotes to the Summary Compensation Table that appears in our applicable definitive proxy statement. The dollar amounts do not reflect the actual amount of compensation we consider to be earned by or paid to Ms. Brown during the applicable year. There were no dividends paid and no changes to the value of pension benefits as we do not provide pension benefits.

PEO
  

​2020

($)

2021

($)

2022

($)

2023

($)

Summary Compensation Table—Total Compensation(a)848,41234,909,3048,474,7279,508,141
Subtract Amounts Reported Under the “Stock Awards” and “Option Awards” Columns in the Summary Compensation Table for Applicable Fiscal Year(b)(33,406,652)(7,455,075)(8,594,663)
Add Fair Value of Awards Granted During Applicable Fiscal Year that Remain Unvested as of Applicable Fiscal Year End, Determined as of Applicable Fiscal Year End(c)23,631,9003,178,10010,086,827
Add/Subtract Awards Granted During Prior Fiscal Years that were Outstanding and Unvested as of Applicable Fiscal Year End, Determined Based on Change in Fair Value from Prior Fiscal Year End to Applicable Fiscal Year End(d)22,547,000(190,309)(25,451,923)1,728,994
Add Fair Value of Awards Granted During Applicable Fiscal Year that Vested During the Fiscal Year of Grant, Determined as of Applicable Vesting Date(e)69,150319,445748,542668,238
Add/Subtract Awards Granted During Prior Fiscal Years that Vested During Applicable Fiscal Year, Determined Based on Change in Fair Value from Prior Fiscal Year End to Vesting Date(f)2,518,9024,429,337(5,081,044)501,979
Subtract Fair Value of Awards Granted During Prior Fiscal Years that Failed to Meet Applicable Vesting Conditions During Applicable Fiscal Year, Determined as of Prior Fiscal Year End(g)(305,095)
Compensation Actually Paid 25,983,46429,693,025(25,586,673)13,594,420

(a)Represents Total Compensation as reported in the Summary Compensation Table for the indicated fiscal year.

(b)Represents the aggregate grant date fair value of the stock awards and option awards granted to Ms. Brown during the indicated fiscal year, computed in accordance with ASC 718. Amounts shown are the amounts reported in the Summary Compensation Table.

782024 Proxy Statement

(c)Represents the aggregate fair value as of the indicated fiscal year-end of Ms. Brown’s outstanding and unvested stock awards and option awards granted during such fiscal year, computed in accordance with ASC 718.

(d)Represents the aggregate change in fair value during the indicated fiscal year of the outstanding and unvested stock awards and option awards granted in prior fiscal years and held by Ms. Brown as of the last day of the indicated fiscal year, computed in accordance with ASC 718.

(e)Represents the aggregate fair value at vesting of the option and stock awards that both were granted to Ms. Brown and vested during the indicated fiscal year, computed in accordance with ASC 718.

(f)Represents the aggregate change in fair value, measured from the prior fiscal year-end to the vesting date, of each stock award and option award held by Ms. Brown that was granted in a prior fiscal year and vested during the indicated fiscal year, computed in accordance with ASC 718.

(g)Represents the aggregate fair value as of the last day of the prior fiscal year of Ms. Brown’s stock awards and option awards that were granted in a prior fiscal year and failed to meet the applicable vesting conditions in the indicated fiscal year, computed in accordance with ASC 718.

(4)Amounts reported in this column represent the average CAP to our Non-PEO NEOs in the indicated fiscal year, as calculated per Item 402(v) of Regulation S-K. Such calculations are based on the average total compensation for such Non-PEO NEOs reported in the Summary Compensation Table for the indicated fiscal year and adjusted as shown in the table below. In making each of these adjustments, the “value” of an option or stock award is the fair value of the award on the applicable date determined in accordance with ASC 718 using the valuation assumptions we then used to calculate the fair value of our equity awards. For more information on the valuation of our equity awards, please see the notes to our financial statements that appear in our applicable Annual Report on Form 10-K and the footnotes to the Summary Compensation Table that appears in our applicable definitive proxy statement. The dollar amounts do not reflect the actual amount of compensation the Company considers to be earned by or paid to our Non-PEO NEOs during the applicable year. There were no dividends paid and no changes to the value of pension benefits as we do not provide pension benefits.

Non-PEO NEO Average*
  

​2020

($) 

2021

($)

2022

($)

2023

($) 

Summary Compensation Table—Total Compensation(a)2,441,9192,116,3234,573,989 3,483,866
Subtract Amounts Reported Under the “Stock Awards” and “Option Awards” Columns in the Summary Compensation Table for Applicable Fiscal Year(b)

(1,931,376)

(1,126,933)(3,836,932)(2,943,800)
Add Fair Value of Awards Granted During Applicable Fiscal Year that Remain Unvested as of Applicable Fiscal Year End, Determined as of Applicable Fiscal Year End(c)4,164,286579,986538,5434,461,000
Add/Subtract Awards Granted During Prior Fiscal Years that were Outstanding and Unvested as of Applicable Fiscal Year End, Determined Based on Change in Fair Value from Prior Fiscal Year End to Applicable Fiscal Year End(d)467,619(62,360)(507,769)
Add Fair Value of Awards Granted During Applicable Fiscal Year that Vested During the Fiscal Year of Grant, Determined as of Applicable Vesting Date(e)158,029124,483345,331 10,438
Add/Subtract Awards Granted During Prior Fiscal Years that Vested During Applicable Fiscal Year, Determined Based on Change in Fair Value from Prior Fiscal Year End to Vesting Date(f)178,525359,630(1,988,433)845
Subtract Fair Value of Awards Granted During Prior Fiscal Years that Failed to Meet Applicable Vesting Conditions During Applicable Fiscal Year, Determined as of Prior Fiscal Year End(g)

(1,255,245)

(2,332,916)(755,063)
Compensation Actually Paid 4,223,7571,991,129(3,208,187) 4,257,285

*Please see footnote 1 above for the Non-PEO NEOs included in the average for each indicated fiscal year.

(a)Represents the average Total Compensation as reported in the Summary Compensation Table for the Non-PEO NEOs in the indicated fiscal year.

(b)Represents the average aggregate grant date fair value of the stock awards and option awards granted to the Non-PEO NEOs during the indicated fiscal year, computed in accordance with ASC 718. Amounts shown are the amounts reported in the Summary Compensation Table.

(c)Represents the average aggregate fair value as of the indicated fiscal year-end of the Non-PEO NEOs’ outstanding and unvested stock awards and option awards granted during such fiscal year, computed in accordance with ASC 718.

(d)Represents the average aggregate change in fair value during the indicated fiscal year of the outstanding and unvested stock awards and option awards granted in prior fiscal years and held by the Non-PEO NEOs as of the last day of the indicated fiscal year, computed in accordance with ASC 718.

(e)Represents the average aggregate fair value at vesting of the stock awards and option awards that were both granted to the Non-PEO NEOs and vested during the indicated fiscal year, computed in accordance with ASC 718.

(f)Represents the average aggregate change in fair value, measured from the prior fiscal year-end to the vesting date, of each stock award and option award held by the Non-PEO NEOs that was granted in a prior fiscal year and vested during the indicated fiscal year, computed in accordance with ASC 718.

(g)Represents the average aggregate fair value as of the last day of the prior fiscal year of the Non-PEO NEOs’ stock awards and option awards that were granted in a prior fiscal year and failed to meet the applicable vesting conditions in the indicated fiscal year, computed in accordance with ASC 718. On September 21, 2022, we entered into a transition and separation agreement with former Non-PEO NEO Jeff McCombs, and Mr. McCombs’s last day of employment was December 31, 2022. Accordingly, we determined that Mr. McCombs’s awards that were forfeited in connection with his departure on December 31, 2022 were not outstanding at fiscal year end and are therefore included in this calculation row for 2022. On May 2, 2023, we entered into the Gilpin Transition Agreement with former Non-PEO NEO Eric Gilpin, and Mr. Gilpin’s last day of employment was June 30, 2023. Accordingly, Mr. Gilpin’s awards that were forfeited in connection with his departure on June 30, 2023 were not outstanding at fiscal year end and are therefore included in this calculation row for 2023.

2024 Proxy Statement79

(5)Pursuant to rules of the SEC, the comparison assumes $100 was invested in our common stock on December 31, 2019, using the closing stock price of the end of the last day that was prior to the beginning of our fiscal year 2020. Historic stock price performance is not necessarily indicative of future stock price performance. There were no dividends or other earnings paid in the covered fiscal years.

(6)The TSR Peer Group consists of the Nasdaq 100 Technology Index, which we also use in the stock performance graph required by Item 201(e) of Regulation S-K included in our Annual Report for the year ended December 31, 2023. This column assumes $100 was invested in this peer group on December 31, 2019 (same period as used for footnote 5 above).

(7)The amounts shown in this column are also included in our audited financial statements.

(8)Our compensation committee determined Compensation Program Revenue to be the most important financial performance measure used to link company performance to CAP to our PEO and Non-PEO NEOs for 2023 because, in its view, it was most consistent with our then-primary near-term objective of driving revenue growth. Compensation Program Revenue achievement was the sole company performance metric for payouts for our PEO and Non-PEO NEOs under our 2023 Performance Bonus Plan and was the sole performance metric underlying the PSUs granted to our PEO and Non-PEO NEOs in 2023. Compensation Program Revenue is not a financial measure prepared in accordance with GAAP. For more information on how we compute this non-GAAP financial measure and a reconciliation to the most directly comparable financial measure prepared in accordance with GAAP, please refer to “Appendix A: Reconciliation of Non-GAAP Financial Measures” to this Proxy Statement.

Relationship Between Pay and Performance

CAP, as calculated in accordance with Item 402(v) of Regulation S-K, reflects cash compensation actually paid as well as adjusted values to unvested and vested equity awards during the years shown in the table based on year-end or vesting date stock prices, various accounting valuation assumptions, and projected performance modifiers. Due to how CAP is calculated, the CAP as reported for each year does not reflect the actual amounts earned by our PEO and Non-PEO NEOs from their eligible earnings upequity awards. CAP generally fluctuates annually due to the statutorily prescribed annual limitchange in our stock price from year to year as well as varying levels of actual achievement of performance goals.

Because CAP does not reflect the actual amount of compensation earned by our PEO and Non-PEO NEOs, we do not use this measure for understanding how PEO and Non-PEO NEO pay aligns with our performance. For a discussion of how our compensation committee assessed “pay-for-performance” and how our executive compensation program is designed to link executive compensation with the achievement of our financial and strategic objectives as well as stockholder value creation each year, see “—Compensation Discussion and Analysis” in this Proxy Statement and in our definitive proxy statements filed with the SEC on pre-tax contributions underApril 20, 2021, April 19, 2022, and April 28, 2023.

Below are graphs showing the Internalrelationship of CAP to our PEO and Non-PEO NEOs for our fiscal years 2020, 2021, 2022, and 2023 to (1) TSR of both our common stock and the Nasdaq 100 Technology Index, (2) our net loss, and (3) our Compensation Program Revenue Code. An employee’s interest(as described in hisfootnote 8 above).

 

802024 Proxy Statement

 

 

Tabular List of Financial Performance Measures for 2023

The following table contains the most important financial measures used to link CAP, for the year ended December 31, 2023, to the Company’s performance. No other financial performance metrics were used by us to link CAP to our PEO or her pre-tax deferrals is 100% vested when contributed. The 401(k) plan provides for a discretionary employer matching and profit sharing contribution.Non-PEO NEOs in 2023 to company performance.

Most Important Financial Performance Measures for 2023
Compensation Program Revenue(1)
Annual enterprise revenue quota (with respect to Mr. Gilpin)(2)
Annual enterprise bookings quota (with respect to Mr. Gilpin)(2)

(1)Compensation Program Revenue was the primary financial performance metric used to link CAP to our PEO and Non-PEO NEOs in 2023 to company performance. Compensation Program Revenue achievement was the sole company performance metric for payouts to our PEO and Non-PEO NEOs under our 2023 Performance Bonus Plan and was the sole performance metric underlying the PSUs granted to our PEO and Non-PEO NEOs in 2023.

2024 Proxy Statement81

(2)Mr. Gilpin’s annual cash incentive under the sales compensation plan for performance in 2023 would have paid out based on achievement of annual enterprise revenue quota and annual enterprise bookings quota.

Limitations on Liability and Indemnification Matters

Our restated certificate of incorporation contains provisions that limit the liability of our directors and officers for monetary damages to the fullest extent permitted by the Delaware General Corporation Law, or DGCL. Consequently, our directors and officers are not personally liable to us or our stockholders for monetary damages for any breach of fiduciary duties as directors or officers, except liability for:

any breach of the director’s duty of loyalty to us or our stockholders;
any act or omission not in good faith or that involves intentional misconduct or a knowing violation of law;
unlawful payments of dividends or unlawful stock repurchases or redemptions as provided in Section 174 of the DGCL; or
any transaction from which the director derived an improper personal benefit.

any breach of the director’s or officer’s duty of loyalty to us or our stockholders;

any act or omission not in good faith or that involves intentional misconduct or a knowing violation of law;

with respect to our directors, unlawful payments of dividends or unlawful stock repurchases or redemptions as provided in Section 174 of the DGCL;

any transaction from which the director or officer derived an improper personal benefit; or

with respect to officers, in any action by or in the right of our company.

Our current restated certificate of incorporation and our amended and restated bylaws require us to indemnify our directors and officers to the maximum extent not prohibited by the DGCL and allow us to indemnify other employees and agents as set forth in the DGCL. Subject to certain limitations, our amended and restated bylaws also require us to advance expenses incurred by our directors and officers for the defense of any action for which indemnification is required or permitted, subject to very limited exceptions.

We have entered, and intend to continue to enter, into separate indemnification agreements with our directors, officers, and certain of our otherkey employees. These agreements, among other things, require us to indemnify our directors, officers, and key employees for certain expenses, including attorneys’ fees, judgments, fines, and settlement amounts actually and reasonably incurred by these individuals in any action or proceeding arising out of their service to us or any of our subsidiaries or any other company or enterprise to which these individuals provide services at our request. Subject to certain limitations, our indemnification agreements also require us to advance expenses incurred by our directors, officers, and key employees for the defense of any action for which indemnification is required or permitted.

We believe that these provisions of our restated certificate of incorporation, amended and restated bylaws, and indemnification agreements are necessary to attract and retain qualified directors, officers, and key employees. We also maintain directors’ and officers’ liability insurance.

The limitation of liability and indemnification provisions in our restated certificate of incorporation and amended and restated bylaws or in these indemnification agreements may discourage stockholders from bringing a lawsuit against our

25

TABLE OF CONTENTS

directors and officers for breaches of their fiduciary duty. They may also reduce the likelihood of derivative litigation against our directors and officers, even though an action, if successful, might benefit us and other stockholders. Further, a stockholder’s investment may be adversely affected to the extent that we pay the costs of settlement and damage awards against directors and officers as required by these indemnification provisions.

Insofar as indemnification for liabilities arising under the Securities Act of 1933, as amended, or Securities Act may be permitted tofor directors, executive officers, or persons controlling us, we have been informed that, in the opinion of the SEC, such indemnification is against public policy as expressed in the Securities Act and is therefore unenforceable.

Rule 10b5-1 Sales Plans

CEO Pay Ratio Disclosure

Certain

In accordance with Item 402(u) of Regulation S-K, we are providing below disclosure relating to the ratio of the annual total compensation of our directors and executive officers have adopted written plans, known as Rule 10b5-1 plans, in which they have contracted with a brokerCEO, Ms. Brown, to buy or sell sharesthe median of the annual total compensation of all of our common stockemployees (except for our CEO), which we refer to as the CEO Pay Ratio.

For 2023:

The annual total compensation of our CEO, Ms. Brown, was $9,508,141, as reported in the “Total” column of the Summary Compensation Table;

The median of the annual total compensation of all our employees (except for our CEO) was $230,470; and

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The CEO Pay Ratio was 41 to 1. This ratio is a reasonable estimate calculated in a manner consistent with SEC rules.

To identify our median employee, we took the following steps:

We selected December 31, 2023, the last day of our 2023 fiscal year, as the determination date for purposes of identifying our median employee.

As of December 31, 2023, our employee population consisted of approximately 795 individuals (except for our CEO) working at our parent company and consolidated subsidiaries, which included all employees whether employed on a full-time or part-time basis, including six employees located outside the United States. We did not include any hybrid team members or other non-employee workers in our employee population.

Compensation was measured over the 12-month period beginning on January 1, 2023 and ending on December 31, 2023. We selected our median employee using a compensation measure consisting of our principal broad-based compensation elements (consisting of annual base salary, annual cash bonus or commission, and the grant date fair value of equity awards granted during the year) and calculated using the same methodology we use to calculate the amount reported for our CEO in the “Total” column of the 2023 Summary Compensation Table as set forth in this Proxy Statement.

We annualized the cash compensation for full-time and part-time permanent employees who were hired during 2023 but did not work for us the entire year.

All employees except for our CEO were ranked from lowest to highest with the median determined from this list.

Because SEC rules for identifying the median compensated employee allow companies to adopt a periodic basis. Under a Rule 10b5-1 plan, a broker executes trades pursuantvariety of methodologies, to parameters establishedapply certain exclusions, and to make reasonable estimates and assumptions that reflect their employee populations and compensation practices, the pay ratio reported by other companies may not be comparable to the director or executive officer when entering into the plan, without further direction from them. The director or executive officerpay ratio reported above, as other companies have different employee populations and compensation practices and may amend or terminate the planuse different methodologies, exclusions, estimates, and assumptions in specified circumstances.calculating their own pay ratios.

EQUITY COMPENSATION PLAN INFORMATION

Equity Compensation Plan Information

The following table presents information as of December 31, 20182023, with respect to compensation plans under which shares of our common stock may be issued.

Plan category
Number of
securities
to be issued upon
exercise
of outstanding
securities (#)
Weighted-
average
exercise
price
of
outstanding
options ($)(1)
Number of
securities
remaining available
for future
issuance under
equity
compensation
plans
(excluding securities
reflected in
column(a)) (#)
 
(a)
(b)
(c)
Equity compensation plans approved by security holders(2)
23,774,279
$3.71
12,258,306(3)
Equity compensation plans not approved by security holders
Total
23,774,279
$3.71
12,258,306(3)

Plan category

Number of securities to be issued  

upon exercise or settlement of
outstanding options, warrants, and
rights (#)

Weighted-average exercise

price per share of outstanding

options, warrants, and rights (to the
extent applicable) ($)

Number of securities remaining

available for future issuance under

equity compensation plans

(excluding securities reflected in

column (a)) (#)

(a)(b)(c)
Equity compensation plans approved by security holders13,609,806(1)20.15(2)27,596,386(3)
Equity compensation plans not approved by security holders
Total 13,609,80620.1527,596,386

(1)(1)Includes the 2014 Plan and the 2018 Plan. Excludes purchase rights accruing under the 2018 ESPP. For awards with performance-based vesting conditions, including PSUs and the CEO Performance Award, the amount reported is based on the maximum outcome of the applicable performance condition (200% of performance target for PSUs).

(2)The weighted-average exercise price does not reflect the shares that will be issued in connection with the settlement of RSUs or PSUs, since RSUs and PSUs have no exercise price.

(3)(2)Includes the 2004 Plan, the Elance 2009 Stock Option Plan, or 2009 Plan, the 2014 Plan and23,342,093 shares of our common stock available for issuance under the 2018 Plan as of December 31, 2023, and excludes purchase rights accruing4,254,293 shares of our common stock available for issuance under the 2018 Employee Stock Purchase Plan, or 2018 ESPP.
(3)ESPP as of December 31, 2023. There arewere no shares of common stock available for issuance under our 2004 Plan, 2009 Plan, orthe 2014 Plan as of December 31, 2023, but those plansthat plan will continue to govern the terms of stock options and RSUsawards granted thereunder. Any shares of common stock that are subject to outstanding awards under the 2004 Plan, 2009 Plan, or 2014 Plan that are issuable upon the exercise of stock options that expire or become unexercisable for any reason without having been exercised in full will generally be available for future grant and issuance as shares of common stock under ourthe 2018 Plan. In addition, the number of shares reserved for issuance under ourthe 2018 Plan increased automatically by 5,322,7166,863,637 shares on January 1, 20192024, and will increase automatically on the first day of January of each of 20202025 through 2028 by the number of shares equal to 5% of the total issued and outstanding shares of our common stock as of the immediately preceding December 31 or a lower number approved by our board of directors. As of December 31, 2018, there were 1,700,000 shares of common stock available for issuance under the 2018 ESPP.directors or our compensation committee. The number of shares reserved for issuance under ourthe 2018 ESPP increased automatically by 851,6341,098,182 shares on January 1, 20192024 and will increase automatically on the first day of January of each year during the term of the 2018 ESPP by the number of shares equal to 0.8% of the total outstanding shares of our common stock as of the immediately preceding December 31 or a lower number approved by our board of directors.directors or our compensation committee.

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26Certain Relationships and Related Party Transactions

TABLE OF CONTENTS

CERTAIN RELATIONSHIPS AND RELATED PARTY TRANSACTIONSA “related person transaction” is a transaction, arrangement, or relationship in which we or any of our subsidiaries was, is, or will be a participant, the amount of which exceeds $120,000, and in which any related person had, has, or will have a direct or indirect material interest. A “related person” means:

any person who is, or at any time since the beginning of our last fiscal year was, a director or executive officer of our company or a nominee to become a director;

any person who is known by us to be the beneficial owner of more than 5% of our voting securities; and

any immediate family member of any of the foregoing persons, which means any child, stepchild, parent, stepparent, spouse, sibling, mother-in-law, father-in-law, son-in-law, daughter-in-law, brother-in-law, or sister-in-law of a director, director nominee, executive officer, or beneficial owner of more than 5% of our voting securities, and any person (other than a tenant or employee) sharing the household of such director, director nominee, executive officer, or beneficial owner of more than 5% of our voting securities.

In addition to the executive officer and director compensation arrangements discussed above under “Executive Compensation”Executive Compensation and “Proposal No.Proposal 1—Election of Directors—2023 Director Compensation,” respectively, the following indemnification agreements with each of our directors and Named Executive Officers are our only related person transactions since January 1, 2018, the following are the only transactions or series of similar transactions to which we were or will be a party in which the amount involved exceeds $120,000 and in which any director, nominee for director, executive officer, beneficial holder of more than 5% of our capital stock or any member of their immediate family or any entity affiliated with any of the foregoing persons had or will have a direct or indirect material interest.2023.

Indemnification Agreements

We have entered into indemnification agreements with each of our directors and executive officers.Named Executive Officers. The indemnification agreements and our amended and restated bylaws require us to indemnify our directors to the fullest extent not prohibited by Delaware law.the DGCL. Subject to certain limitations, our amended and restated bylaws also require us to advance expenses incurred by our directors and officers. For more information regarding these agreements, see the section titled “ExecutiveExecutive Compensation—LimitationLimitations on Liability and Indemnification Matters.Matters.

Review, Approval, or Ratification of Transactions with Related Parties

Our related party transactions policy requires that anyboard of directors has adopted a written related party transaction policy that must be reported under applicable rulessets forth policies and procedures for the review and approval or ratification of related person transactions. These policies and procedures are designed to minimize potential conflicts of interest arising from any dealings we may have with our related persons and to provide appropriate procedures for the SEC must be reviewed and approveddisclosure of any real or ratified by ourpotential conflicts of interest that may exist from time to time. Specifically, the audit committee has the responsibility to review related person transactions, unless the related partyperson is, or is associated with, a member of that committee, in which event the transaction must be reviewed and approved by our nominating and governance committee. The audit committee (or nominating and governance committee, if applicable), in approving or rejecting the proposed transaction, may consider the relevant and available facts and circumstances, including the terms of the transaction and the impact on a director’s independence in the event the related person is a director or immediate family member or affiliate of a director.

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27


TABLE OF CONTENTSReport of the Audit, Risk and Compliance Committee

REPORT OF THE AUDIT, RISK AND COMPLIANCE COMMITTEE

The information contained in the following report of our audit committee is not considered to be “soliciting material,” “filed”“filed,” or incorporated by reference in any past or future filing by us under the Exchange Act or the Securities Act unless and only to the extent that we specifically incorporate it by reference.

This report is submitted by the audit committee of our board of directors. The audit committee consists of the three directors whose names appear below. Each member of the audit committee is independent under the current Nasdaq listing standards and SEC rules and regulations. Each member of the audit committee is financially literate as required by the current Nasdaq listing standards.

The principal purpose of the audit committee is to assist the board of directors in its general oversight of our accounting practices, system of internal controls, audit processes, and financial reporting processes. The audit committee also assists the board of directors in fulfilling its oversight responsibilities with respect to legal and regulatory compliance and, among other things, assists the board of directors in fulfilling its oversight responsibilities with respect to risk management, including cybersecurity, data privacy and security, legal, and compliance risks. The audit committee is responsible for appointing and retaining our independent registered public accounting firm and approving the audit and non-audit services to be provided by the independent registered public accounting firm. The audit committee’s function is more fully described in its charter.

Our audit committee has reviewed and discussed with our management and PricewaterhouseCoopers LLP our audited consolidated financial statements for the year ended December 31, 2018.2023. Our audit committee has also discussed with PricewaterhouseCoopers LLP the matters required to be discussed by the applicable requirements of the Public Company Accounting Oversight Board (United States) and the U.S. Securities and Exchange Commission, or SEC.

Our audit committee has received and reviewed the written disclosures and the letter from PricewaterhouseCoopers LLP required by applicable requirements of the Public Company Accounting Oversight Board regarding the independent accountant’s communications with our audit committee concerning independence and has discussed with PricewaterhouseCoopers LLP its independence from us.

Based on the review and discussions referred to above, our audit committee recommended to our board of directors that the audited consolidated financial statements be included in our Annual Report on Form 10-K for the year ended December 31, 20182023, for filing with the SEC.

Submitted by the Audit, Risk and Compliance Committee

Elizabeth Nelson, Chair

Gregory C. Gretsch
Daniel Marriott

Leela Srinivasan

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28


TABLE OF CONTENTSFrequently Asked Questions

ADDITIONAL INFORMATIONProxy Materials

1.Why did I receive these proxy materials?

We have made these materials available to you or, if requested, delivered paper copies by mail in connection with the Annual Meeting, which will be held exclusively online via live webcast on Friday, June 7, 2024, at 8:00 a.m. Pacific Time. As a stockholder, you are invited to participate in the Annual Meeting via live webcast and vote on the business items described in this Proxy Statement. This Proxy Statement includes information that we are required to provide to you under SEC rules and is intended to assist you in voting your shares.

2.What is included in the proxy materials?

The proxy materials include:

The Notice of Annual Meeting of Stockholders, which we refer to as the Notice;

Our Proxy Statement for the Annual Meeting; and

Our Annual Report on Form 10-K for the year ended December 31, 2023.

If you received a paper copy of these materials by mail, the proxy materials also include a proxy card, or a voting instruction form for the Annual Meeting. If you received a “Notice of Internet Availability of Proxy Materials” (described below) instead of a paper copy of the proxy materials, see the section titled “Voting Information” below for information regarding how you can vote your shares.

3.What does it mean if I receive more than one Notice, proxy card, or voting instruction form?

It generally means that some of your shares are registered differently or are in more than one account. Please follow the instructions included on each proxy card and vote each proxy card by telephone, through the internet, or by mail. If you requested or received paper proxy materials and you intend to vote by mail, please complete, sign, and return each proxy card you received to ensure that all of your shares are voted.

4.Why did I receive a Notice of Internet Availability of Proxy Materials instead of a full set of proxy materials?

In accordance with SEC rules, we are using the internet as our primary means of furnishing proxy materials to our stockholders. Consequently, most stockholders will not receive paper copies of our proxy materials. We will instead send these stockholders a Notice of Internet Availability of Proxy Materials with instructions for accessing the proxy materials, including our Proxy Statement and annual report to stockholders, and voting via the internet. The Notice of Internet Availability of Proxy Materials also provides information on how stockholders may obtain paper copies of our proxy materials if they so choose. We believe this means of delivery makes the proxy distribution process more efficient and less costly and helps conserve natural resources.

We encourage you to help us conserve natural resources, as well as significantly reduce printing and mailing costs, by signing up to receive your stockholder communications electronically via email. With electronic delivery, you will be notified via email as soon as future annual reports to stockholders and proxy statements are available on the internet, and you can submit your votes online. Electronic delivery can also eliminate duplicate mailings and reduce the amount of bulky paper documents you maintain in your personal files. To sign up for electronic delivery:

If you are a registered owner (meaning you hold our common stock in your own name through our transfer agent, Computershare Trust Company, N.A., or you are in possession of stock certificates): visit www.computershare.com/investor and log into your account to enroll.

If you are a beneficial owner (meaning your shares are held by a brokerage firm, a bank, a trustee, or a nominee): please follow the instructions provided to you by your broker, bank, trustee, or nominee.

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Your electronic delivery enrollment will be effective until you cancel it. Stockholders who are record owners of shares of our common stock may call Computershare Trust Company, N.A., our transfer agent, at (800) 736-3001 or visit www.computershare.com/investor with questions about electronic delivery.

5.How can I access the proxy materials over the internet?

The Notice, proxy card, or voting instruction form will contain instructions on how to:

View our proxy materials for the Annual Meeting on the internet; and

Instruct us to send our future proxy materials to you electronically by email.

The Notice, proxy card, or voting instruction form will contain instructions on how you may request access to proxy materials electronically on an ongoing basis. Instead of receiving future copies of our proxy statements and annual reports by mail, stockholders of record and most beneficial owners may elect to receive an email that will provide an electronic link to these documents. Choosing to receive your proxy materials electronically helps us to conserve natural resources and reduces the cost of printing and distributing our proxy materials. If you choose to access future proxy materials electronically, you will receive an email with instructions containing a link to the website where those materials are available and a link to the proxy voting website. Your election to receive future proxy materials by email will remain in effect until you revoke it.

6.How may I obtain a paper copy of the proxy materials?

If you receive a paper Notice instead of a paper copy of the proxy materials, the Notice will provide instructions about how to obtain a paper copy of the proxy materials. If you receive the Notice by email, the email will also include instructions about how to obtain a paper copy of the proxy materials. All stockholders of record who do not receive a paper Notice or email will receive a paper copy of the proxy materials by mail.

7.I share an address with another stockholder, and we received only one paper copy of the proxy materials or Notice. How may I obtain an additional copy?

The SEC has adopted rules that permit companies and intermediaries (such as brokers) to implement a delivery procedure called “householding.” Under this procedure, multiple stockholders who reside at the same address may receive a single copy of our annual report to stockholders and other proxy materials, including the Notice of Internet Availability, unless the affected stockholder has provided contrary instructions. This procedure reduces printing costs and postage fees and helps conserve natural resources.

This year, a number of brokers with account holders who are our stockholders will be householding our annual report to stockholders and other proxy materials, including the Notice of Internet Availability. A single Notice of Internet Availability and, if applicable, a single set of our annual report to stockholders and other proxy materials will be delivered to multiple stockholders sharing an address unless contrary instructions have been received from the affected stockholders. Once you have received notice from your broker that it will be householding communications to your address, householding will continue until you are notified otherwise or until you revoke your consent. Stockholders may revoke their consent at any time by calling Broadridge Financial Solutions, Inc. at (866) 540-7095 or writing to Broadridge, Householding Department, 51 Mercedes Way, Edgewood, NY 11717.

Upon written or oral request, we will promptly deliver a separate copy of the Notice of Internet Availability and, if applicable, our annual report to stockholders and other proxy materials to any stockholder at a shared address to which a single copy of any of those documents was delivered. To receive a separate copy of the Notice of Internet Availability and, if applicable, annual report to stockholders and other proxy materials, you may contact our Investor Relations department at our mailing address, which is 475 Brannan Street, Suite 430, San Francisco, CA 94107-5421, Attn: Investor Relations, telephone number (650) 316-7500.

8.I share an address with another stockholder, and we received more than one paper copy of the proxy materials or the Notice. How do we obtain a single copy in the future?

Any stockholders who share the same address and receive multiple copies of our Notice of Internet Availability or annual report to stockholders and other proxy materials who wish to receive only one copy in the future can contact their bank, broker, or other holder of record to request information about householding or our Investor Relations department at our mailing address, which is 475 Brannan Street, Suite 430, San Francisco, CA 94107-5421, Attn: Investor Relations, telephone number (650) 316-7500.

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Voting Information

9.Which proposals will be voted on at the Annual Meeting? How does the board of directors recommend that I vote? What is the vote required to approve each of the proposals? What effect will abstentions and broker non-votes have?

Proposal

Voting OptionsBoard
Recommendation
Votes Required to
Approve the
Proposal
Effects of
Abstentions
1

​Election of Hayden Brown, Gregory C. Gretsch, and Anilu Vazquez-Ubarri as Class III directors to serve until the 2027 annual meeting of stockholders

For, Against, or Abstain

FOR

each nominee

Majority of the votes castNo effect
2

Ratification of the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firm for 2024

For, Against, or Abstain FORMajority of the votes castNo effect
3

​Advisory vote to approve Named Executive Officer compensation

For, Against, or Abstain FORMajority of the votes castNo effect

In deciding all matters at the Annual Meeting, as of the close of business on the Record Date, each share of common stock represents one vote.

Stockholder Proposalsof Record: Shares Registered in Your Name. If, on the Record Date, your shares were registered directly in your name with our transfer agent, Computershare Trust Company, N.A., then you are considered the stockholder of record with respect to those shares. As a stockholder of record, you may vote at the Annual Meeting or vote by telephone, through the internet, or if you request or receive paper proxy materials, by filling out and returning the proxy card.

Beneficial Owner: Shares Registered in the Name of a Broker or Nominee. If, on the Record Date, your shares were held in an account with a broker, bank, trustee, or other nominee on your behalf, then you are considered the beneficial owner of shares held in “street name.” As the beneficial owner, you have the right to direct your nominee on how to vote your shares by following the voting instructions you receive. Your nominee has only limited authority to vote your shares without your instructions, as described below.

If you were a beneficial owner at the close of business on the Record Date, you may attend the Annual Meeting. You will need the 16-digit control number found on your Notice of Internet Availability of Proxy Materials, your proxy card, or the instructions that accompany your proxy materials if you wish to attend the Annual Meeting with the right to vote and submit a question. Even if you do not have your 16-digit control number or were not a stockholder as of the close of business on the Record Date, you can still access the meeting but will not be able to vote at the meeting or submit a question.

If your shares are held in street name, follow the voting instructions you receive from your nominee.

Broker non-votes occur when shares held by a broker for a beneficial owner are not voted because the broker did not receive voting instructions from the beneficial owner and lacked discretionary authority to vote the shares. A broker is entitled to vote shares held for a beneficial owner on “routine” matters without instructions from the beneficial owner of those shares. Absent instructions from the beneficial owner of such shares, a broker is not entitled to vote shares held for a beneficial owner on “non-routine” matters. At our Annual Meeting, only the ratification of PricewaterhouseCoopers LLP as our independent registered public accounting firm for the year ending December 31, 2024, is considered a routine matter. The proposal for the election of directors and any other proposals presented at the Annual Meeting are non-routine matters. Broker non-votes are counted for purposes of determining whether a quorum is present and have no effect on the outcome of the matters voted upon. Accordingly, we encourage you to provide voting instructions to your broker, whether or not you plan to attend the Annual Meeting.

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Our board of directors recommends that you vote “FOR” the election of each of the Class III directors named in this Proxy Statement, which we refer to as Proposal 1, “FOR” the ratification of the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firm for the year ending December 31, 2024, which we refer to as Proposal 2, and “FOR” the approval, on a non-binding advisory basis, of the compensation of our Named Executive Officers as disclosed in this Proxy Statement, which we refer to as Proposal 3. None of our directors or Named Executive Officers have any substantial interest in any matter to be Presentedacted upon, other than, with respect to our Named Executive Officers, Proposal 3, and, with respect to Mses. Brown and Vazquez-Ubarri and Mr. Gretsch, Proposal 1.

10.Who is entitled to vote? How many shares can I vote?

Only holders of record of our common stock at the Nextclose of business on the Record Date will be entitled to vote at the Annual Meeting. At the close of business on the Record Date, there were 132,582,844 shares of our common stock outstanding and entitled to vote. For a 10-day period ending the day before the Annual Meeting date, a complete list of the stockholders entitled to vote at the Annual Meeting will be available for examination by any stockholder for any purpose relating to the Annual Meeting during ordinary business hours at our headquarters.

You may vote all shares of our common stock that you owned as of the Record Date, including (i) shares held directly in your name as the stockholder of record, including shares purchased or acquired through our equity incentive plans, and (ii) shares held for you as the beneficial owner through a broker, bank, or other nominee.

11.How can I vote my shares?

If you are a stockholder of record, you may:

vote via the virtual meeting website—any stockholder can attend the Annual Meeting by visiting www.virtualshareholdermeeting.com/UPWK2024, where stockholders may vote and submit questions during the meeting. The meeting starts at 8:00 a.m. Pacific Time on Friday, June 7, 2024. Please have your 16-digit control number to join the Annual Meeting. Instructions on how to attend and participate via the internet are posted at www.proxyvote.com;

vote by telephone or through the internet—please follow the instructions shown on the Notice of Internet Availability of Proxy Materials or your proxy card. Votes submitted by telephone or through the internet must be received by 8:59 p.m. Pacific Time on June 6, 2024; or

vote by mail—if you request or receive a paper proxy card and voting instructions by mail, simply complete, sign, and date the enclosed proxy card and promptly return it in the envelope provided or, if the envelope is missing, please mail your completed proxy card to Vote Processing, c/o Broadridge Financial Solutions, Inc., 51 Mercedes Way, Edgewood, New York 11717. Your signed and dated proxy card must be received prior to the Annual Meeting to be voted.

Submitting your proxy, whether by telephone, through the internet, or, if you request or receive a paper proxy card, by mail, will not affect your right to vote should you decide to attend the Annual Meeting. If you are not the stockholder of record, please refer to the voting instructions provided by your nominee to direct your nominee on how to vote your shares. Your vote is important. Whether or not you plan to attend the Annual Meeting, we urge you to vote by proxy to ensure that your vote is counted.

All proxies will be voted in accordance with the instructions specified. If you sign a physical proxy card and return it without instructions as to how your shares should be voted on a particular proposal at the Annual Meeting, your shares will be voted in accordance with the recommendations of our board of directors stated above.

If you do not vote and you hold your shares in street name, and your broker does not have discretionary power to vote your shares, your shares may constitute “broker non-votes” (as described above) and will not be counted in determining the number of shares necessary for approval of the proposals. However, shares that constitute broker non-votes will be counted for the purpose of establishing a quorum for the Annual Meeting.

If you receive more than one proxy card, your shares are registered in more than one name or are registered in different accounts. To make certain all of your shares are voted, please follow the instructions included on each proxy card and vote each proxy card by telephone, through the internet, or by mail. If you requested or received paper proxy materials and you intend to vote by mail, please complete, sign, and return each proxy card you received to ensure that all of your shares are voted.

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12.May I change my vote or revoke my proxy?

A stockholder of record who has given a proxy may revoke it at any time before it is exercised at the Annual Meeting by:

delivering to our Corporate Secretary by mail a written notice stating that the proxy is revoked;

signing and delivering a proxy bearing a later date;

voting again by telephone or through the internet; or

attending and voting at the Annual Meeting (although attendance at the Annual Meeting will not, by itself, revoke a proxy).

Please note, however, that if your shares are held of record by a broker, bank, or other nominee and you wish to revoke a proxy, you must contact that firm to revoke any prior voting instructions.

13.What if I return my proxy card but do not provide voting instructions?

If you are a stockholder of record and you return your signed proxy card without giving specific voting instructions, your shares will be voted as recommended by our board of directors (see Question 9 above).

14.What if I am a beneficial owner and do not give voting instructions to my broker?

If you are a beneficial owner of shares, your broker, bank, or other nominee is not permitted to vote on your behalf on the matters to be considered at the Annual Meeting, except for Proposal 2 (the ratification of the appointment of PricewaterhouseCoopers LLP as our independent auditor for 2024), unless you provide specific instructions by completing and returning the voting instruction form or following the instructions provided to you to vote your shares on the internet or by telephone. If you do not provide voting instructions, your shares will not be voted on any proposal except for Proposal 2. This is called a “broker non-vote.” For your vote to be counted, you will need to (i) communicate your voting decision to your broker, bank, or other nominee before the date of the Annual Meeting, or (ii) vote during the Annual Meeting.

15.Is my vote confidential?

Proxy instructions, ballots, and voting tabulations that identify individual stockholders are handled in a manner designed to protect your voting privacy. Your vote will not be disclosed, either within our company or to third parties, except: (i) as necessary to meet applicable legal requirements; (ii) to allow for the tabulation of votes and certification of the vote; and (iii) to facilitate proxy solicitation. To the extent that stockholders provide written comments on their proxy cards, those comments will be forwarded to management.

16.What constitutes a quorum?

The holders of a majority of the voting power of the shares of our common stock issued and outstanding and entitled to vote at the Annual Meeting as of the Record Date must be present at the Annual Meeting in order to hold the Annual Meeting and conduct business. This presence is called a quorum. Your shares are counted as present at the Annual Meeting if you are present and vote at the Annual Meeting or if you have properly submitted a proxy.

17.Who will bear the cost of soliciting votes for the Annual Meeting?

The accompanying proxy is solicited by our board of directors on behalf of Upwork Inc. We have retained D.F. King & Co., Inc. to assist us with the solicitation of proxies, for which we will pay an aggregate fee of $16,500, plus reasonable and documented costs and expenses. We will pay the expenses of soliciting proxies, including preparation, assembly, printing, and mailing of this Proxy Statement, the proxy card, and any other information furnished to stockholders. Following the original mailing of the soliciting materials, we and our agents, including directors, officers, and other employees, without additional compensation, may solicit proxies by mail, email, telephone, facsimile, or other similar means. Following the original mailing of the soliciting materials, we will request brokers, custodians, nominees, and other record holders to forward copies of the soliciting materials to persons for whom they hold shares and to request authority for the exercise of proxies. In such cases, we, upon the request of the record holders, will reimburse such holders for their reasonable expenses. If you choose to access the proxy materials or vote through the internet, you are responsible for any internet access charges you may incur.

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18.What happens if additional matters are presented at the Annual Meeting?

Other than the three items of business described in this Proxy Statement, we are not aware of any other business to be acted upon at the Annual Meeting. If you grant a proxy, the persons named as proxy holders will have the discretion to vote your shares on any additional matters properly presented for a vote at the Annual Meeting. If, for any reason, any of the nominees is not available as a candidate for director, the persons named as proxy holders will vote your proxy for such other candidate or candidates as may be nominated by our board of directors.

19.Where can I find the voting results of the Annual Meeting?

Voting results will be tabulated and certified by the inspector of elections appointed for the Annual Meeting. The preliminary voting results will be announced at the Annual Meeting. The final results will be tallied by the inspector of elections and filed with the SEC in a current report on Form 8-K within four business days of the Annual Meeting. The Form 8-K can be found at www.sec.gov and in the “Investor Relations” section of our website.

Attending the Annual Meeting

20.How can I attend the Annual Meeting?

The Annual Meeting will be a completely virtual meeting of stockholders, which will be conducted exclusively online via live webcast. You are entitled to attend and participate in the Annual Meeting only if you were a stockholder as of the close of business on the Record Date, or if you hold a valid proxy for the Annual Meeting.

You will be able to attend the Annual Meeting online and submit your questions during the meeting by visiting www.virtualshareholdermeeting.com/UPWK2024. You also will be able to vote your shares by attending the Annual Meeting online. To participate in the Annual Meeting, you will need the 16-digit control number included on your Notice, on your proxy card (if you requested printed materials), or on the instructions that accompanied your proxy materials. Stockholders will need the 16-digit control number to submit a question.

The online meeting will begin promptly at 8:00 a.m. Pacific Time on Friday, June 7, 2024. We encourage you to access the meeting prior to the start time. Online check-in will begin at 7:45 a.m. Pacific Time, and you should allow sufficient time for the check-in procedures.

21.What if during the check-in time or during the meeting I have technical difficulties or trouble accessing the virtual meeting website?

If we experience technical difficulties during the meeting (e.g., a temporary or prolonged power outage), we will determine whether the meeting can be promptly reconvened (if the technical difficulty is temporary) or whether the meeting will need to be reconvened on a later day (if the technical difficulty is more prolonged). In any situation, we will promptly notify stockholders of the decision via www.virtualshareholdermeeting.com/UPWK2024. If you encounter technical difficulties accessing our meeting or asking questions during the meeting, a support line will be available on the login page of the virtual meeting website.

22.Why are you holding a virtual meeting instead of a physical meeting?

We have conducted efficient and effective virtual meetings since 2019. We intend to continue to ensure that our stockholders are afforded the same rights and opportunities to participate virtually as they would at an in-person meeting. We believe the virtual format makes it easier for stockholders to attend and participate fully and equally in the Annual Meeting. This format also helps us engage with all stockholders regardless of size, resources, or physical location, saves us and stockholders time and money, and aligns with our broader sustainability goals.

23.Can stockholders ask questions during the Annual Meeting?

Yes. If you wish to submit a question during the Annual Meeting, log into the virtual meeting platform at www.virtualshareholdermeeting.com/UPWK2024, type your question into the “Ask a Question” field, and click “Submit.” If your question is properly submitted during the relevant portion of the meeting agenda, we will respond to your question during the live webcast, subject to time constraints and as described below. Questions that are substantially similar may be grouped and answered together to avoid repetition. We reserve the right to exclude questions that are, among other things, irrelevant to the business of the Annual Meeting, related to material nonpublic information about our company, derogatory or in bad taste, in furtherance of the stockholder’s personal or business interests, related to pending or threatened litigation, repetitious or already made by another stockholder, related to personal matters or grievances, or out of order or otherwise not suitable for the conduct of the Annual Meeting (as determined by the chairperson of the Annual Meeting or our Corporate Secretary in their sole judgment). A webcast replay of the Annual Meeting, including the Q&A session, will be available for 90 days following the Annual Meeting at www.virtualshareholdermeeting.com/UPWK2024.

2024 Proxy Statement91

24.What is the deadline to propose actions for consideration at the 2025 annual meeting of stockholders or to nominate individuals to serve as directors?

Our amended and restated bylaws provide that, for stockholder nominations to our board of directors or other proposals to be considered at an annual meeting, the stockholder must give timely notice thereof in writing to the attention of the Corporate Secretary at our principal executive offices, the address of which is currently Upwork Inc., 441 Logue Avenue, Mountain View,475 Brannan Street, Suite 430, San Francisco, California 94043 on or before June 16, 2019 and Upwork Inc., 2625 Augustine Drive, Suite 601, Santa Clara, CA 95054 after June 16, 2019.94107.

To be timely for our 20202025 annual meeting of stockholders, a stockholder’s notice must be delivered to or mailed and received by our Corporate Secretary at our principal executive offices not earlier than 5:2:00 p.m. EasternPacific Time on February 6, 20207, 2025, and not later than 5:2:00 p.m. EasternPacific Time on March 7, 2020.9, 2025. A stockholder’s notice to the Corporate Secretary must set forth as to each matter the stockholder proposes to bring before the annual meeting the information required by our amended and restated bylaws.

Additionally, our amended and restated bylaws permit a stockholder, or a group of up to 20 stockholders, owning at least 3% of our outstanding common stock continuously for at least three years to nominate and include in our proxy materials for director nominees constituting up to the greater of two individuals or 20% of our board of directors, subject to reduction in certain circumstances, and subject to the stockholders and the nominees satisfying the requirements specified in our amended and restated bylaws. Our obligation to include director nominees in our annual meeting proxy materials is also subject to certain exceptions as set forth in our amended and restated bylaws. Written notice of the nomination(s) for our 2025 annual meeting of stockholders must be submitted to the attention of the Corporate Secretary at our principal executive offices, the address of which currently is Upwork Inc., 475 Brannan Street, Suite 430, San Francisco, California 94107, no earlier than 2:00 p.m. Pacific Time on November 24, 2024, and no later than 2:00 p.m. Pacific Time on December 24, 2024, subject to certain exceptions as set forth in our amended and restated bylaws. In addition, to comply with the universal proxy rules, stockholders who intend to solicit proxies in support of director nominees other than Upwork nominees must provide notice that sets forth the information required by Rule 14a-19 under the Exchange Act no later than April 8, 2025.

Stockholder proposals submitted pursuant to Rule 14a-8 under the Exchange Act and intended to be presented at our 20202025 annual meeting of stockholders must be received by us not later than December 28, 2019 in order24, 2024 to be considered for inclusion in our proxy materials for that meeting. Proposals should be sent to our Corporate Secretary at our principal executive offices, together with proof of ownership of our common stock in accordance with Rule 14a-8 under the Exchange Act. We strongly encourage any stockholder interested in submitting a proposal to contact our Chief Legal OfficerCorporate Secretary in advance of this deadline to discuss the proposal.

25.Where can I find more information about Upwork’s SEC filings, governance documents, and communicating with Upwork and the board of directors?

Section 16(a) Beneficial Ownership Reporting ComplianceSEC Filings and Reports

Section 16(a) of the Exchange Act requires

Our SEC filings, including our directors, executive officersAnnual Reports on Form 10-K, Quarterly Reports on Form 10-Q, Current Reports on Form 8-K, and any persons who own more than 10%amendments to those reports, are available free of charge on our “Investor Relations” section of our common stock, to file initial reports of ownership and reports of changes in ownership with the SEC. Such persons are required by SEC regulation to furnish us with copies of all Section 16(a) forms that they file. Based solely on our review of the copies of such forms furnished to us and written representations from our directors and executive officers, we believe that all Section 16(a) filing requirements were timely metwebsite, which is located at investors.upwork.com, under “SEC Filings” in the year ended December 31, 2018.“Financials” section of our website.

Annual Report

We will mail, without charge, upon written request, a copy of our annual report on Form 10-K for the year ended December 31, 2018,Annual Report, including the financial statements and list of exhibits, and any exhibit specifically requested. Requests should be sent to:to our mailing address:

Upwork Inc.
441 Logue Avenue
Mountain View, California 94043

475 Brannan Street, Suite 430

San Francisco, CA 94107-5421

Attn: Investor Relations

922024 Proxy Statement

Corporate Governance Documents

The annual report is also

Our Corporate Governance Guidelines, charters of the principal committees of our board of directors, our Code of Business Conduct and Ethics, and other key corporate governance documents and materials are available onat the “Investor Relations” section of our website, which is located at https://investors.upwork.com under “SEC Filings”, by clicking on “Documents & Charters” in the “Financials”“Governance” section of our website, or by following the instructions in the Notice of Internet Availability of Proxy Materials.website.

Electronic Delivery of Stockholder Communications

We encourage you to help us conserve natural resources, as well as significantly reduce printingCommunicating with Management and mailing costs, by signing up to receive your stockholder communications electronically via e-mail. With electronic delivery, you will be notified via e-mail as soon as future annual reports and proxy statements are available on the Internet, and you can submit your votes online. Electronic delivery can also eliminate duplicate mailings and reduce the amount of bulky paper documents you maintain in your personal files. To sign up for electronic delivery:

Registered OwnerInvestor Relations (you hold our common stock in your own name through our transfer agent, Computershare Trust Company, N.A., or you are in possession of stock certificates): visit www-us.computershare.com/investor and log into your account to enroll.

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Beneficial Owner (your shares are held by a brokerage firm, a bank, a trustee or a nominee): If you hold shares beneficially, please follow the instructions provided to you by your broker, bank, trustee or nominee.

Your electronic delivery enrollment will be effective until you cancel it. Stockholders who are record owners of shares of our common stock may call Computershare Trust Company, N.A., our transfer agent, at (800) 736-3001 or visit www-us.computershare.com/investor with questions about electronic delivery.

“Householding”—Stockholders Sharing the Same Last Name and Address

The SEC has adopted rules that permit companies and intermediaries (such as brokers) to implement a delivery procedure called “householding.” Under this procedure, multiple stockholders who reside at the same address may receive a single copy of our annual report and other proxy materials, including the Notice of Internet Availability, unless the affected stockholder has provided contrary instructions. This procedure reduces printing costs and postage fees, and helps in conserving natural resources.

This year, a number of brokers with account holders who are our stockholders will be “householding” our annual report and other proxy materials, including the Notice of Internet Availability. A single Notice of Internet Availability and, if applicable, a single set of our annual report and other proxy materials will be delivered to multiple stockholders sharing an address unless contrary instructions have been received from the affected stockholders. Once you have received notice from your broker that it will be “householding” communications to your address, “householding” will continue until you are notified otherwise or until you revoke your consent. Stockholders may revoke their consent at any time by contacting Broadridge by calling 1-866-540-7095contact management or writing to Broadridge, Householding Department, 51 Mercedes Way, Edgewood, New York, 11717.

Upon written or oral request, we will promptly deliver a separate copy of the Notice of Internet Availability and, if applicable, our annual report and other proxy materials to any stockholder at a shared address to which a single copy of any of those documents was delivered. To receive a separate copy of the Notice of Internet Availability and, if applicable, annual report and other proxy materials, you may contact our Investor Relations departmentin writing at 441 Logue Avenue, Mountain View, California 94043,475 Brannan Street, Suite 430, San Francisco, CA 94107-5421, Attn: Investor Relations, telephone number (650) 316-7500.316-7500, or by email at investor@upwork.com.

Any stockholders who share

Communicating with the same addressBoard of Directors

Stockholders and receive multiple copies of our Notice of Internet Availability or annual report and other proxy materialsinterested parties who wish to receive only one copy incommunicate with our board of directors, non-management members of our board of directors as a group, a committee of our board of directors, or a specific member of our board of directors (including our chairperson) may do so by letters addressed to the future can contact their bank, brokerattention of our Corporate Secretary.

All communications are reviewed by the Corporate Secretary and provided to the members of our board of directors as appropriate. Sales materials, abusive, threatening, or other holderotherwise inappropriate materials, and items unrelated to the duties and responsibilities of recordour board of directors will not be provided to request information about householding or our Investor Relations department at thedirectors.

The mailing address or telephone number listed above.for these communications is:

Upwork Inc.

c/o Corporate Secretary

475 Brannan Street, Suite 430

San Francisco, CA 94107-5421

Other Matters

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OTHER MATTERS

Our board of directors does not presently intend to bring any other business before the Annual Meeting, and so far as is known to our board of directors, no matters are to be brought before the Annual Meeting except as specified in the Notice of Annual Meeting of Stockholders. As to any business that may arise and properly come before the Annual Meeting, however, it is intended that proxies, in the form enclosed, will be voted in respect thereof in accordance with the judgment of the persons voting such proxies.

By Order of the Board of Directors,

Stephane Kasriel

Hayden Brown

President and Chief Executive Officer

2024 Proxy Statement93

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TABLE OF CONTENTSAppendix A: Reconciliation of Non-GAAP Financial Measures


This Proxy Statement includes references to adjusted EBITDA and Compensation Program Revenue, which are non-GAAP measures of financial performance.

These non-GAAP measures are not prepared in accordance with, and are not alternatives to financial measures prepared in accordance with, GAAP. There are material limitations associated with the use of non-GAAP financial measures as an analytical tool, and non-GAAP financial measures should not be considered in isolation or as substitutes for analysis of financial results as reported under GAAP. The non-GAAP financial measures may be different from non-GAAP financial measures used by other companies, limiting their usefulness for comparison purposes. We compensate for these limitations by providing specific information regarding the GAAP items excluded from the non-GAAP financial measures. A reconciliation of each non-GAAP measure to its most directly comparable GAAP financial measure has been provided in the financial statement tables below, and stockholders are encouraged to review the reconciliation.

Reconciliation of Net Income to Adjusted EBITDA

We define adjusted EBITDA as net income (loss) adjusted for stock-based compensation expense; depreciation and amortization; interest expense; other income (expense), net; income tax benefit (provision); and, if applicable, certain other gains, losses, benefits, or charges that are non-cash or are significant and the result of isolated events or transactions that have not occurred frequently in the past and are not expected to occur regularly in the future. Additionally, in response to the war in Ukraine, during the year ended December 31, 2022, we incurred certain incremental expenses associated with our humanitarian response efforts. These expenses are not representative of our ongoing operations, and, as a result, we excluded these costs from adjusted EBITDA for the year ended December 31, 2022. Adjusted EBITDA is not prepared in accordance with, and is not an alternative to, financial measures prepared in accordance with GAAP.

The following table presents a reconciliation of net income (loss), the most directly comparable financial measure prepared in accordance with GAAP, to adjusted EBITDA for each of the periods indicated:

(in thousands)20232022
Net income (loss)$46,887$(89,885)
Add back (deduct):    
Stock-based compensation expense 74,195 75,501
Depreciation and amortization 9,449 8,057
Other (income) expense, net(1) (60,137) (3,275)
Income tax provision 1,990 536
Other(2)(3) 750 5,037
Adjusted EBITDA$73,134$(4,029)

(1)

During the year ended December 31, 2023, we recognized a gain on early extinguishment of debt of $38.9 million.

(2)

During each of the years ended December 31, 2023 and 2022, we incurred $0.8 million of expense related to our Tides Foundation warrant.

(3)During the year ended December 31, 2022, in response to Russia’s invasion of Ukraine, we incurred certain incremental expenses associated with our humanitarian response efforts. These expenses are not representative of our ongoing operations, and, as a result, we excluded these costs from adjusted EBITDA for the year ended December 31, 2022. These expenses consisted of (i) $1.4 million of special one-time bonuses to our team members in the region impacted by Russia’s invasion of Ukraine, (ii) $1.5 million of expenses incurred in connection with the relocation of our team members in the impacted region, (iii) $1.1 million of donations made to humanitarian aid organizations to support initiatives related to humanitarian response efforts in the impacted region, primarily to Direct Relief International, a humanitarian aid organization, and (iv) $0.4 million of payments of one-time service award bonuses (and associated taxes) to certain of our team members paid in recognition of contributions made by such team members to our humanitarian response efforts in the impacted region.

We use adjusted EBITDA as a measure of operational efficiency. We believe that this non-GAAP financial measure is useful to investors for period-to-period comparisons of our business and in understanding and evaluating our operating results for the following reasons:

adjusted EBITDA is widely used by investors and securities analysts to measure a company’s operating performance without regard to items such as stock-based compensation expense; depreciation and amortization; interest expense; other income (expense), net; income tax benefit (provision); and, if applicable, certain other gains, losses, benefits, or charges that are non-cash or are significant and the result of isolated events or transactions that have not occurred frequently in the past and are not expected to occur regularly in the future, all of which can vary substantially from company to company depending upon their financing, capital structures, and the method by which assets were acquired;

A-12024 Proxy Statement


our management uses adjusted EBITDA in conjunction with financial measures prepared in accordance with GAAP for planning purposes, including the preparation of our annual operating budget, as a measure of our core operating results and the effectiveness of our business strategy, and in evaluating our financial performance; and

adjusted EBITDA provides consistency and comparability with our past financial performance, facilitates period-to-period comparisons of our core operating results, and also facilitates comparisons with other peer companies, many of which use similar non-GAAP financial measures to supplement their GAAP results.

Reconciliation of Revenue to Compensation Program Revenue

We used Compensation Program Revenue as the performance measure for the 2023 Performance Bonus Plan to account for clients that may switch mid-year to using our managed services offering so that the achievement of bonus opportunities under our bonus plan are not impacted by the differing GAAP reporting standards for revenue from our other offerings, which is reported on a “net” basis under GAAP, and revenue from our managed services offering, which is reported on a “gross” basis under GAAP. As a result, participants are not able to achieve performance levels under the 2023 Performance Bonus Plan solely as a result of a client changing from our marketplace offering to managed services offerings mid-year.

The following table presents a reconciliation of revenue, the most directly comparable financial measure prepared in accordance with GAAP, to Compensation Program Revenue for each of the periods indicated:

(in thousands)202320222021  2020
Total revenue​$689,136​$618,318​$502,797 $373,628
Less:      
Cost of talent services to deliver managed services(37,816)(37,749)(31,871) (28,703)
Compensation Program Revenue​$651,320​$580,569​$470,926 $344,924

2024 Proxy StatementA-2


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