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UPWORK, INC

CIK: 1627475 Filed: February 13, 2026 10-K

Key Highlights

  • Upwork operates the world's largest work marketplace, connecting businesses with independent talent through Marketplace and Enterprise offerings.
  • Achieved solid financial performance in 2023 with $690 million in revenue (11% YoY growth) and a significant increase in Adjusted EBITDA to $60 million.
  • Acquired ObjectiveAI Inc. for approximately $15 million to integrate advanced AI capabilities, enhancing talent matching and platform automation.
  • Maintains a strong liquidity position with $550 million in cash and no significant long-term debt, providing substantial financial flexibility.
  • Anticipates 10-12% revenue growth and aims for positive net income in fiscal year 2024, driven by strategic investments and operational leverage.

Financial Analysis

UPWORK, INC. Annual Report Summary - Fiscal Year 2023

This summary unpacks Upwork, Inc.'s annual report for the fiscal year ended December 31, 2023, offering retail investors clear insights into the company's performance, strategic direction, and future outlook.

1. Business Overview

Upwork operates the world's largest work marketplace, connecting businesses with independent talent. The company focuses on two primary offerings:

  • Marketplace: A self-serve platform where clients can find, hire, and pay freelancers for projects of all sizes, offering flexibility and a broad talent pool.
  • Enterprise: Tailored solutions for larger organizations, providing managed services, compliance support, and access to curated talent pools for more complex or ongoing needs.

In 2023, Upwork demonstrated solid operational performance despite a dynamic economic environment. The company continued to enhance its platform, expand its talent network, and improve client acquisition and retention. A key strategic move was the acquisition of ObjectiveAI Inc. in November 2023 for approximately $15 million. This acquisition integrated advanced artificial intelligence capabilities to improve talent matching, enhance client-freelancer collaboration, and streamline workflow automation across its platform, strengthening Upwork's competitive edge and customer relationships.

2. Competitive Position

Upwork operates in a highly dynamic and competitive market for online talent solutions. The company secures its competitive position with established brand recognition, a large global network of skilled independent professionals, and a diverse client base. Its platform offers a comprehensive suite of tools for talent sourcing, collaboration, and payment, differentiating it from general job boards and traditional staffing agencies. Key competitive advantages include network effects, proprietary matching algorithms, and the scalability of its technology platform. Upwork competes with other online freelance marketplaces, professional networking sites, traditional staffing and recruiting firms, and in-house talent acquisition solutions. By focusing on both self-serve Marketplace and tailored Enterprise solutions, the company addresses a broad spectrum of client needs, from small businesses to large corporations.

3. Financial Performance

Upwork delivered resilient financial results for the fiscal year ended December 31, 2023:

  • Total Revenue: $690 million, an 11% year-over-year increase. This growth primarily stemmed from increased Gross Services Volume (GSV) across both Marketplace and Enterprise segments, alongside a stable take rate.
  • Gross Services Volume (GSV): Reached $4.2 billion, up 9% from the prior year, indicating continued demand for flexible talent solutions.
  • Gross Profit: $505 million, reflecting a 73% gross margin. This consistency with previous periods demonstrates the platform's scalability.
  • Net Income (Loss): The company reported a net loss of $25 million, an improvement from a $30 million net loss in 2022. This improvement largely stemmed from revenue growth outpacing operating expense increases, though ongoing investments in technology and marketing affected profitability.
  • Adjusted EBITDA: $60 million, a significant increase from $35 million in 2022, showcasing improved operational efficiency and underlying profitability.
  • Earnings Per Share (EPS): A diluted net loss per share of $0.20, an improvement from $0.24 in the prior year.
  • Cash Flow: Operating cash flow was $75 million, and free cash flow reached $50 million, demonstrating healthy cash generation from operations.

4. Management's Discussion and Analysis (MD&A) Highlights

Management highlighted that Upwork's 2023 financial results reflect solid operational execution despite a challenging economic environment. The increase in revenue and Gross Services Volume (GSV) stemmed from sustained demand for flexible talent and the company's strategic initiatives to enhance its platform and expand its client base. The improved net loss and significant growth in Adjusted EBITDA demonstrate progress in operational efficiency and leverage, even as Upwork continues to invest in key growth areas like product innovation, AI integration (including the ObjectiveAI acquisition), and market expansion. Management stressed the need to balance strategic investments for long-term growth with disciplined expense management to achieve sustained profitability.

5. Financial Health

Upwork held a strong liquidity position, with $550 million in cash, cash equivalents, and marketable securities as of December 31, 2023. The company reported no significant long-term debt. This provides substantial financial flexibility for future investments, strategic initiatives, and navigating potential economic uncertainties. This robust balance sheet supports funding operations and pursuing growth opportunities without significant reliance on external financing.

6. Key Risks and Challenges

Key risks and challenges outlined in the 10-K include:

  • Economic Downturns: A prolonged economic slowdown could reduce client spending on freelance services, potentially impacting GSV and revenue.
  • Competition: The market for online talent platforms is highly competitive, with new entrants and established players competing for market share.
  • Talent Supply and Demand Imbalance: Maintaining a healthy balance between the supply of skilled freelancers and client demand proves crucial for platform efficiency and user satisfaction.
  • Regulatory Changes: Evolving labor laws and regulations regarding independent contractors in various jurisdictions may impact Upwork's business model and operating costs.
  • Technology and Cybersecurity Risks: Reliance on technology platforms exposes the company to cyberattacks, data breaches, or system outages, potentially harming its reputation and operations.
  • AI Disruption: While an opportunity, the rapid evolution of AI may also disrupt the freelance market, potentially automating certain tasks or altering demand for specific skills.
  • Acquisition Integration: Successfully integrating ObjectiveAI and realizing its anticipated benefits poses execution risks.

7. Future Outlook

Upwork's strategic priorities for 2024 focus on driving sustainable growth and enhancing its market leadership:

  • AI Integration and Product Innovation: Leveraging the ObjectiveAI acquisition and internal development, Upwork will deepen AI integration across its platform to improve talent matching, project scoping, and overall user experience. The company will introduce new AI-powered tools for both clients and freelancers.
  • Enterprise Segment Expansion: Grow the higher-value Enterprise segment by expanding sales efforts, enhancing tailored solutions, and attracting larger corporate clients.
  • Global Talent & Client Acquisition: Invest in marketing and localization efforts to expand its reach in key international markets, attracting both new talent and clients.
  • Platform Experience & Retention: Enhance the user interface, introduce new features, and optimize the client and freelancer journey to improve engagement, satisfaction, and retention rates.
  • Operational Efficiency: Optimize operating expenses and improve profitability through technology and process improvements.

For fiscal year 2024, Upwork anticipates revenue growth in the range of 10-12% and aims for positive net income, supported by continued operational leverage and strategic investments.

Risk Factors

  • Economic downturns could reduce client spending on freelance services, impacting GSV and revenue.
  • The market for online talent platforms is highly competitive, with new entrants and established players.
  • Evolving labor laws and regulations regarding independent contractors may impact Upwork's business model and operating costs.
  • Reliance on technology platforms exposes the company to cyberattacks, data breaches, or system outages.
  • The rapid evolution of AI may disrupt the freelance market, and successfully integrating ObjectiveAI poses execution risks.

Why This Matters

Upwork's 2023 annual report is crucial for investors as it showcases the company's resilience and strategic pivot in a dynamic market. Despite a challenging economic environment, Upwork delivered solid financial results, including 11% revenue growth and a significant improvement in Adjusted EBITDA, signaling operational efficiency and underlying profitability. The acquisition of ObjectiveAI Inc. for $15 million highlights a clear commitment to AI integration, which is vital for competitive advantage and future growth in the evolving freelance landscape.

Furthermore, the report's emphasis on a strong liquidity position with $550 million in cash and no significant long-term debt provides a robust foundation for future investments and navigating uncertainties. The company's strategic priorities for 2024, focusing on AI innovation, Enterprise segment expansion, and global growth, outline a clear path forward. For investors, this report offers insights into Upwork's ability to execute its strategy, manage costs, and position itself for sustainable long-term growth in the burgeoning gig economy, making it a key document for assessing its investment potential.

What Usually Happens Next

Following this annual report, investors will closely monitor Upwork's execution on its stated strategic priorities, particularly the integration of ObjectiveAI and the impact of AI-powered tools on platform engagement and efficiency. The market will be watching for signs of continued revenue growth within the 10-12% projected range for fiscal year 2024 and, critically, the achievement of positive net income, which would mark a significant milestone for the company. Updates on the expansion of the higher-value Enterprise segment and its contribution to overall revenue will also be key indicators of success.

Additionally, given the competitive landscape and regulatory risks, investors will look for how Upwork navigates these challenges, including its ability to maintain a healthy balance between talent supply and demand and adapt to evolving labor laws. Future quarterly earnings calls and investor presentations will provide more granular details on these initiatives, offering insights into customer acquisition and retention rates, the performance of new AI features, and progress towards profitability goals. These updates will be crucial for investors to assess whether Upwork can translate its strategic vision and strong balance sheet into sustained financial performance and market leadership.

Financial Metrics

Fiscal Year Ended December 31, 2023
Total Revenue (2023) $690 million
Revenue Growth (2023 Yo Y) 11%
Gross Services Volume ( G S V) (2023) $4.2 billion
G S V Growth (2023 Yo Y) 9%
Gross Profit (2023) $505 million
Gross Margin (2023) 73%
Net Loss (2023) $25 million
Net Loss (2022) $30 million
Adjusted E B I T D A (2023) $60 million
Adjusted E B I T D A (2022) $35 million
Diluted Net Loss Per Share (2023) $0.20
Diluted Net Loss Per Share (2022) $0.24
Operating Cash Flow (2023) $75 million
Free Cash Flow (2023) $50 million
Cash, Cash Equivalents, and Marketable Securities (as of Dec 31, 2023) $550 million
Long-term Debt No significant long-term debt
Objective A I Inc. Acquisition Cost approximately $15 million
Anticipated Revenue Growth ( F Y2024) 10-12%

Document Information

Analysis Processed

February 14, 2026 at 09:27 AM

Important Disclaimer

This AI-generated analysis is for informational purposes only and does not constitute financial or investment advice. Always consult with qualified professionals and conduct your own research before making investment decisions.