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DEF 14ASEC Filing

UPWK Urges Shareholder Approval for Board and Pay After Profit Record

April 23, 2026 at 12:00 AM

🧾 What This Document Is

This is Upwork's Definitive Proxy Statement (DEF 14A). Think of it as a formal invitation and instruction manual for the company's annual shareholder meeting. It details what will be voted on, provides background on the company's performance and leadership, and explains how shareholders can cast their votes. The meeting is exclusively online on June 4, 2026, at 8:00 a.m. Pacific Time.

👉 Why it matters: This document is your primary source for understanding the company's governance, executive pay, and strategic direction before you vote your shares.

🏢 What The Company Does

In simple terms, Upwork is a massive online marketplace that connects businesses with freelance talent for all kinds of projects, from graphic design to software development and beyond. They've recently evolved by launching Lifted, a new subsidiary for large enterprises to manage their entire "contingent workforce" (freelancers, agencies, etc.), and by deeply integrating AI-powered tools across their platform to match work more efficiently.

👉 Why it matters: This isn't just a gig platform anymore. They're transforming into an integrated "human and AI collaboration" company serving everyone from solo entrepreneurs to giant corporations.

💰 2025 Performance Highlights

Despite economic challenges, 2025 was a landmark year of financial transformation:

  • Record Revenue: $787.8 million.
  • Record Profitability: Net income was $115.4 million (a 15% profit margin). Their adjusted EBITDA (a key cash profit metric) hit a record $225.6 million, with a 29% margin.
  • Return to Growth: After a decline, their Gross Services Volume (GSV - the total value of work transacted on their platform) grew by 1% year-over-year.
  • Client Value: The average spend per active client reached an all-time high of $5,129.
  • Shareholder Returns: They spent $136.0 million to buy back and retire their own stock.

🗳️ What You're Voting On: The 4 Key Proposals

You are being asked to vote on four main items. The board recommends voting FOR each.

  1. Proposal 1: Elect Directors. Vote for three nominees (Claire Bramley, David Lissy, Gary Steele) to join the board. If elected, two of them will join the crucial Audit Committee.
  2. Proposal 2: Ratify Your Auditor. Re-appoint the accounting firm PricewaterhouseCoopers LLP (PwC) as your independent auditor for 2026. This is a standard annual vote.
  3. Proposal 3: Approve Executive Pay (Advisory Vote). This is a non-binding "say on pay" vote where you approve the compensation structure for the company's top executives.
  4. Proposal 4: Set the Pay Vote Frequency. Decide how often you want to hold the "say on pay" vote in the future. The board recommends every ONE YEAR.

👥 Governance & Board Structure

Upwork emphasizes strong, independent oversight:

  • Independent Leadership: The Board Chair (Thomas Layton) is separate from the CEO (Hayden Brown).
  • Independent Board: 7 out of 8 directors are independent. The board committees (Audit, Compensation, Nominating & Governance) are composed entirely of independent directors.
  • Robust Oversight: Committees specifically oversee cybersecurity and AI-related risks (via the Audit Committee), ensuring these emerging threats get dedicated attention.
  • Board Refreshment: Six new independent directors have joined since the company went public in 2018, showing a commitment to fresh perspectives.

💼 Executive Compensation Philosophy

The goal is to attract top talent and align their interests with yours, the shareholders. The 2025 program was built on these core elements:

ElementHow It's Tied to Performance
Annual Bonus75% based on hitting Adjusted EBITDA targets, 25% on Revenue.
Long-Term Stock Awards (PSUs)100% tied to hitting Adjusted EBITDA Margin goals over 2-3 years, with a potential +50% multiplier if Upwork's stock return beats a market index (Relative TSR).
Long-Term Stock Awards (RSUs)Granted based on continued employment ("service-based vesting") over four years.

👉 Why it matters: This mix heavily rewards long-term profitability and stock price outperformance, not just short-term sales growth.

🔮 What's Next: 2026 Priorities

Management is focused on three growth "building blocks":

  1. Transforming Human & AI Work: Further integrating AI (like their "Uma" assistant) into the marketplace.
  2. Accelerating SMB Growth: Scaling their fast-growing "Upwork Business Plus" offering for small/medium businesses.
  3. Unlocking Enterprise Expansion: Growing the new Lifted subsidiary, which acquired two companies (Bubty and Ascen) in 2025 to bolster its enterprise services.

⚖️ Big Picture: Strengths & Risks

  • 👍 Strengths:
    • Clear Strategic Pivot: Successfully executing a shift to profitability and new enterprise services.
    • Strong Cash Generation: Record revenue and significant free cash flow ($223.1M in 2025) fund buybacks and investments.
    • Modern Governance: Independent board, strong stockholder engagement, and detailed risk oversight for AI/cybersecurity.
  • ⚠️ Risks:
    • Economic Sensitivity: Freelance work can be affected by business spending cuts.
    • Competitive Market: Faces competition from other freelance platforms and internal corporate hiring tools.
    • Execution Risk: Success depends on the smooth integration of Lifted and continued adoption of new AI-driven products.

🧠 The Analogy

Think of Upwork like a city. For years, it was just the bustling downtown freelancer district (the core marketplace). Now, it's expanding with a new, gleaming business park for big corporations (Lifted) and installing a city-wide AI-powered traffic and matching system (Uma). The board and executive pay are designed like the city's charter and mayor's contract—to make sure the city grows sustainably, stays safe (cybersecurity), and creates value for all its citizens (shareholders, clients, and talent).

🧩 Final Takeaway

Upwork is urging shareholders to vote FOR the re-election of directors, the auditor, and the executive pay plan, which is designed to reward long-term profitability and stock performance. This comes after a year where the company successfully pivoted to record profits and launched a major new enterprise division, signaling a strategic focus on growth through integrated human and AI solutions.