Massaro Michael 4

4 · Flywire Corp · Filed Jun 3, 2026

AI-generated summary of this filing

Updated Jun 3, 2026

Flywire CEO Michael Massaro Withholds 39,799 Shares for Taxes

What Happened

Michael Massaro, CEO of Flywire Corp (FLYW), had 39,799 shares withheld on 2026-06-01 to satisfy tax withholding obligations related to the net settlement of time‑based restricted stock units. The withholding was at $16.61 per share, totaling approximately $661,061. This was a tax withholding/net settlement, not an open‑market sale.

Key Details

Transaction date and price: 2026-06-01 at $16.61 per share.
Shares withheld/disposed: 39,799; total value ≈ $661,061.
Nature of transaction: Tax withholding in connection with net settlement of time‑based RSUs (Footnote F1) — not an open market sale.
Trust disclosures: Some shares referenced in the filing are held in trusts (M Massaro Trust and Michael P. Massaro 2021 Irrevocable Trust); the reporting person disclaims beneficial ownership of those trust shares (Footnotes F2, F3).
Filing: Report filed 2026-06-03 for a 2026-06-01 transaction — appears to have been filed within the normal Form 4 window.

Context

This was a routine tax-withholding/net settlement of RSUs (cashless/net settlement), which reduces the number of shares that otherwise would be issued to the insider to cover taxes. Such withholdings do not indicate a deliberate market sale or express a view on the company’s prospects.

Form 4

Period: 2026-06-01

DirectorChief Executive Officer

Transactions

Tax Payment
Voting Common Stock
[F1]
2026-06-01$16.61/sh−39,799$661,061→ 2,726,236 total

Holdings

Footnotes (3)

[F1]Represents the number of shares of common stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of certain time-based restricted stock unit awards and does not represent an open market sale.
[F2]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.
[F3]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.

Signature

/s/ Michael Massaro|2026-06-03

1 file