UPWORK, INC — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Bottoms Dave | GM, Marketplace | Sale | 11,285 | $20.59 | $232,358 | 9,967 | Dec 19, 2025 |
| Gessert Erica | Chief Financial Officer | Option Exercise | 9,700 | — | — | 255,745 | Dec 18, 2025 |
| Brown Hayden | President & CEO | Sale | 23,147 | $20.59 | $476,597 | 721,158 | Dec 18, 2025 |
| Brown Hayden | President & CEO | Sale | 175,000 | $19.43 | $3,400,250 | 797,894 | Nov 26, 2025 |
| Brown Hayden | President & CEO | Sale | 60,000 | $18.20 | $1,092,000 | 1,047,894 | Nov 21, 2025 |
| Steele Gary | — | Sale | 12,500 | $17.51 | $218,875 | 85,129 | Nov 21, 2025 |
| Brown Hayden | President & CEO | Option Exercise | 7,610 | — | — | 1,099,557 | Nov 18, 2025 |
| Gessert Erica | Chief Financial Officer | Sale | 9,434 | $17.24 | $162,642 | 237,612 | Nov 18, 2025 |
| Bottoms Dave | GM, Marketplace | Sale | 955 | $16.14 | $15,414 | 3,140 | Nov 17, 2025 |
| Gessert Erica | Chief Financial Officer | Option Exercise | 8,433 | — | — | 217,635 | Sep 18, 2025 |
| Bottoms Dave | GM, Marketplace | Option Exercise | 8,980 | — | — | 9,325 | Sep 18, 2025 |
| Brown Hayden | President & CEO | Sale | 20,000 | $19.00 | $380,000 | 1,078,291 | Sep 18, 2025 |
| Bottoms Dave | GM, Marketplace | Sale | 1,690 | $14.95 | $25,266 | 345 | Aug 29, 2025 |
| Marie Olivier | Chief Accounting Officer | Sale | 1,686 | $13.88 | $23,402 | 748 | Aug 19, 2025 |
| Gessert Erica | Chief Financial Officer | Sale | 19,036 | $13.84 | $263,458 | 209,202 | Aug 18, 2025 |
| Bottoms Dave | GM, Marketplace | Sale | 2,060 | $13.84 | $28,510 | 2,035 | Aug 18, 2025 |
| Brown Hayden | President & CEO | Sale | 25,577 | $13.84 | $353,986 | 1,118,291 | Aug 18, 2025 |
| Marie Olivier | Chief Accounting Officer | Option Exercise | 1,200 | — | — | 3,375 | Aug 18, 2025 |
| Bottoms Dave | GM, Marketplace | Sale | 9,000 | $12.88 | $115,920 | 345 | Aug 8, 2025 |
| Marie Olivier | Chief Accounting Officer | Sale | 1,842 | $13.24 | $24,388 | 2,042 | Jun 20, 2025 |
| Marie Olivier | Chief Accounting Officer | Sale | 1,879 | $13.50 | $25,367 | 4,632 | Jun 18, 2025 |
| Gessert Erica | Chief Financial Officer | Option Exercise | 8,433 | — | — | 190,306 | Jun 18, 2025 |
| Brown Hayden | President & CEO | Sale | 23,716 | $13.51 | $320,403 | 1,153,485 | Jun 18, 2025 |
| Bottoms Dave | GM, Marketplace | Sale | 11,562 | $13.51 | $156,203 | 9,345 | Jun 18, 2025 |
| KELMAN GLENN | — | Award / Grant | 3,380 | — | — | 39,335 | Jun 5, 2025 |
| EVAN DANA L | — | Award / Grant | 24,585 | — | — | 24,585 | Jun 5, 2025 |
| Srinivasan Leela | — | Sale | 6,520 | $15.16 | $98,843 | 82,783 | Jun 5, 2025 |
| Steele Gary | — | Award / Grant | 11,370 | — | — | 94,249 | Jun 5, 2025 |
| Vazquez-Ubarri Anilu | — | Award / Grant | 11,370 | — | — | 83,968 | Jun 5, 2025 |
| LAYTON THOMAS | — | Award / Grant | 11,370 | — | — | 32,735 | Jun 5, 2025 |
| HARVEY KEVIN | — | Award / Grant | 11,370 | — | — | 116,749 | Jun 5, 2025 |
| Bottoms Dave | GM, Marketplace | Sale | 1,620 | $16.41 | $26,584 | — | May 20, 2025 |
| Marie Olivier | Chief Accounting Officer | Sale | 1,655 | $16.41 | $27,159 | 1,294 | May 20, 2025 |
| Gessert Erica | Chief Financial Officer | Option Exercise | 37,500 | — | — | 201,550 | May 19, 2025 |
| Brown Hayden | President & CEO | Option Exercise | 14,850 | — | — | 1,138,896 | May 19, 2025 |
| Bottoms Dave | GM, Marketplace | Sale | 2,130 | $16.66 | $35,486 | 1,620 | May 18, 2025 |
| Marie Olivier | Chief Accounting Officer | Sale | 444 | $16.81 | $7,464 | 2,949 | May 15, 2025 |
| LAYTON THOMAS | — | Sale | 250,000 | $17.47 | $4,367,500 | 1,867,769 | May 14, 2025 |
| Brown Hayden | President & CEO | Sale | 20,000 | $17.09 | $341,800 | 1,163,741 | May 12, 2025 |
| NELSON ELIZABETH A | — | Sale | 60,000 | $17.43 | $1,045,800 | 356,712 | May 12, 2025 |
| Brown Hayden | President & CEO | Sale | 40,000 | $15.92 | $636,800 | 1,183,741 | May 7, 2025 |
| Bottoms Dave | GM, Marketplace | Option Exercise | 6,024 | — | — | 15,004 | Mar 18, 2025 |
| Marie Olivier | Chief Accounting Officer | Option Exercise | 2,634 | — | — | 3,928 | Mar 18, 2025 |
| Gessert Erica | Chief Financial Officer | Option Exercise | 8,433 | — | — | 165,261 | Mar 18, 2025 |
| Brown Hayden | President & CEO | Option Exercise | 17,733 | — | — | 1,232,816 | Mar 18, 2025 |
| Brown Hayden | President & CEO | Sale | 60,000 | $14.20 | $852,000 | 1,215,083 | Mar 7, 2025 |
| NELSON ELIZABETH A | — | Sale | 1,899 | $18.01 | $34,201 | 16,299 | Feb 19, 2025 |
| Gessert Erica | Chief Financial Officer | Sale | 13,765 | $16.15 | $222,305 | 156,828 | Feb 18, 2025 |
| Bottoms Dave | GM, VP Marketplace | Sale | 2,207 | $17.69 | $39,042 | — | Feb 18, 2025 |
| Brown Hayden | President & CEO | Option Exercise | 5,104 | — | — | 1,243,260 | Feb 18, 2025 |