Every Form 4 that Flywire Corp (FLYW) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.
A Form 4 covers the transactions officers, directors and large holders report, so if you follow FLYW and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full FLYW filings page.
Flywire Corp General Counsel and CCO Peter Butterfield reported a tax-withholding disposition of 14,121 shares of Voting Common Stock at $12.43 per share. The shares were withheld by the company to cover income tax obligations tied to vested restricted stock units and were not sold in the open market. After this withholding, he directly holds 541,971 shares.
Flywire Corp President and COO Rob Orgel reported a Form 4 transaction involving company Voting Common Stock. On March 2, 2026, 64,512 shares were withheld at $12.43 per share to cover income tax obligations tied to vested restricted stock units and were not an open market sale. After this tax-withholding disposition, Orgel directly owned 1,138,041 shares of Flywire common stock.
Flywire Corp reported that Chief Technology Officer Patrick Blanc acquired 234,234 shares of Voting Common Stock through a restricted stock unit (RSU) grant on February 23, 2026. The RSU vests over four years, with 35% after one year and the rest vesting quarterly through the fourth year, contingent on continued service.
Flywire Corp Chief Executive Officer Michael Massaro reported several equity transactions in Voting Common Stock. He received a grant of 751,811 shares underlying a time-based restricted stock unit award that carries no cash exercise price. The RSU vests 25% on March 1, 2027, with the remaining shares vesting in equal quarterly installments over the following three years, contingent on his continued service.
The filing also records bona fide gift transfers of 465,043 shares on an earlier date involving trusts associated with his spouse, where he disclaims beneficial ownership except for any pecuniary interest. Some of the reported holdings are shown as indirectly owned through these trusts rather than personally.
Flywire Corp President and COO Rob Orgel reported an equity award covering 362,318 shares of Voting Common Stock at a price of $0.00 per share, reflecting a grant of time-based restricted stock units (RSUs). The RSUs vest 25% on March 1, 2027, with the remaining units vesting in equal quarterly installments over the following three years, conditioned on his continued service. After this award and an adjustment for 1,243 shares acquired under the Employee Stock Purchase Plan, his directly held position increased to 1,202,553 shares of Voting Common Stock.
Flywire Corp reported that its General Counsel and Chief Compliance Officer, Peter Butterfield, acquired 181,159 shares of Voting Common Stock on February 24, 2026 through a restricted stock unit (RSU) award at a price of $0.00 per share.
The RSUs represent time-based equity compensation. According to the terms, 25% of the underlying shares vest on March 1, 2027, with the remaining shares vesting in equal quarterly installments over the following three years, so long as he continues providing service to the company through each vesting date. After this grant, Butterfield directly holds 556,092 shares.
Pitigoi Cosmin reported acquisition or exercise transactions in this Form 4 filing.
Flywire Corp Chief Financial Officer receives new equity award. Cosmin Pitigoi was granted 362,318 shares of Voting Common Stock in the form of time-based restricted stock units at no purchase price. The RSUs vest 25% on March 1, 2027, with the remainder vesting in equal quarterly installments over the following three years, contingent on continued service. Following this award, Pitigoi directly holds 1,001,860 shares.
Flywire Corp reported that executive David R. King received a grant of 244,565 shares of Voting Common Stock in the form of restricted stock units at a price of $0.00 per share. These RSUs vest 25% on March 1, 2027, with the remaining shares vesting in equal quarterly installments over the following three years, contingent on continued service.
After this award and an adjustment for 1,243 shares acquired under the employee stock purchase plan, King directly holds 1,127,491 shares. An additional 276,204 shares are held indirectly by the D R King Revocable Trust, for which he is a trustee and disclaims beneficial ownership except for any pecuniary interest.
Flywire Corp received a new insider buying disclosure from a group of Voss entities led by Voss Capital. On February 13, 2026, Voss Value Master Fund, LP made an open-market purchase of 25,000 shares of Flywire voting common stock at a weighted average price of $10.9918 per share. Following this transaction, Voss Value Master Fund indirectly held 2,300,000 shares. A related fund, Voss Value-Oriented Special Situations Fund, LP, was reported as indirectly holding 375,000 shares of the same stock. The reporting persons state they form a group that collectively owns over 10% of Flywire’s outstanding common stock and each disclaims beneficial ownership beyond their pecuniary interest.
Flywire Corporation’s General Counsel and Chief Compliance Officer, Peter Butterfield, reported selling 13,327 shares of Voting Common Stock on January 7, 2026. The shares were sold at a weighted average price of $15.0126 per share, with individual trade prices ranging from $15.00 to $15.075. After this transaction, Butterfield directly beneficially owns 374,933 shares of Flywire stock.
Flywire Corporation director Phillip John Riese reported an option exercise and share sale involving the company’s voting common stock. On January 7, 2026, he exercised a fully vested stock option for 16,612 shares at an exercise price of $0.59 per share, acquiring the same number of voting common shares. That same day, he sold 16,612 shares of voting common stock at a weighted average price of $15.083 per share, in multiple trades within a price range of $15.00 to $15.25. Following these transactions, Riese directly held 234,493 shares of Flywire voting common stock and 90,921 stock options.
Voss Capital-managed accounts and related funds reported additional purchases of Flywire Corp (FLYW) common stock. On December 30, 2025, accounts managed by Voss Capital, LP bought 181,121 voting common shares at $14.15 per share. On December 31, 2025, the same managed accounts bought another 44,991 shares at an average price of $14.2343 per share, bringing those accounts’ indirect holdings to 9,670,000 shares.
Separately, the filing shows 2,275,000 shares held by Voss Value Master Fund, LP and 375,000 shares held by Voss Value-Oriented Special Situations Fund, LP, all as indirect holdings. The reporting group, which includes these funds, Voss Advisors GP, LLC, Voss Capital, LP and Travis W. Cocke, states that it collectively beneficially owns over 10% of Flywire’s outstanding common stock and disclaims beneficial ownership beyond each party’s economic interest.
Flywire Corporation executive Peter Butterfield, the company’s General Counsel and Chief Compliance Officer, reported selling 8,120 shares of voting common stock on 12/09/2025 at a weighted average price of $13.6895 per share, executed through multiple trades priced between $13.380 and $13.945.
Following this transaction, he directly beneficially owns 382,310 shares of Flywire voting common stock, an amount that has been adjusted to include 1,432 shares acquired under the company’s Employee Stock Purchase Plan.
Flywire (FLYW) reported an insider transaction by its General Counsel and CCO. On 11/05/2025, the officer executed a sale (code S) of 1,000 shares of Voting Common Stock at a price of $15 per share. After this trade, the officer’s direct beneficial ownership stands at 393,522 shares. The filing indicates it was submitted by one reporting person and the ownership is held directly.