Form 4: Flywire CEO Sells Shares
Insider Transaction (Form 4)
Michael Massaro, Chief Executive Officer and a Director of Flywire Corp, sold 112,500 shares of common stock on September 1, 2026 for $18.39 per share.
Summary
- Tax/exercise-price withholding: disposed of 39,993 Voting Common Stock at $18.18 ($727,273) on September 1, 2026; holds 2,513,058 after (Direct).
- Open-market sale: disposed of 112,500 Voting Common Stock at $18.39 ($2,068,684) on September 1, 2026; holds 2,400,558 after (Direct).
Sentiment
Score: 4
Explanation: StockSavvy.ai views this as a mildly negative but low-conviction signal: an insider sold $2,068,684 of stock under a pre-arranged Rule 10b5-1 plan, which is typically routine.
Insider Transactions
Michael Massaro — 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 | Voting Common Stock | 39,993 | $18 | $727.3K | 2,513,058 |
| 2026-09-01 | Open-market sale | Voting Common Stock | 112,500 | $18 | $2.1M | 2,400,558 |
Key Dates
| Date | Description |
|---|---|
| 2026-09-01 | Tax/exercise-price withholding (39,993 shares) |
| 2026-09-01 | Open-market sale (112,500 shares) |
Keywords
insider transaction, Form 4, FLYW, Flywire Corp, bearish, Michael Massaro
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