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鈥檚 profitability, yet those critical data points are buried deep inside its SEC disclosures. Whether you鈥檙e tracking the platform鈥檚 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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Marie Olivier, Chief Accounting Officer of Upwork, Inc. (UPWK), reported several transactions in August 2025. On 08/14/2025 she sold 1,294 shares under a Rule 10b5-1 plan at a weighted average price of $14 per share. On 08/18/2025 she had restricted stock units vest and be settled: 1,427 RSUs and 1,200 RSUs (each RSU converts to one share). To satisfy tax withholding upon vesting, she had 941 shares sold in a sell-to-cover at a weighted average price of $13.8367 per share. Following the reported transactions, she beneficially owned 2,434 shares (after the 08/14 sale) and later 3,375 and 2,434 shares as shown in the filing; Table II shows 2,854 and 2,400 underlying shares resulting from the settled RSUs. The filing states the 08/14 sale was pursuant to a 10b5-1 plan adopted May 15, 2025, and that sell-to-cover was required by the issuer's equity plan.
Form 144 filed for Upwork Inc. (UPWK) reporting planned sale of common stock by an insider through Morgan Stanley Smith Barney. The notice lists 25,577 shares offered for sale with an aggregate market value of $353,860.35 and an approximate sale date of 08/18/2025 on NASDAQ. The filing shows the shares were acquired on 08/18/2025 as performance shares (12,407) and restricted stock (13,170), with acquisition payment noted as not applicable. Recent selling activity by the same person, HAYDEN BROWN, is disclosed: sales on 06/18/2025 (23,716 shares, $320,291.69), 05/19/2025 (12,824 shares, $214,349.31) and 05/19/2025 (13,614 shares, $227,553.93). The filer certifies no undisclosed material adverse information and includes the standard attestation language for Rule 144 notices.
Form 144 filed for UPWK: insider sale notice and recent insider transactions. The filing shows a proposed sale of 2,060 common shares through Morgan Stanley Smith Barney with an aggregate market value of $28,500.31 and an approximate sale date of 08/18/2025. The shares are listed as restricted stock acquired on 08/18/2025. The filer, identified in prior sales as David Bottoms, sold 24,312 common shares across four transactions in the past three months, generating gross proceeds totaling $333,270.18. The issuer's number of shares outstanding is reported as 132,606,579, making the planned sale a very small fraction of outstanding shares. The filer certifies no undisclosed material adverse information.
Upwork Inc. (UPWK) Form 144 notice: The filing discloses a proposed sale of 19,036 restricted common shares, with an aggregate market value of $263,364.96, against a reported 132,606,579 shares outstanding. The proposed approximate sale date is 08/18/2025 on NASDAQ. The shares were acquired as restricted stock on 08/18/2025 from the issuer and reported as paid in full on that date. The filer also reported two prior sales by the same person in the last three months: 9,267 shares on 06/18/2025 for $125,153.62 and 19,677 shares on 05/19/2025 for $328,895.15. The notice includes the required representation that the seller is unaware of undisclosed material adverse information.
Form 144 notice for Upwork Inc. (UPWK): An insider, Hayden L Brown, reported intent to sell 60,000 common shares through Morgan Stanley Smith Barney LLC on 08/15/2025 on the NASDAQ exchange. The filing lists an aggregate market value of $822,000 for the shares and shows 132,606,579 shares outstanding. The securities were acquired as RSU/PSU from the issuer on 06/18/2019. The filing also discloses two sales by the same person in the past three months: 23,716 shares sold on 06/18/2025 for $320,294.07 and 26,438 shares sold on 05/19/2025 for $438,382.63. No relationship to the issuer is specified in the provided text.
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) 鈥� 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.
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