| 2023-02-21 | Sale | Upwork Inc. UPWK | Chief Sales Officer | 11,331 0.0085% | $11.47 | $129,928 | -0.96% | |
| 2022-11-21 | Sale | Upwork Inc. UPWK | Chief Sales Officer | 7,179 0.0056% | $12.06 | $86,614 | -5.9% | |
| 2022-08-18 | Sale | Upwork Inc. UPWK | Chief Sales Officer | 5,351 0.0041% | $18.54 | $99,213 | -38.15% | |
| 2022-05-18 | Sale | Upwork Inc. UPWK | Chief Sales Officer | 11,018 0.0085% | $16.07 | $177,024 | -18.96% | |
| 2022-02-18 | Sale | Upwork Inc. UPWK | Chief Sales Officer | 8,038 0.0062% | $24.41 | $196,248 | -29.24% | |
| 2021-11-23 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 3,488 0.0028% | $39.12 | $136,451 | -47.17% | |
| 2021-11-18 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 7,002 0.0055% | $42.21 | $295,539 | -51.47% | |
| 2021-10-29 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 7,874 0.0062% | $47.53 | $374,223 | -54.86% | |
| 2021-08-18 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 6,648 0.0052% | $40.77 | $271,048 | -38.43% | |
| 2021-05-18 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 6,630 0.0052% | $40.27 | $267,014 | +1.12% | |
| 2021-02-19 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 6,778 0.0052% | $53.78 | $364,530 | -18.91% | |
| 2020-11-20 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 7,182 0.0061% | $35.63 | $255,912 | +30.45% | |
| 2020-11-18 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 6,288 0.0053% | $34.10 | $214,417 | +36.75% | |
| 2020-11-10 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 20,000 0.0169% | $27.17 | $543,306 | +70.23% | |
| 2020-11-06 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 180,000 0.1477% | $28.49 | $5.13M | +57.89% | |
| 2020-08-20 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 7,508 0.006% | $15.01 | $112,700 | +173.72% | |
| 2020-08-18 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 5,962 0.005% | $15.03 | $89,630 | +182.31% | |
| 2020-08-06 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 6,910 0.0058% | $14.08 | $97,315 | +196.88% | |
| 2020-05-19 | Sale | Upwork Inc. UPWK | Senior VP, Sales | 6,558 0.0056% | $12.60 | $82,657 | +153.29% |