Upwork, Inc. insider trading
This tab shows only the shares insiders bought or sold on the open market in the last twelve months (Form 4 codes P and S). Grants, option exercises, shares held back for tax and gifts are left out on purpose, so what is left is insiders trading at the market price like anyone else.
In the last twelve months insiders at Upwork, Inc. filed 43 open-market sales worth $15.8 million and 0 open-market purchases, on Form 4 with the SEC. The latest: Mekhalfa Sabrina, Chief Accounting Officer, sold 1,299 shares at $8.45 on 18 September 2026, filed 22 September 2026.
| Traded | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| 18 September 2026 | Mekhalfa Sabrina | Chief Accounting Officer | Sale | 1,299 | $8.45 | $10,978 | Form 4 |
| 18 September 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | Sale | 45,732 | $8.45 | $386,472 | Form 4 |
| 18 September 2026 | Gessert Erica | Chief Financial Officer | Sale | 9,336 | $8.45 | $78,897 | Form 4 |
| 18 September 2026 | Brown Hayden | President & CEO | Sale | 23,893 | $8.45 | $201,917 | Form 4 |
| 18 August 2026 | Brown Hayden | President & CEO | Sale | 23,241 | $8.43 | $195,822 | Form 4 |
| 18 August 2026 | Brown Hayden | President & CEO | Sale | 50,000 | $8.43 | $421,355 | Form 4 |
| 18 August 2026 | Gessert Erica | Chief Financial Officer | Sale | 22,844 | $8.43 | $192,477 | Form 4 |
| 18 August 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | Sale | 1,964 | $8.43 | $16,548 | Form 4 |
| 18 July 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | Sale | 558 | $9.06 | $5,053 | Form 4 |
| 18 June 2026 | Gessert Erica | Chief Financial Officer | Sale | 9,169 | $8.15 | $74,734 | Form 4 |
| 18 June 2026 | Mekhalfa Sabrina | Chief Accounting Officer | Sale | 1,276 | $8.15 | $10,401 | Form 4 |
| 18 June 2026 | Brown Hayden | President & CEO | Sale | 23,468 | $8.15 | $191,281 | Form 4 |
| 18 May 2026 | Kappus Anthony Ray | GM & Chief Operating Officer | Sale | 1,905 | $8.66 | $16,504 | Form 4 |
| 18 May 2026 | Gessert Erica | Chief Financial Officer | Sale | 22,162 | $8.66 | $191,998 | Form 4 |
| 18 May 2026 | Brown Hayden | President & CEO | Sale | 22,546 | $8.66 | $195,325 | Form 4 |
| 18 May 2026 | Brown Hayden | President & CEO | Sale | 50,000 | $8.57 | $428,475 | Form 4 |
| 19 March 2026 | Bottoms Dave | GM, Marketplace | Sale | 7,000 | $11.49 | $80,448 | Form 4 |
| 18 March 2026 | Mekhalfa Sabrina | Chief Accounting Officer | Sale | 1,482 | $12.31 | $18,247 | Form 4 |
| 18 March 2026 | Gessert Erica | Chief Financial Officer | Sale | 9,278 | $12.31 | $114,231 | Form 4 |
| 18 March 2026 | Brown Hayden | President & CEO | Sale | 23,745 | $12.31 | $292,344 | Form 4 |
| 18 March 2026 | Bottoms Dave | GM, Marketplace | Sale | 11,575 | $12.31 | $142,509 | Form 4 |
| 19 February 2026 | Bottoms Dave | GM, Marketplace | Sale | 15,649 | $13.51 | $211,441 | Form 4 |
| 18 February 2026 | Gessert Erica | Chief Financial Officer | Sale | 26,292 | $13.80 | $362,887 | Form 4 |
| 18 February 2026 | Bottoms Dave | GM, Marketplace | Sale | 17,013 | $13.80 | $234,813 | Form 4 |
| 18 February 2026 | Brown Hayden | President & CEO | Sale | 73,152 | $13.80 | $1.0 million | Form 4 |
| 18 February 2026 | Brown Hayden | President & CEO | Sale | 50,000 | $13.79 | $689,300 | Form 4 |
| 19 December 2025 | Bottoms Dave | GM, Marketplace | Sale | 9,622 | $20.66 | $198,808 | Form 4 |
| 18 December 2025 | Gessert Erica | Chief Financial Officer | Sale | 9,044 | $20.59 | $186,187 | Form 4 |
| 18 December 2025 | Brown Hayden | President & CEO | Sale | 23,147 | $20.59 | $476,550 | Form 4 |
| 18 December 2025 | Bottoms Dave | GM, Marketplace | Sale | 11,285 | $20.59 | $232,336 | Form 4 |
| 26 November 2025 | Brown Hayden | President & CEO | Sale | 175,000 | $19.43 | $3.4 million | Form 4 |
| 26 November 2025 | Brown Hayden | President & CEO | Sale | 100,000 | $19.44 | $1.9 million | Form 4 |
| 25 November 2025 | Brown Hayden | President & CEO | Sale | 75,000 | $19.78 | $1.5 million | Form 4 |
| 21 November 2025 | Brown Hayden | President & CEO | Sale | 60,000 | $18.20 | $1.1 million | Form 4 |
| 21 November 2025 | Steele Gary | Director | Sale | 12,500 | $17.51 | $218,849 | Form 4 |
| 18 November 2025 | Brown Hayden | President & CEO | Sale | 12,114 | $16.14 | $195,502 | Form 4 |
| 18 November 2025 | Brown Hayden | President & CEO | Sale | 12,732 | $17.24 | $219,506 | Form 4 |
| 18 November 2025 | Gessert Erica | Chief Financial Officer | Sale | 9,059 | $16.14 | $146,196 | Form 4 |
| 18 November 2025 | Gessert Erica | Chief Financial Officer | Sale | 9,434 | $17.24 | $162,644 | Form 4 |
| 19 November 2025 | Bottoms Dave | GM, Marketplace | Sale | 1,748 | $18.13 | $31,690 | Form 4 |
| 18 November 2025 | Bottoms Dave | GM, Marketplace | Sale | 955 | $16.14 | $15,416 | Form 4 |
| 18 November 2025 | Bottoms Dave | GM, Marketplace | Sale | 1,047 | $17.24 | $18,050 | Form 4 |
| 17 November 2025 | Bottoms Dave | GM, Marketplace | Sale | 561 | $16.45 | $9,228 | Form 4 |
A filing with several lines appears once per line.
Source
Form 4 filings on EDGAR for Upwork, Inc.: the company's filing index.
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