Form 4: Upwork COO Sells Shares
Insider Transaction (Form 4)
Anthony Ray Kappus, GM & Chief Operating Officer of Upwork, Inc, sold 559 shares of common stock on October 18, 2026 for $8.43 per share.
Summary
- Option exercise/conversion: acquired 1,413 Common Stock on October 18, 2026; holds 77,755 after (Direct).
- Open-market sale: disposed of 559 Common Stock at $8.43 ($4,712) on October 19, 2026; holds 77,196 after (Direct).
- Option exercise/conversion: disposed of 1,413 Restricted Stock Units on October 18, 2026; holds 19,778 after (Direct).
Sentiment
Score: 4
Explanation: StockSavvy.ai views this as a mildly negative signal: an insider sold $4,712 of stock on the open market.
Insider Transactions
Anthony Ray Kappus — Officer (GM & Chief Operating Officer)
| Date | Transaction | Security | Shares | Price | Value | Held After |
|---|---|---|---|---|---|---|
| 2026-10-18 | Option exercise/conversion | Common Stock | 1,413 | — | — | 77,755 |
| 2026-10-19 | Open-market sale | Common Stock | 559 | $8 | $4.7K | 77,196 |
| 2026-10-18 | Option exercise/conversion | Restricted Stock Units | 1,413 | — | — | 19,778 |
Key Dates
| Date | Description |
|---|---|
| 2026-10-18 | Option exercise/conversion (1,413 shares) |
| 2026-10-19 | Open-market sale (559 shares) |
| 2026-10-18 | Option exercise/conversion (1,413 shares) |
Keywords
insider transaction, Form 4, UPWK, UPWORK, INC, bearish, Anthony Ray Kappus
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