Over the 90-day window ending January 22, 2026, Upwork's three dominant insider ownership positions are held by Director Thomas Layton (1.66Mn shares), Director Gregory C. Gretsch (1.00Mn shares), Director Kevin Harvey (934.12K shares).
| Holder | Position | Shares | Report Date |
|---|---|---|---|
| Thomas Layton | 1,657,571 | 09 Jun, 2025 | |
| Gregory C. Gretsch | 1,004,245 | 11 Jun, 2024 | |
| Kevin Harvey | 934,121 | 09 Jun, 2025 | |
| Hayden Brown | President & Ceo | 721,158 | 22 Dec, 2025 |
| Elizabeth A Nelson | 373,011 | 21 Feb, 2025 | |
| Erica Gessert | Chief Financial Officer | 246,701 | 22 Dec, 2025 |
| Jeff Mccombs | Chief Financial Officer | 97,264 | 22 Nov, 2022 |
| Gary Steele | 85,129 | 25 Nov, 2025 | |
| Anilu Vazquez-Ubarri | 83,968 | 09 Jun, 2025 | |
| Leela Srinivasan | 79,469 | 09 Jun, 2025 | |
| Eric Gilpin | Chief Sales Officer | 51,188 | 22 Feb, 2023 |
| Glenn Kelman | 39,335 | 09 Jun, 2025 | |
| Dana L Evan | 35,955 | 09 Jun, 2025 | |
| Olivier Marie | Chief Accounting Officer | 748 | 21 Aug, 2025 |
| Dave Bottoms | Gm And Marketplace | 345 | 22 Dec, 2025 |
* 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 |
|---|---|---|---|---|---|---|---|---|
| 19 Dec, 2025 | Dave Bottoms | Common Stock | D | 9,622 | $20.66 | 345 | D | S |
| 18 Dec, 2025 | Hayden Brown | Common Stock | A | 28,678 | - | 744,305 | D | M |
| 18 Dec, 2025 | Hayden Brown | Common Stock | A | 17,733 | - | 715,627 | D | M |
| 18 Dec, 2025 | Hayden Brown | Common Stock | D | 23,147 | $20.59 | 721,158 | D | S |
| 18 Dec, 2025 | Erica Gessert | Common Stock | A | 9,700 | - | 255,745 | D | M |
| 18 Dec, 2025 | Erica Gessert | Common Stock | A | 8,433 | - | 246,045 | D | M |
| 18 Dec, 2025 | Erica Gessert | Common Stock | D | 9,044 | $20.59 | 246,701 | D | S |
| 18 Dec, 2025 | Dave Bottoms | Common Stock | A | 8,980 | - | 9,325 | D | M |
| 18 Dec, 2025 | Dave Bottoms | Common Stock | A | 5,904 | - | 21,252 | D | M |
| 18 Dec, 2025 | Dave Bottoms | Common Stock | D | 11,285 | $20.59 | 9,967 | D | S |
| 18 Dec, 2025 | Dave Bottoms | Common Stock | A | 6,023 | - | 15,348 | D | M |
| 26 Nov, 2025 | Hayden Brown | Common Stock | D | 175,000 | $19.43 | 797,894 | D | S |
| 26 Nov, 2025 | Hayden Brown | Common Stock | D | 100,000 | $19.44 | 697,894 | D | S |
| 25 Nov, 2025 | Hayden Brown | Common Stock | D | 75,000 | $19.78 | 972,894 | D | S |
| 21 Nov, 2025 | Gary Steele | Common Stock | D | 12,500 | $17.51 | 85,129 | D | S |
| 21 Nov, 2025 | Hayden Brown | Common Stock | D | 60,000 | $18.20 | 1,047,894 | D | S |
| 19 Nov, 2025 | Dave Bottoms | Common Stock | D | 1,748 | $18.13 | 345 | D | S |
| 18 Nov, 2025 | Hayden Brown | Common Stock | A | 14,850 | - | 1,114,407 | D | M |
| 18 Nov, 2025 | Hayden Brown | Common Stock | A | 7,610 | - | 1,099,557 | D | M |
| 18 Nov, 2025 | Hayden Brown | Common Stock | D | 12,114 | $16.14 | 1,120,626 | D | S |