Form 4: Waystar Holding CEO Sells Shares
Insider Transaction (Form 4)
Matthew J. Hawkins, Chief Executive Officer and a Director of Waystar Holding Corp., sold 82,500 shares of common stock on September 1, 2026 for $25.97 per share.
Summary
- Tax/exercise-price withholding: disposed of 30,287 Common Stock at $25.73 ($779,285) on September 1, 2026; holds 1,804,794 after (Direct).
- Option exercise/conversion: acquired 82,500 Common Stock at $4.14 ($341,550) on September 2, 2026; holds 1,887,294 after (Direct).
- Open-market sale: disposed of 82,500 Common Stock at $25.97 ($2,142,583) on September 2, 2026; holds 1,804,794 after (Direct).
- Option exercise/conversion: disposed of 82,500 Stock Options (right to buy) on September 2, 2026; holds 1,510,098 after (Direct).
Sentiment
Score: 4
Explanation: StockSavvy.ai views this as a mildly negative but low-conviction signal: an insider sold $2,142,583 of stock under a pre-arranged Rule 10b5-1 plan, which is typically routine.
Insider Transactions
Matthew J. Hawkins — Director, Officer (Chief Executive Officer)
Transaction made under a Rule 10b5-1 trading plan.
| Date | Transaction | Security | Shares | Price | Value | Held After |
|---|---|---|---|---|---|---|
| 2026-09-01 | Tax/exercise-price withholding | Common Stock | 30,287 | $26 | $779.3K | 1,804,794 |
| 2026-09-02 | Option exercise/conversion | Common Stock | 82,500 | $4 | $341.6K | 1,887,294 |
| 2026-09-02 | Open-market sale | Common Stock | 82,500 | $26 | $2.1M | 1,804,794 |
| 2026-09-02 | Option exercise/conversion | Stock Options (right to buy) | 82,500 | — | — | 1,510,098 |
Key Dates
| Date | Description |
|---|---|
| 2026-09-01 | Tax/exercise-price withholding (30,287 shares) |
| 2026-09-02 | Option exercise/conversion (82,500 shares) |
| 2026-09-02 | Open-market sale (82,500 shares) |
| 2026-09-02 | Option exercise/conversion (82,500 shares) |
Keywords
insider transaction, Form 4, WAY, Waystar Holding Corp., bearish, Matthew J. Hawkins
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