UPWK's three largest insider shareholders as of April 22, 2026 are Thomas Layton (Director, 3.97Mn shares), Thomas Layton (Director, 1.62Mn shares), Gregory C. Gretsch (Director, 1.00Mn shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Thomas Layton | - | 0 | 3,971,975 | 17 Nov, 2021 |
| Thomas Layton | - | 0 | 1,617,769 | 15 May, 2025 |
| Gregory C. Gretsch | - | 243,044 | 761,201 | 11 Jun, 2024 |
| Kevin Harvey | - | 0 | 813,992 | 16 May, 2022 |
| Hayden Brown | President Ceo | 798,732 | 0 | 20 Mar, 2026 |
| Gregory C. Gretsch | - | 0 | 749,182 | 22 Dec, 2023 |
| Gregory C. Gretsch | - | 0 | 723,238 | 06 Jun, 2022 |
| Hayden Brown | President Ceo | 699,030 | 0 | 12 Aug, 2021 |
| Elizabeth A Nelson | - | 0 | 356,712 | 14 May, 2025 |
| Erica Gessert | Chief Financial Officer | 307,240 | 0 | 20 Mar, 2026 |
| Kevin Harvey | - | 120,129 | 0 | 09 Jun, 2025 |
| 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 |
| 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 |
| Thomas Layton | - | 39,802 | 0 | 09 Jun, 2025 |
| Glenn Kelman | - | 39,335 | 0 | 09 Jun, 2025 |
| Dana L Evan | - | 35,955 | 0 | 09 Jun, 2025 |
| Elizabeth A Nelson | - | 16,299 | 0 | 21 Feb, 2025 |
| 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 |
* 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 Apr, 2026 | Anthony Ray Kappus | Restricted Stock Units | A | 22,603 | $0.00 | 22,603 | D | A |
| 18 Mar, 2026 | Sabrina Mekhalfa | Common Stock | A | 3,577 | - | 3,577 | D | M |
| 18 Mar, 2026 | Dave Bottoms | Common Stock | A | 8,980 | - | 9,325 | 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 | Hayden Brown | Common Stock | A | 28,677 | - | 822,477 | D | M |
| 18 Mar, 2026 | Sabrina Mekhalfa | Common Stock | D | 1,482 | $12.31 | 2,095 | D | S |
| 18 Mar, 2026 | Erica Gessert | Common Stock | A | 9,699 | - | 316,518 | D | M |
| 18 Mar, 2026 | Dave Bottoms | Common Stock | A | 6,024 | - | 15,349 | 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 | 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 | 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 | Erica Gessert | Restricted Stock Units | D | 9,699 | $0.00 | 116,397 | D | M |
| 18 Mar, 2026 | Hayden Brown | Restricted Stock Units | D | 28,677 | $0.00 | 344,130 | 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 |