FLYW · Insider Trading
Flywire Corporation Voting Common Stock
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.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-11-06 | Mohit Kansal | Chief Payments Officer | Sell | −6,053 | −$126.51K |
| 2026-11-06 | Cosmin Pitigoi | Chief Financial Officer | Sell | −20,532 | −$438.64K |
| 2026-11-04 | Cosmin Pitigoi | Chief Financial Officer | Sell | −19,468 | −$390.50K |
| 2026-11-04 | David R. King | See Remarks | Sell | −55,325 | −$1.11M |
| 2026-10-15 | David R. King | See Remarks | Sell | −36,900 | −$675.84K |
| 2026-09-24 | Sabrina Farmer | Director | A | +20,301 | — |
| 2026-09-22 | Voss Advisors GP, LLC | 10%+ Owner | X | +100,000 | +$1.00M |
| 2026-09-15 | David R. King | See Remarks | Sell | −36,900 | −$659.73K |
| 2026-09-10 | Peter Butterfield | General Counsel and CCO | Sell | −12,156 | −$218.63K |
| 2026-09-03 | Peter Butterfield | General Counsel and CCO | F | −7,878 | −$143.26K |
| 2026-09-03 | Rob Orgel | President and COO | F | −21,979 | −$399.69K |
| 2026-09-03 | Cosmin Pitigoi | Chief Financial Officer | F | −21,673 | −$394.12K |
| 2026-09-03 | Michael Massaro | Chief Executive Officer | MIXED | −152,493 | −$2.80M |
| 2026-09-03 | Mohit Kansal | Chief Payments Officer | MIXED | −22,346 | −$412.69K |
| 2026-09-03 | David R. King | See Remarks | F | −15,971 | −$290.43K |
| 2026-09-01 | Voss Value Master Fund, LP | 10%+ Owner | Sell | −44,768 | −$840.85K |
| 2026-08-28 | Voss Value-Oriented Special Situations Fund, LP | 10%+ Owner | Sell | −120,021 | −$2.27M |
| 2026-08-26 | Travis W. Cocke | 10%+ Owner | Sell | −274,273 | −$5.29M |
| 2026-08-20 | Voss Advisors GP, LLC | 10%+ Owner | Sell | −104,500 | −$1.93M |
| 2026-08-11 | Phillip John Riese | Director | MIXED | +12,000 | −$627.71K |
| 2026-07-20 | Michael Massaro | Chief Executive Officer | Sell | −125,000 | −$2.31M |
| 2026-07-06 | Peter Butterfield | General Counsel and CCO | Sell | −31,096 | −$561.46K |
| 2026-07-02 | David R. King | See Remarks | M | −5,125 | −$20.24K |
| 2026-06-29 | Mohit Kansal | Chief Payments Officer | Sell | −3,650 | −$61.90K |
| 2026-06-17 | Peter Butterfield | General Counsel and CCO | Sell | −6,528 | −$98.42K |
| 2026-06-17 | Mohit Kansal | Chief Payments Officer | Sell | −54,543 | −$826.59K |
| 2026-06-17 | Michael Massaro | Chief Executive Officer | Sell | −50,000 | −$762.94K |
| 2026-06-10 | Edwin J Santos | Director | Sell | −6,524 | −$92.12K |
| 2026-06-09 | Peter Butterfield | General Counsel and CCO | Sell | −6,188 | −$89.11K |
| 2026-06-08 | Edwin J Santos | Director | Sell | −10,466 | −$153.71K |
| 2026-06-04 | Alex Finkelstein | Director | A | +11,558 | — |
| 2026-06-04 | Matthew C Harris | Director | A | +11,558 | — |
| 2026-06-04 | Christine Katziff | Director | A | +11,558 | — |
| 2026-06-04 | Gretchen Howard | Director | A | +11,558 | — |
| 2026-06-04 | Carleigh Jaques | Director | A | +11,558 | — |
| 2026-06-04 | Edwin J Santos | Director | A | +11,558 | — |
| 2026-06-04 | Phillip John Riese | Director | MIXED | +11,558 | −$74.18K |
| 2026-06-04 | Diane E Offereins | Director | A | +11,558 | — |
| 2026-06-03 | Peter Butterfield | General Counsel and CCO | F | −7,318 | −$121.55K |
| 2026-06-03 | Mohit Kansal | Chief Payments Officer | F | −9,921 | −$164.79K |
| 2026-06-03 | Cosmin Pitigoi | Chief Financial Officer | F | −18,890 | −$313.76K |
| 2026-06-03 | David R. King | See Remarks | F | −15,970 | −$265.26K |
| 2026-06-03 | Michael Massaro | Chief Executive Officer | F | −39,799 | −$661.06K |
| 2026-06-03 | Rob Orgel | President and COO | MIXED | −200,959 | −$3.41M |
| 2026-05-11 | Peter Butterfield | General Counsel and CCO | Sell | −1,480 | −$26.66K |
| 2026-05-08 | Mohit Kansal | Chief Payments Officer | Sell | −16,101 | −$256.01K |
| 2026-05-08 | Phillip John Riese | Director | MIXED | — | −$617.22K |
| 2026-05-08 | Cosmin Pitigoi | Chief Financial Officer | Sell | −35,000 | −$608.17K |
| 2026-05-08 | Michael Massaro | Chief Executive Officer | Sell | −50,000 | −$819.69K |
| 2026-04-23 | Cosmin Pitigoi | Chief Financial Officer | Sell | −30,000 | −$420.00K |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| Voss Value Master Fund, LP | 10%+ Owner | 11,069,321 | $243.64M |
| Michael Massaro | Chief Executive Officer | 2,708,106 | $59.61M |
| Travis W. Cocke | 10%+ Owner | 2,250,000 | $49.52M |
| David R. King | See Remarks | 1,222,758 | $26.91M |
| Rob Orgel | President and COO | 916,918 | $20.18M |
| Cosmin Pitigoi | Chief Financial Officer | 816,575 | $17.97M |
| Peter Butterfield | General Counsel and CCO | 601,022 | $13.23M |
| Mohit Kansal | Chief Payments Officer | 472,271 | $10.39M |
| Voss Capital, LP | 10%+ Owner | 375,000 | $8.25M |
| Voss Advisors GP, LLC | 10%+ Owner | 366,617 | $8.07M |
| Voss Value-Oriented Special Situations Fund, LP | 10%+ Owner | 366,617 | $8.07M |
| Alex Finkelstein | Director | 270,831 | $5.96M |
| Phillip John Riese | Director | 258,051 | $5.68M |
| Patrick Blanc | Chief Technology Officer | 234,234 | $5.16M |
| Matthew C Harris | Director | 89,424 | $1.97M |
| Gretchen Howard | Director | 59,318 | $1.31M |
| Diane E Offereins | Director | 58,777 | $1.29M |
| Carleigh Jaques | Director | 44,152 | $971.79K |
| Christine Katziff | Director | 39,783 | $875.62K |
| Sabrina Farmer | Director | 20,301 | $446.83K |
| Edwin J Santos | Director | 11,558 | $254.39K |
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.
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.