Flywire Corp·4

Feb 26, 7:10 PM ET

Massaro Michael 4

Research Summary

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Updated

Flywire (FLYW) CEO Michael Massaro Receives RSU Award

What Happened

  • Michael Massaro, CEO of Flywire (FLYW), was granted 751,811 restricted stock units (RSUs) on 2026-02-24 (no cash paid). The RSUs represent shares of common stock that will vest over time (see vesting schedule below).
  • Separately, on 2025-12-24 the filing reports a transfer by gift of 465,043 shares from the Meredith E. Massaro Revocable Trust to Massaro for estate-planning purposes (no cash). The Form 4 lists the gift as an exempt transaction.

Key Details

  • Transaction dates and prices:
    • 2025-12-24: Gift of 465,043 shares — $0.00 (no consideration) (reported as exempt gift from family trust).
    • 2026-02-24: Grant/award of 751,811 RSUs — $0.00 (award of equity, not an open-market purchase).
  • Vesting for the 751,811 RSUs (per footnote): 25% vests on March 1, 2027; remaining shares vest in equal quarterly installments over the next three years, subject to continued service.
  • Footnotes/ownership notes:
    • The 465,043 gifted shares were transferred from the Meredith E. Massaro Revocable Trust; the trustee is Massaro’s spouse (footnotes F1, F2).
    • Some shares referenced are held by other family trusts (Michael P. Massaro 2021 Irrevocable Trust) and the reporting person disclaims beneficial ownership of those trust-held shares except to the extent of any pecuniary interest (F5).
    • The filing was adjusted to reflect 1,243 shares acquired under the company ESPP (F3).
  • Filing timing: Form 4 was filed on 2026-02-26. The 2025-12-24 gift appears to have been reported late (filed more than two business days after the transaction); the 2026-02-24 RSU grant was filed within the typical 2-business-day window.

Context

  • Gifts and grants recorded at $0 indicate no cash changed hands; gifts are often estate-planning moves and do not necessarily signal the insider’s view of the stock.
  • RSU grants are common executive compensation; these RSUs vest over several years and are tied to continued service rather than an immediate sale. They are not immediate cash events unless/when vested shares are sold.