Form 4: Upwork CFO Sells Shares
Insider Transaction (Form 4)
Erica Gessert, Chief Financial Officer of Upwork, Inc, sold 22,844 shares of common stock on August 18, 2026 for $8.43 per share.
Summary
- Option exercise/conversion: acquired 37,500 Common Stock on August 18, 2026; holds 379,109 after (Direct).
- Option exercise/conversion: acquired 8,524 Common Stock on August 18, 2026; holds 387,633 after (Direct).
- Open-market sale: disposed of 22,844 Common Stock at $8.43 ($192,477) on August 18, 2026; holds 364,789 after (Direct).
- Option exercise/conversion: disposed of 37,500 Restricted Stock Units on August 18, 2026; holds 112,500 after (Direct).
- Option exercise/conversion: disposed of 8,524 Restricted Stock Units on August 18, 2026; holds 119,340 after (Direct).
Sentiment
Score: 4
Explanation: StockSavvy.ai views this as a mildly negative signal: an insider sold $192,477 of stock on the open market.
Insider Transactions
Erica Gessert — Officer (Chief Financial Officer)
| Date | Transaction | Security | Shares | Price | Value | Held After |
|---|---|---|---|---|---|---|
| 2026-08-18 | Option exercise/conversion | Common Stock | 37,500 | — | — | 379,109 |
| 2026-08-18 | Option exercise/conversion | Common Stock | 8,524 | — | — | 387,633 |
| 2026-08-18 | Open-market sale | Common Stock | 22,844 | $8 | $192.5K | 364,789 |
| 2026-08-18 | Option exercise/conversion | Restricted Stock Units | 37,500 | — | — | 112,500 |
| 2026-08-18 | Option exercise/conversion | Restricted Stock Units | 8,524 | — | — | 119,340 |
Key Dates
| Date | Description |
|---|---|
| 2026-08-18 | Option exercise/conversion (37,500 shares) |
| 2026-08-18 | Option exercise/conversion (8,524 shares) |
| 2026-08-18 | Open-market sale (22,844 shares) |
| 2026-08-18 | Option exercise/conversion (37,500 shares) |
| 2026-08-18 | Option exercise/conversion (8,524 shares) |
Keywords
insider transaction, Form 4, UPWK, UPWORK, INC, bearish, Erica Gessert
Disclaimer:The information provided here is for general informational purposes only and does not constitute financial advice, recommendation, or endorsement of any kind. It may contain errors or omissions. You should not rely on this information to make financial decisions. Always seek the advice of a qualified financial professional before making any investment or financial decisions. Use of this information is at your own risk.