Massaro Michael 4
4 · Flywire Corp · Filed May 8, 2026
Research Summary
AI-generated summary of this filing
Flywire CEO Michael Massaro Sells 50,000 Shares
What Happened Michael Massaro, Chief Executive Officer of Flywire Corp (FLYW), sold a total of 50,000 shares on May 6, 2026 in two transactions: 11,830 shares at a reported weighted average price of $15.65 (proceeds $185,190) and 38,170 shares at a reported weighted average price of $16.62 (proceeds $634,496). Total proceeds from the sales were approximately $819,686. The sales were open-market or private sales executed pursuant to a previously adopted Rule 10b5-1 trading plan.
Key Details
- Transaction date: May 6, 2026.
- Reported prices and ranges:
- 11,830 shares — weighted avg $15.65 (individual trade prices ranged $15.085 to $16.00) [F2].
- 38,170 shares — weighted avg $16.62 (individual trade prices ranged $16.15 to $16.905) [F3].
- Total proceeds: ~$819,686.
- Shares owned after the transactions: Not specified in the supplied summary (see the Form 4 for "ownership following reported transaction" details).
- Notable footnotes: Sales were made under a Rule 10b5-1 plan [F1]. Portions of reported holdings are held in trusts (M Massaro Trust and Michael P. Massaro 2021 Irrevocable Trust) where the reporting person disclaims beneficial ownership [F4, F5].
- Filing: Form 4 was filed May 8, 2026 (two days after the transactions), which is within the typical Section 16 reporting window.
Context Sales under a 10b5-1 plan are pre-arranged and commonly used by insiders to sell shares on a scheduled basis; such sales are often routine and do not necessarily indicate a change in the insider’s view of the company. For retail investors, purchases generally convey more direct insider confidence than sales; this filing documents routine disposition of shares by the CEO rather than a new purchase or option exercise.
Insider Transaction Report
- Sale
Voting Common Stock
[F1][F2]2026-05-06$15.65/sh−11,830$185,190→ 2,804,205 total - Sale
Voting Common Stock
[F1][F3]2026-05-06$16.62/sh−38,170$634,496→ 2,766,035 total
- 192,193(indirect: See footnote)
Voting Common Stock
[F4] - 307,548(indirect: See footnote)
Voting Common Stock
[F5]
Footnotes (5)
- [F1]Shares were sold pursuant to a previously adopted Rule 10b5-1 trading plan.
- [F2]The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.085 to $16.00, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of securities sold at each separate price within the ranges set forth in this footnote to this Form 4.
- [F3]The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $16.15 to $16.905, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of securities sold at each separate price within the ranges set forth in this footnote to this Form 4.
- [F4]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.
- [F5]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.