Welcome to our dedicated page for Upwork SEC filings (Ticker: UPWK), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
Hiring trends, gross services volume, and the cost of attracting new clients define Upwork’s profitability, yet those critical data points are buried deep inside its SEC disclosures. Whether you’re tracking the platform’s take rate or monitoring how new enterprise subscriptions scale, deciphering a marketplace business like Upwork means wading through hundreds of pages across multiple forms.
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Upwork Inc. announced the appointment of Anthony Kappus as Chief Operating Officer, effective September 2, 2025. Mr. Kappus joins after 11 years at Redfin, where he served in roles including Chief of Digital Revenue and Chief Legal Officer.
His initial compensation includes an annual base salary of $500,000, a target annual bonus equal to 60% of base salary, and a restricted stock unit award equal to $7,250,000 divided by the 30-day average closing price prior to grant. The RSU vests 25% on September 18, 2026 and 6.25% on each quarterly anniversary thereafter. The Severance Agreement provides 12 months base salary and up to 12 months of continued medical premiums if terminated without cause, and in specified change-in-control windows adds a pro-rated bonus and 100% acceleration of then-unvested equity and cash awards (excluding performance-vested awards). The company disclosed no related-party arrangements and furnished a press release as Exhibit 99.1.
Dave Bottoms, an officer of Upwork, Inc., sold common stock in the company on 08/08/2025. The Form 4 reports a sale of 9,000 shares at a weighted-average price of $12.8819, executed in multiple transactions at prices ranging from $12.86 to $12.91. After the reported sale the filing shows the reporting person beneficially owns 345 shares directly. The filing was made by one reporting person and the sale is documented with an attorney-in-fact signature.
Upwork Inc. (Form 144) — This notice states that David Bottoms intends to sell 9,000 shares of Common stock through Morgan Stanley Smith Barney LLC on 08/08/2025 on NASDAQ, with an aggregate market value of $115,936.20. The filing reports 132,606,579 shares outstanding, and the 9,000-share block was acquired as restricted stock from the issuer on 06/18/2025.
The form also lists securities sold by the same person during the past three months: 11,562 shares on 06/18/2025 (gross proceeds $156,148.28), 1,620 shares on 05/20/2025 (gross proceeds $26,583.39), 2,130 shares on 05/19/2025 (gross proceeds $35,602.31), and 1,009 shares on 05/15/2025 (gross proceeds $17,294.87). The filer represents there is no undisclosed material adverse information and certifies the truthfulness of the notice.
Upwork Chief Accounting Officer Marie Olivier executed planned stock sales under a Rule 10b5-1 trading plan established on May 3, 2024. The transactions occurred across two dates:
- On June 20, 2025: Sold 748 shares at weighted average price of $13.2421 per share
- On June 23, 2025: Sold 1,842 shares at $13.2421 per share
Following these transactions, Olivier's direct ownership decreased to 2,042 shares. The sales were executed according to a pre-established trading plan, which provides a safe harbor from insider trading allegations. The share prices ranged from $13.11 to $13.38 during the June 20 transactions. These planned sales represent a reduction in the executive's equity stake but were made under a structured trading program rather than discretionary sales.
Marie Olivier, Chief Accounting Officer of Upwork, reported multiple transactions on June 18, 2025, involving Restricted Stock Units (RSUs) and common stock:
- Acquired 5,217 shares through RSU conversions in three separate transactions (2,635, 1,413, and 1,169 shares)
- Disposed of 1,879 shares at weighted average price of $13.50 per share in a mandatory "sell to cover" transaction to satisfy tax obligations
- Following these transactions, directly owns 4,632 shares of common stock
- Retains 33,300 RSUs (10,539 + 9,895 + 12,866) subject to various vesting schedules through 2025
The RSUs vest quarterly over three to four-year periods, contingent on continued employment. The share sale was not discretionary but mandated by Upwork's equity incentive plan for tax withholding purposes.
Upwork CFO Erica Gessert reported multiple transactions on June 18, 2025, involving restricted stock units (RSUs) and common stock:
- Acquired 8,433 RSUs that vest quarterly over four years from June 18, 2024
- Acquired 9,699 RSUs that vest quarterly over four years from June 18, 2025
- Sold 9,267 shares at weighted average price of $13.51 per share in a mandatory "sell to cover" transaction to satisfy tax obligations
Following these transactions, Gessert directly owns 190,738 shares of common stock, plus 92,762 and 145,496 unvested RSUs from two separate grants. The share sale was not discretionary but rather mandated by Upwork's equity incentive plan to cover tax withholding requirements.
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