Form 4: Flywire CEO's Stock Withholding for Tax Obligations
Insider Transaction Report
Flywire CEO Michael Massaro reported a routine disposition of 26,514 shares of common stock to cover tax obligations related to restricted stock unit awards.
Summary
- Flywire Corp. CEO and Director Michael Massaro disposed of 26,514 shares of Voting Common Stock on December 1, 2025.
- This transaction was a withholding by the issuer to satisfy income tax obligations and remittance in connection with the net settlement of time-based restricted stock unit awards, not an open market sale.
- The deemed price for the disposition was $13.78 per share.
- Following the transaction, Michael Massaro directly beneficially owns 1,838,872 shares.
- He also indirectly beneficially owns 657,236 shares through the Meredith E. Massaro Revocable Trust and 307,548 shares through the Michael P. Massaro 2021 Irrevocable Trust, disclaiming beneficial ownership except for pecuniary interests.
- The transaction was made pursuant to a Rule 10b5-1(c) plan.
Sentiment
Score: 5
Explanation: The filing reports a routine insider transaction for tax withholding related to RSU vesting, which is a neutral event for the company's operational performance or strategic direction.
Future Outlook
N/A. This filing does not contain forward-looking statements or guidance.
Industry Context
This Form 4 filing details a routine insider transaction for tax purposes and does not provide information relevant to broader industry trends or competitive analysis.
Related Party Transactions
- Michael Massaro's indirect beneficial ownership includes shares held by the Meredith E. Massaro Revocable Trust and the Michael P. Massaro 2021 Irrevocable Trust, where his spouse is a trustee. He disclaims beneficial ownership of these shares except for pecuniary interests.
Stakeholder Impact
- Shareholders: A minor reduction in direct insider ownership due to tax withholding, which is a routine event and generally has minimal impact on shareholder value.
Key Dates
| Date | Description |
|---|---|
| 11/01/2017 | Date of the Meredith E. Massaro Revocable Trust. |
| 12/01/2025 | Date of the reported stock transaction for tax withholding. |
| 12/03/2025 | Date Michael Massaro signed the Form 4 filing. |
Keywords
Flywire Corp, FLYW, Michael Massaro, SEC Form 4, Insider Transaction, Stock Withholding, Restricted Stock Units, Tax Obligations, CEO Stock, Corporate Governance
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