Upwork, INC Form 4 insider transactions

Insider transactions: buys and sells by directors, officers and ten percent owners, filed within two business days of the trade.

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Anthony Ray Kappus, GM & Chief Operating Officer of Upwork, Inc, sold 558 shares of common stock on July 18, 2026 for $9.06 per share.
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Upwork Inc. director Claire Bramley was granted 45,146 restricted stock units as part of an equity compensation award.
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Upwork Inc. Director David H. Lissy was granted 66,026 restricted stock units as part of his annual equity compensation.
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Upwork Inc. Director Thomas Layton was granted 33,859 restricted stock units as part of his annual compensation package.
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Upwork Inc. Director Glenn Kelman was granted 27,087 restricted stock units as part of his director compensation package.
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Upwork Inc. director Gary Steele was granted 27,087 restricted stock units as part of an equity compensation award.
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Upwork Inc. director Dana Evan was granted 20,880 restricted stock units as part of standard equity compensation.
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Upwork Director Kevin Harvey was granted 27,087 restricted stock units as part of his annual compensation package.
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Upwork Inc. executive Anthony Ray Kappus reported transactions involving restricted stock units and common stock.
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Upwork Inc. Chief Financial Officer Erica Gessert has reported transactions involving restricted stock units and common stock.
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Upwork CEO Hayden Brown reported transactions involving the acquisition and disposition of company stock, including shares related to restricted stock units and a Rule 10b5-1 plan.
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Upwork Inc. COO Anthony Kappus was granted 22,603 restricted stock units vesting over a four-year period.
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Upwork's Chief Accounting Officer, Sabrina Mekhalfa, reported the vesting of restricted stock units and a subsequent sale of shares to cover tax obligations.
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Upwork's Chief Financial Officer, Erica Gessert, reported the vesting of restricted stock units and a subsequent non-discretionary sale of shares to cover tax obligations.
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Upwork CEO Hayden Brown exercised restricted stock units and sold a portion of the resulting shares to cover tax withholding obligations.
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Upwork's GM of Marketplace, Dave Bottoms, reported the vesting of restricted stock units and subsequent sales to cover tax obligations and under a 10b5-1 plan.
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Upwork's Chief Financial Officer, Erica Gessert, reported the vesting of performance and restricted stock units, along with a mandated 'sell to cover' transaction for tax obligations.
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Upwork's GM of Marketplace, Dave Bottoms, reported the vesting of performance and restricted stock units and subsequent sales to cover tax obligations and under a pre-arranged 10b5-1 plan.
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Upwork President & CEO Hayden Brown reported multiple acquisitions of common stock through vesting of equity awards and subsequent sales, including tax-related 'sell to cover' transactions.
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Upwork Inc. granted 42,929 restricted stock units to Chief Accounting Officer Sabrina Mekhalfa, vesting over three years.
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Upwork Inc.'s Chief Financial Officer, Erica Gessert, reported the acquisition of common stock through RSU vesting and a subsequent 'sell to cover' transaction for tax withholding.
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Upwork Inc. CEO Hayden Brown reported the vesting of restricted stock units and a subsequent non-discretionary sale of shares to cover tax obligations.
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Upwork's GM of Marketplace, Dave Bottoms, reported the vesting of restricted stock units and subsequent sales of common stock, including 'sell to cover' transactions for tax obligations.
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Upwork Inc.'s President and CEO, Hayden Brown, reported the sale of 350,000 shares of common stock over two days in late November 2025.
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Upwork's President and CEO, Hayden Brown, has filed a Form 4 detailing a pre-planned sale of 60,000 shares of common stock on November 21, 2025, for approximately $1.09 million.
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Upwork Director Gary Steele sold 12,500 shares of common stock for approximately $17.51 per share under a pre-arranged trading plan.
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Upwork CEO Hayden Brown reported the vesting of restricted stock units and subsequent 'sell to cover' transactions for tax obligations.
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Upwork Inc.'s CFO, Erica Gessert, reported the vesting of restricted stock units and subsequent tax-related share sales on November 18, 2025.
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Upwork's GM of Marketplace, Dave Bottoms, reported sales of common stock, including shares from RSU vesting and a Rule 10b5-1 plan.
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Upwork's Chief Financial Officer, Erica Gessert, reported the vesting of restricted stock units and a subsequent sale of shares to cover tax obligations.