UPWORK, INC (UPWK) has 202 open-market insider trades by 24 insiders since 2018. Over the last six months insiders net sold $1.4M. The most active filer is Hayden Brown, CEO & President.
| Name | Title | Tier | Trades | Value | Last Trade |
|---|---|---|---|---|---|
| Hayden Brown | CEOPres | — | 66 | $64.1M | 2026-09-18 |
| Andrew P. Goldfarb | 10% Owner | — | 2 | $36.0M | 2019-04-01 |
| Thomas Layton | Dir | — | 4 | $31.0M | 2026-06-04 |
| Stephane Kasriel | Dir | — | 9 | $18.3M | 2020-03-02 |
| Dan Marriott | Dir | — | 1 | $18.1M | 2020-06-01 |
| Gregory C. Gretsch | Dir | — | 3 | $14.8M | 2024-06-10 |
| Han-Shen Yuan | VP | — | 15 | $13.9M | 2019-11-18 |
| Elizabeth A. Nelson | Dir | — | 5 | $7.8M | 2025-05-12 |
| Erica Gessert | CFO | — | 20 | $7.3M | 2026-09-18 |
| Eric Gilpin | — | — | 15 | $5.5M | 2023-02-21 |
| Insider | Title | Type | Value | Date |
|---|---|---|---|---|
| Erica Gessert | CFO | Sell | $79K | 2026-09-18 |
| Sabrina Mekhalfa | CAO | Sell | $11K | 2026-09-18 |
| Hayden Brown | CEO & President | Sell | $202K | 2026-09-18 |
| Anthony Ray Kappus | COO | Sell | $386K | 2026-09-18 |
| Anthony Ray Kappus | COO | Sell | $17K | 2026-08-18 |
| Erica Gessert | CFO | Sell | $192K | 2026-08-18 |
Companies that share insiders with UPWK, and sector peers with recent insider buying. Related by who files, not by how the stocks move.
| Hayden Brown | CEO & President | Sell | $617K | 2026-08-18 |
| Anthony Ray Kappus | COO | Sell | $5K | 2026-07-18 |
| Erica Gessert | CFO | Sell | $75K | 2026-06-18 |
| Hayden Brown | CEO & President | Sell | $191K | 2026-06-18 |
| Sabrina Mekhalfa | CAO | Sell | $10K | 2026-06-18 |
| Hayden Brown | CEO & President | Sell | $624K | 2026-05-18 |
| Erica Gessert | CFO | Sell | $192K | 2026-05-18 |
| Anthony Ray Kappus | COO | Sell | $17K | 2026-05-18 |
| Sabrina Mekhalfa | CAO | Sell | $36K | 2026-03-18 |