Upwork, Inc insider trading
Every open-market purchase and sale by Upwork, Inc's officers, directors and largest shareholders since November 4, 2021, and what the share price did next.
| Date | Insider | Trade | Shares | Price | Value | 1M after | 3M after | 6M after |
|---|
Does following Upwork, Inc’s insiders pay?
From October 5, 2018 to September 22, 2026, 20 insiders reported 5 open-market purchases and 139 sales not made under a pre-set plan in Upwork, Inc. Twelve months after each purchase was reported, the shares were +205.0% against the S&P 500 on average (median +162.2%), over 5 purchases with a full year of prices; 80% beat the index. After sales, the shares moved −0.6% against the index over 12 months (a negative figure means selling was the right call). That rests on fewer than 20 purchases, too few to read much into. Buying each purchase the day after it was reported, an equal amount each, held 12 months or until that insider reported a sale, would have turned $10,000 on March 6, 2020 into $31,516 by November 2, 2026, +18.9% a year. It held shares 37% of the time; the S&P 500 on those same days, with Treasury bills otherwise, made $18,649 (+9.8% a year), and held throughout $27,969 (+16.8%).
| Insider | Role | Purchases | 12 months after their purchases | Beat the S&P 500 | Sales | 12 months after their sales | Latest report |
|---|---|---|---|---|---|---|---|
| Brown Hayden | President & CEO | 0 | — | — | 56 | +20.9% (49) | September 22, 2026 |
| Gessert Erica | Chief Financial Officer | 0 | — | — | 20 | −14.9% (12) | September 22, 2026 |
| Marie Olivier | Chief Accounting Officer | 0 | — | — | 13 | −13.6% (13) | June 23, 2025 |
| Gilpin Eric | Chief Sales Officer | 0 | — | — | 10 | −18.1% (10) | February 22, 2023 |
| Mccombs Jeff | Chief Financial Officer | 0 | — | — | 8 | −41.5% (8) | November 22, 2022 |
| Bottoms Dave | GM, Marketplace | 0 | — | — | 6 | −17.6% (6) | August 20, 2025 |
| Nelson Elizabeth A | Director | 0 | — | — | 5 | −37.3% (5) | May 14, 2025 |
| Layton Thomas | Director | 1 | +397.7% (1) | 100% | 3 | −63.0% (3) | May 15, 2025 |
| Gretsch Gregory C. | Director | 3 | +227.7% (3) | 100% | 0 | — | August 11, 2020 |
| Kappus Anthony Ray | GM & Chief Operating Officer | 0 | — | — | 3 | — | September 22, 2026 |
| Mekhalfa Sabrina | Chief Accounting Officer | 0 | — | — | 3 | — | September 22, 2026 |
| Srinivasan Leela | Director | 0 | — | — | 3 | +22.5% (3) | June 6, 2022 |
| Steele Gary | Director | 0 | — | — | 3 | −34.2% (2) | November 25, 2025 |
| Balkanski Alexandre | 10% owner | 0 | — | — | 1 | −22.9% (1) | August 12, 2019 |
| Dunlevie Bruce | 10% owner | 0 | — | — | 1 | −19.1% (1) | August 13, 2019 |
| Goldfarb Andrew P | 10% owner | 0 | — | — | 1 | −61.1% (1) | April 3, 2019 |
| Harvey Kevin | Director | 1 | −55.7% (1) | 0% | 0 | — | May 16, 2022 |
| Kinion Brian K | Chief Financial Officer | 0 | — | — | 1 | +398.6% (1) | March 3, 2020 |
| Marriott Dan | Director | 0 | — | — | 1 | −22.9% (1) | August 12, 2019 |
| Spurlock Steven M | 10% owner | 0 | — | — | 1 | −14.5% (1) | August 20, 2019 |
When several insiders traded Upwork, Inc
Months when 2 or more insiders became net buyers, or 3 or more net sellers, of Upwork, Inc in reports dated in the 91 days before the month end, and how the stock did against the S&P 500 from that month end. After 8 selling crowds, −2.4%. One company's history is too short to judge by; the test across every company is the better guide.
| Month | Crowd | 3 months on, vs S&P 500 | 6 months | 12 months |
|---|---|---|---|---|
| March 31, 2026 | 3 selling | −32.7% | −43.4% | not yet |
| November 28, 2025 | 3 selling | −33.3% | −66.3% | not yet |
| May 30, 2025 | 4 selling | −10.4% | +10.8% | −72.4% |
| May 31, 2024 | 4 selling | −16.0% | +45.6% | +29.8% |
| December 29, 2023 | 3 selling | −27.9% | −44.0% | −14.9% |
| May 28, 2021 | 4 selling | −13.6% | −30.1% | −59.8% |
| May 29, 2020 | 3 selling | +3.4% | +155.8% | +238.1% |
| August 30, 2019 | 5 selling | −27.4% | −47.9% | −16.5% |