Flywire Corp·4

Jun 17, 4:14 PM ET

Massaro Michael 4

4 · Flywire Corp · Filed Jun 17, 2026

Research Summary

AI-generated summary of this filing

Updated

Flywire CEO Michael Massaro Sells 50,000 Shares

What Happened Michael Massaro, CEO of Flywire Corp (FLYW), sold 50,000 shares on June 15, 2026 in open-market transactions under a previously adopted Rule 10b5-1 trading plan. The sales were executed at a weighted-average price of $15.26 per share, generating approximately $762,940 in proceeds. The trades occurred at prices ranging from $15.01 to $15.49.

Key Details

  • Transaction date: June 15, 2026; Form 4 filed June 17, 2026 (appears filed two days after the trade).
  • Shares sold: 50,000; weighted-average price reported $15.26; price range $15.01–$15.49.
  • Total proceeds: ~$762,940.
  • Reporting footnotes: F1 — sale executed under a previously adopted Rule 10b5-1 trading plan; F2 — weighted-average price with multiple trade prices (issuer can provide breakdown on request); F3 — filing adjusted to reflect 1,815 shares acquired under the company ESPP; F4 & F5 — certain shares are held in trusts for which the reporting person disclaims beneficial ownership.
  • Shares owned after transaction: Not specified in the provided filing excerpt.

Context This was a sale (not a purchase or option exercise) executed under a pre-established 10b5-1 plan, which is commonly used for scheduled liquidity and typically viewed as routine. Such sales do not, by themselves, indicate a change in an insider’s outlook on the company; purchases are generally considered more informative about insider sentiment.

Insider Transaction Report

Form 4
Period: 2026-06-15
Massaro Michael
DirectorChief Executive Officer
Transactions
  • Sale

    Voting Common Stock

    [F1][F2][F3]
    2026-06-15$15.26/sh50,000$762,9402,678,051 total
Holdings
  • Voting Common Stock

    [F4]
    (indirect: See footnote)
    192,193
  • Voting Common Stock

    [F5]
    (indirect: See footnote)
    307,548
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 $15.01 to $15.49, inclusive. The Reporting Person has provided to the Issuer, and undertakes to provide to the staff of the Securities and Exchange Commission or any security holder of the Issuer, upon request, full information regarding the number of shares sold at each separate price within the range.
  • [F3]Adjusted to reflect 1,815 shares acquired under the Issuer's Employee Stock Purchase Plan.
  • [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.
Signature
/s/ Michael Massaro|2026-06-17

Documents

1 file
  • 4
    ownership.xmlPrimary

    4