FLYW (Flywire Corporation Voting Common Stock)
Insider Trading Activity
Every open-market purchase and sale reported by FLYW officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.
Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-07-20 | Michael Massaro | Chief Executive Officer | Sell | — | — |
| 2026-07-06 | Peter Butterfield | General Counsel and CCO | Sell | — | — |
| 2026-07-02 | David R. King | See Remarks | M | — | — |
| 2026-06-29 | Mohit Kansal | Chief Payments Officer | Sell | — | — |
| 2026-06-17 | Peter Butterfield | General Counsel and CCO | Sell | — | — |
| 2026-06-17 | Mohit Kansal | Chief Payments Officer | Sell | — | — |
| 2026-06-17 | Michael Massaro | Chief Executive Officer | Sell | — | — |
| 2026-06-10 | Edwin J Santos | Director | Sell | — | — |
| 2026-06-09 | Peter Butterfield | General Counsel and CCO | Sell | — | — |
| 2026-06-08 | Edwin J Santos | Director | Sell | — | — |
| 2026-06-04 | Alex Finkelstein | Director | A | — | — |
| 2026-06-04 | Matthew C Harris | Director | A | — | — |
| 2026-06-04 | Christine Katziff | Director | A | — | — |
| 2026-06-04 | Gretchen Howard | Director | A | — | — |
| 2026-06-04 | Carleigh Jaques | Director | A | — | — |
| 2026-06-04 | Edwin J Santos | Director | A | — | — |
| 2026-06-04 | Phillip John Riese | Director | MIXED | — | — |
| 2026-06-04 | Diane E Offereins | Director | A | — | — |
| 2026-06-03 | Peter Butterfield | General Counsel and CCO | F | — | — |
| 2026-06-03 | Mohit Kansal | Chief Payments Officer | F | — | — |
| 2026-06-03 | Cosmin Pitigoi | Chief Financial Officer | F | — | — |
| 2026-06-03 | David R. King | See Remarks | F | — | — |
| 2026-06-03 | Michael Massaro | Chief Executive Officer | F | — | — |
| 2026-06-03 | Rob Orgel | President and COO | MIXED | — | — |
| 2026-05-11 | Peter Butterfield | General Counsel and CCO | Sell | — | — |
| 2026-05-08 | Mohit Kansal | Chief Payments Officer | Sell | — | — |
| 2026-05-08 | Phillip John Riese | Director | MIXED | — | — |
| 2026-05-08 | Cosmin Pitigoi | Chief Financial Officer | Sell | — | — |
| 2026-05-08 | Michael Massaro | Chief Executive Officer | Sell | — | — |
| 2026-04-23 | Cosmin Pitigoi | Chief Financial Officer | Sell | — | — |
| 2026-04-02 | David R. King | See Remarks | M | — | — |
| 2026-04-01 | Peter Butterfield | General Counsel and CCO | M | — | — |
| 2026-03-27 | Christine Katziff | Director | A | — | — |
| 2026-03-18 | Michael Massaro | Chief Executive Officer | M | — | — |
| 2026-03-09 | Peter Butterfield | General Counsel and CCO | Sell | — | — |
| 2026-03-06 | Mohit Kansal | Chief Payments Officer | F | — | — |
| 2026-03-04 | David R. King | Chief Technology Officer | F | — | — |
| 2026-03-04 | Peter Butterfield | General Counsel and CCO | F | — | — |
| 2026-03-04 | Cosmin Pitigoi | Chief Financial Officer | F | — | — |
| 2026-03-04 | Rob Orgel | President and COO | F | — | — |
| 2026-03-04 | Michael Massaro | Chief Executive Officer | MIXED | — | — |
| 2026-03-02 | Patrick Blanc | Chief Technology Officer | A | — | — |
| 2026-02-26 | David R. King | See Remarks | A | — | — |
| 2026-02-26 | Cosmin Pitigoi | Chief Financial Officer | A | — | — |
| 2026-02-26 | Rob Orgel | President and COO | A | — | — |
| 2026-02-26 | Peter Butterfield | General Counsel and CCO | A | — | — |
| 2026-02-26 | Michael Massaro | Chief Executive Officer | MIXED | — | — |
| 2026-02-18 | Voss Advisors GP, LLC | 10%+ Owner | Buy | — | — |
| 2026-01-09 | Peter Butterfield | General Counsel and CCO | Sell | — | — |
| 2026-01-09 | Phillip John Riese | Director | MIXED | — | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| — | 10%+ Owner | 16,539,864 | — |
| — | 10%+ Owner | 13,645,388 | — |
| — | 10%+ Owner | 11,645,388 | — |
| — | 10%+ Owner | 8,820,393 | — |
| — | 10%+ Owner | 8,795,388 | — |
| — | 10%+ Owner | 8,795,388 | — |
| — | 10%+ Owner | 8,795,388 | — |
| — | 10%+ Owner | 8,407,677 | — |
| — | — | 7,249,056 | — |
| — | Chief Executive Officer | 2,860,599 | — |
| — | 10%+ Owner | 2,300,000 | — |
| — | See Remarks | 1,367,854 | — |
| — | Director | 1,291,669 | — |
| — | Director | 1,002,789 | — |
| — | President and COO | 937,082 | — |
| — | Director | 913,328 | — |
| — | Chief Financial Officer | 878,248 | — |
| — | Director | 717,955 | — |
| — | General Counsel and CCO | 621,056 | — |
| — | Director | 567,273 | — |
| — | Chief Payments Officer | 500,670 | — |
| — | Director | 480,703 | — |
| — | Director | 401,178 | — |
| — | 10%+ Owner | 375,000 | — |
| — | Chief Financial Officer | 365,123 | — |
Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.
Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.
Full filing history and per-insider positions are on the FLYW quote page; the site-wide leaderboard is on the insider transactions hub.