As of March 23, 2026, the three largest insider holders of UPWK are Hayden Brown (President Ceo, 776.07K shares), Erica Gessert (Chief Financial Officer, 298.39K shares), Jeff Mccombs (Chief Financial Officer, 97.26K shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Hayden Brown | President Ceo | 798,732 | 0 | 20 Mar, 2026 |
| Hayden Brown | President Ceo | 776,067 | 0 | 19 Feb, 2026 |
| Erica Gessert | Chief Financial Officer | 307,240 | 0 | 20 Mar, 2026 |
| Erica Gessert | Chief Financial Officer | 298,386 | 0 | 19 Feb, 2026 |
| Jeff Mccombs | Chief Financial Officer | 97,264 | 0 | 22 Nov, 2022 |
| Gary Steele | 85,129 | 0 | 25 Nov, 2025 | |
| Anilu Vazquez-Ubarri | 83,968 | 0 | 09 Jun, 2025 | |
| Leela Srinivasan | 79,469 | 0 | 09 Jun, 2025 | |
| Eric Gilpin | Chief Sales Officer | 51,188 | 0 | 22 Feb, 2023 |
| Dave Bottoms | Gm, Marketplace | 2,678 | 0 | 20 Mar, 2026 |
| Sabrina Mekhalfa | Chief Accounting Officer | 2,095 | 0 | 20 Mar, 2026 |
| Olivier Marie | Chief Accounting Officer | 748 | 0 | 21 Aug, 2025 |
| Dave Bottoms | Gm, Marketplace | 345 | 0 | 19 Feb, 2026 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 18 Mar, 2026 | Dave Bottoms | Common Stock | A | 8,980 | - | 9,325 | D | M |
| 18 Mar, 2026 | Sabrina Mekhalfa | Common Stock | A | 3,577 | - | 3,577 | D | M |
| 18 Mar, 2026 | Erica Gessert | Common Stock | A | 8,433 | - | 306,819 | D | M |
| 18 Mar, 2026 | Hayden Brown | Common Stock | A | 17,733 | - | 793,800 | D | M |
| 18 Mar, 2026 | Sabrina Mekhalfa | Common Stock | D | 1,482 | $12.31 | 2,095 | D | S |
| 18 Mar, 2026 | Hayden Brown | Common Stock | A | 28,677 | - | 822,477 | D | M |
| 18 Mar, 2026 | Dave Bottoms | Common Stock | A | 6,024 | - | 15,349 | D | M |
| 18 Mar, 2026 | Erica Gessert | Common Stock | A | 9,699 | - | 316,518 | D | M |
| 18 Mar, 2026 | Hayden Brown | Common Stock | D | 23,745 | $12.31 | 798,732 | D | S |
| 18 Mar, 2026 | Sabrina Mekhalfa | Restricted Stock Units | D | 3,577 | $0.00 | 39,352 | D | M |
| 18 Mar, 2026 | Dave Bottoms | Common Stock | A | 5,904 | - | 21,253 | D | M |
| 18 Mar, 2026 | Erica Gessert | Common Stock | D | 9,278 | $12.31 | 307,240 | D | S |
| 18 Mar, 2026 | Hayden Brown | Restricted Stock Units | D | 17,733 | $0.00 | 141,866 | D | M |
| 18 Mar, 2026 | Dave Bottoms | Common Stock | D | 11,575 | $12.31 | 9,678 | D | S |
| 18 Mar, 2026 | Erica Gessert | Restricted Stock Units | D | 8,433 | $0.00 | 67,463 | D | M |
| 18 Mar, 2026 | Hayden Brown | Restricted Stock Units | D | 28,677 | $0.00 | 344,130 | D | M |
| 18 Mar, 2026 | Erica Gessert | Restricted Stock Units | D | 9,699 | $0.00 | 116,397 | D | M |
| 19 Mar, 2026 | Dave Bottoms | Common Stock | D | 7,000 | $11.49 | 2,678 | D | S |
| 18 Mar, 2026 | Dave Bottoms | Restricted Stock Units | D | 8,980 | $0.00 | 17,960 | D | M |
| 18 Mar, 2026 | Dave Bottoms | Restricted Stock Units | D | 6,024 | $0.00 | 48,188 | D | M |