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.
The Upwork Inc. (Nasdaq: UPWK) SEC filings page on Stock Titan provides access to the company’s regulatory disclosures, giving investors and researchers a structured view of how the human and AI-powered work marketplace reports its financial performance, governance, and material events. As a U.S.-listed issuer, Upwork files a variety of documents with the Securities and Exchange Commission that together outline its business, risks, and capital allocation decisions.
Among the most closely watched filings for Upwork are its annual reports on Form 10-K and quarterly reports on Form 10-Q. These documents typically include detailed discussions of marketplace and enterprise revenue, gross services volume (GSV), active clients, adjusted EBITDA, and other key metrics that Upwork highlights in its earnings materials. They also provide management’s discussion and analysis of results, descriptions of the Upwork Marketplace and Lifted, and risk factors related to the freelance economy, AI adoption, and broader macroeconomic conditions.
Upwork also files current reports on Form 8-K to disclose material events. Recent 8-K filings referenced in public disclosures include announcements of quarterly financial results, corrections to non-GAAP earnings guidance, authorization of a share repurchase program, and changes in executive leadership such as the appointment of a Chief Operating Officer and a Chief Accounting Officer. These filings can give timely insight into capital allocation decisions, leadership transitions, and updates to financial outlooks.
Investors interested in ownership and governance can review proxy statements and, where applicable, Form 4 insider transaction reports to understand how executives and directors are compensated and how they transact in UPWK shares. While the specific forms are filed with EDGAR, Stock Titan’s interface is designed to surface these documents quickly and pair them with AI-powered summaries that explain complex sections in plain language.
On this page, users can follow real-time updates as new filings are posted to EDGAR, including 10-Ks, 10-Qs, 8-Ks, and other relevant forms. AI-generated highlights help clarify topics such as Upwork’s non-GAAP financial measures, share repurchase authorizations, and severance or change-in-control arrangements described in executive employment disclosures. For anyone analyzing UPWK, this filings hub offers a focused view of the company’s regulatory history and ongoing reporting obligations.
Upwork affiliate filed a notice to sell 7,000 Restricted Stock Units on 03/18/2026. The filing lists Morgan Stanley Smith Barney LLC as the broker-dealer for the proposed sale. The excerpt also discloses recent Rule 10b5-1 sales by David Bottoms: 03/18/2026 (11,575 shares), 02/19/2026 (15,649 shares) and 02/18/2026 (17,013 shares) with reported gross proceeds for each trade.
Upwork filed a Form 144 proposing the sale of 11,575 restricted shares to be sold on 03/18/2026.
Prior reported dispositions by David T. Bottoms include 15,649 shares on 02/19/2026 for $211,441.46, 17,013 shares on 02/18/2026 for $236,423.49, and 9,622 shares on 12/19/2025 for $198,807.84.
Erica Gessert filed a Form 144 reporting a proposed sale of 9,278 restricted shares of common stock of UPWK to be effected on 03/18/2026. The filing lists the securities as Restricted Stock and names Morgan Stanley Smith Barney LLC as the broker. It also discloses 26,292 shares of common stock sold on 02/18/2026 in the past three months.
Upwork Inc. reporting a Form 144 notice: Hayden Brown proposes to sell 23,745 shares of restricted common stock on 03/18/2026.
The filing also discloses prior sales on 02/18/2026 of 73,152 shares for $1,014,011.69 and 50,000 shares for $689,300.00. The notice lists security type as Restricted Stock and the exchange as NASDAQ.
Upwork Inc. reported that GM, Marketplace David T. Bottoms has agreed to resign, remaining with the company through April 3, 2026. A separation agreement signed on March 17, 2026 provides him, subject to a release of claims, a lump-sum payment equal to twelve months of base salary and reimbursement of COBRA health insurance premiums for up to twelve months or until he gains comparable coverage elsewhere or becomes ineligible.
His outstanding equity awards will continue to vest through his last day of employment. Effective April 4, 2026, GM & Chief Operating Officer Anthony Kappus will lead all marketplace-related teams except engineering, which will be led by Chief Technology Officer & Head of AI/ML Andrew Rabinovich, consolidating marketplace and technology leadership after Bottoms’s departure.
Upwork, Inc.’s Chief Financial Officer Erica Gessert reported multiple equity-related transactions. On February 17–18, 2026, performance stock units and restricted stock units converted into common stock, and she also received a new grant of 136,388 RSUs that vest quarterly over four years beginning May 18, 2026.
To satisfy tax withholding obligations from these vestings, 26,292 shares of common stock were automatically sold in a mandated “sell to cover” transaction at a weighted average price of $13.8022 per share, within a range of $13.34 to $14.085. After these transactions, she directly held 298,386 shares of common stock and 187,500 RSUs.
Upwork, Inc. GM, Marketplace Dave Bottoms reported a mix of stock sales, vesting, and equity awards. He sold a total of 32,662 shares of common stock in open-market transactions at weighted average prices of $13.5115 and $13.802 per share, leaving 345 common shares directly held afterward.
Footnotes state that part of the shares sold were required to cover tax withholding obligations from vesting RSUs or PSUs under a mandated “sell to cover” arrangement, so those sales were not discretionary. At least one sale was executed under a Rule 10b5‑1 trading plan adopted on May 30, 2025.
On the acquisition side, Bottoms had 28,912 performance stock units vest after performance for a period ending December 31, 2025 was certified, and 3,750 RSUs were converted into common stock. He also received a grant of 81,833 RSUs that vest quarterly over four years beginning May 18, 2026.
Upwork, Inc. President & CEO Hayden Brown reported multiple equity transactions involving RSUs, PSUs and common stock. On February 17–18, 2026, Brown exercised and converted several batches of restricted and performance stock units into common shares at a price of $0.00 per share, and received a new grant of 218,221 restricted stock units, each representing a contingent right to one share of common stock.
Following these equity awards and conversions, Brown conducted open‑market sales totaling 123,152 shares of common stock at weighted average prices around the mid‑$13 range per share. According to the footnotes, a portion of these shares was sold to cover tax withholding obligations mandated under Upwork’s equity incentive plans, and the transactions were carried out under a pre‑arranged Rule 10b5‑1 trading plan. After these transactions, Brown directly owned 776,067 shares of common stock and 218,221 RSUs.
David Bottoms reported insider sales of UPWK common stock under Rule 144. The filing lists sales of 17,013 shares on 02/18/2026 for $236,423.49, 9,622 shares on 12/19/2025 for $198,807.84 (noted as a 10b5-1 plan), and 11,285 shares on 12/18/2025 for $232,334.45. The filing also lists 13,879 Performance Stock Units and 1,770 Restricted Stock Units dated 02/18/2026.
Upwork Inc. filed a Rule 144 notice indicating an intent to sell 50,000 common shares (registered as RSU/PSU) with an aggregate value shown as $638,000.00. The filing includes recent secondary market sales by Hayden Larson Brown totaling disclosed shares and proceeds in late 2025.