Form 4: Upwork CEO Sells Shares
Insider Transaction (Form 4)
Hayden Brown, President & CEO and a Director of Upwork, Inc, sold 73,241 shares of common stock on August 18, 2026.
Summary
- Option exercise/conversion: acquired 14,850 Common Stock on August 18, 2026; holds 812,345 after (Direct).
- Option exercise/conversion: acquired 18,333 Common Stock on August 18, 2026; holds 830,678 after (Direct).
- Option exercise/conversion: acquired 13,639 Common Stock on August 18, 2026; holds 844,317 after (Direct).
- Open-market sale: disposed of 23,241 Common Stock at $8.43 ($195,822) on August 18, 2026; holds 821,076 after (Direct).
- Open-market sale: disposed of 50,000 Common Stock at $8.43 ($421,355) on August 18, 2026; holds 771,076 after (Direct).
- Option exercise/conversion: disposed of 14,850 Restricted Stock Units on August 18, 2026; holds 29,700 after (Direct).
- Option exercise/conversion: disposed of 18,333 Restricted Stock Units on August 18, 2026; holds 36,667 after (Direct).
- Option exercise/conversion: disposed of 13,639 Restricted Stock Units on August 18, 2026; holds 190,944 after (Direct).
Sentiment
Score: 4
Explanation: StockSavvy.ai views this as a mildly negative but low-conviction signal: an insider sold $617,177 of stock under a pre-arranged Rule 10b5-1 plan, which is typically routine.
Insider Transactions
Hayden Brown — Director, Officer (President & CEO)
Transaction made under a Rule 10b5-1 trading plan.
| Date | Transaction | Security | Shares | Price | Value | Held After |
|---|---|---|---|---|---|---|
| 2026-08-18 | Option exercise/conversion | Common Stock | 14,850 | — | — | 812,345 |
| 2026-08-18 | Option exercise/conversion | Common Stock | 18,333 | — | — | 830,678 |
| 2026-08-18 | Option exercise/conversion | Common Stock | 13,639 | — | — | 844,317 |
| 2026-08-18 | Open-market sale | Common Stock | 23,241 | $8 | $195.8K | 821,076 |
| 2026-08-18 | Open-market sale | Common Stock | 50,000 | $8 | $421.4K | 771,076 |
| 2026-08-18 | Option exercise/conversion | Restricted Stock Units | 14,850 | — | — | 29,700 |
| 2026-08-18 | Option exercise/conversion | Restricted Stock Units | 18,333 | — | — | 36,667 |
| 2026-08-18 | Option exercise/conversion | Restricted Stock Units | 13,639 | — | — | 190,944 |
Key Dates
| Date | Description |
|---|---|
| 2026-08-18 | Option exercise/conversion (14,850 shares) |
| 2026-08-18 | Option exercise/conversion (18,333 shares) |
| 2026-08-18 | Option exercise/conversion (13,639 shares) |
| 2026-08-18 | Open-market sale (23,241 shares) |
| 2026-08-18 | Open-market sale (50,000 shares) |
| 2026-08-18 | Option exercise/conversion (14,850 shares) |
| 2026-08-18 | Option exercise/conversion (18,333 shares) |
| 2026-08-18 | Option exercise/conversion (13,639 shares) |
Keywords
insider transaction, Form 4, UPWK, UPWORK, INC, bearish, Hayden Brown
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