Massaro Michael 4
4 · Flywire Corp · Filed Mar 18, 2026
Research Summary
AI-generated summary of this filing
Flywire (FLYW) CEO Michael Massaro Exercises Options for 14,087 Shares
What Happened Michael Massaro, CEO of Flywire (FLYW), exercised stock options on 2026-03-16 to acquire 14,087 shares at an exercise price of $3.95 per share, for a cash cost of $55,644. The filing also reports a corresponding derivative conversion/disposition of 14,087 shares at $0. Footnotes state the shares are held by two trusts for which Massaro’s spouse is trustee, and Massaro disclaims beneficial ownership except for any pecuniary interest.
Key Details
- Transaction date: 2026-03-16; Form 4 filed: 2026-03-18 (timely)
- Exercise: 14,087 shares acquired @ $3.95 each = $55,644
- Disposition (derivative conversion): 14,087 shares reported at $0 (per filing)
- Shares owned after transaction: not specified in the provided filing details
- Footnotes: shares are held by the M Massaro Trust and the Michael P. Massaro 2021 Irrevocable Trust (spouse is trustee); Reporting Person disclaims beneficial ownership. Options were fully vested as of the date (F3).
Context This was an option exercise (transaction code M). The filing shows acquisition of shares via exercise rather than an open-market buy or a sale; the related $0 disposition and trust footnotes indicate the shares are reported as held in trusts rather than directly by Massaro. Such filings document insider conversions of derivatives into stock but do not by themselves reveal personal market timing or intent.
Insider Transaction Report
- Exercise/Conversion
Voting Common Stock
2026-03-16$3.95/sh+14,087$55,644→ 2,816,035 total - Exercise/Conversion
Employee Stock Option (right to buy)
[F3]2026-03-16−14,087→ 544,326 totalExercise: $3.95Exp: 2031-01-20→ Voting Common Stock (14,087 underlying)
- 192,193(indirect: See footnote)
Voting Common Stock
[F1] - 307,548(indirect: See footnote)
Voting Common Stock
[F2]
Footnotes (3)
- [F1]The shares are held by the M Massaro Trust, of which the Reporting Person's spouse is a trustee. The Reporting Person disclaims beneficial ownership of these shares and this report shall not be deemed an admission that the Reporting Person is the beneficial owner of such shares for purposes of Section 16 or for any other purpose, except to the extent of the Reporting Person's pecuniary interests therein, if any.
- [F2]The shares are held by the Michael P. Massaro 2021 Irrevocable Trust, of which the Reporting Person's spouse is a trustee. The Reporting Person disclaims beneficial ownership of these shares and this report shall not be deemed an admission that the Reporting Person is the beneficial owner of such shares for purposes of Section 16 or for any other purpose, except to the extent of the Reporting Person's pecuniary interests therein, if any.
- [F3]The shares originally subject to this option are fully vested as of the date hereof.