As of March 23, 2026, Flywire's top three insider holders are Ajay Agarwal (TenPercentOwner, 8.80Mn shares), Capital Venture Investors, Llc Bain (TenPercentOwner, 8.80Mn shares), Enrique T Salem (TenPercentOwner, 8.80Mn shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Capital, Lp Voss | - | 0 | 9,670,000 | 07 Jan, 2026 |
| Ajay Agarwal | - | 0 | 8,795,388 | 15 May, 2023 |
| Capital Venture Investors, Llc Bain | - | 0 | 8,795,388 | 15 May, 2023 |
| Enrique T Salem | - | 0 | 8,795,388 | 15 May, 2023 |
| Michael Massaro | Chief Executive Officer | 2,816,035 | 0 | 18 Mar, 2026 |
| Capital, Lp Voss | - | 0 | 2,300,000 | 18 Feb, 2026 |
| Rob Orgel | President And Coo | 1,138,041 | 0 | 04 Mar, 2026 |
| David R. King | Chief Technology Officer | 1,100,680 | 0 | 02 Apr, 2026 |
| Cosmin Pitigoi | Chief Financial Officer | 962,138 | 0 | 04 Mar, 2026 |
| Peter Butterfield | General Counsel And Cco | 672,962 | 0 | 01 Apr, 2026 |
| Jo Natauri | - | 0 | 621,271 | 02 Sep, 2022 |
| Mohit Kansal | Chief Payments Officer | 583,895 | 0 | 06 Mar, 2026 |
| Jo Natauri | - | 0 | 580,511 | 31 Aug, 2022 |
| Jo Natauri | - | 0 | 401,178 | 14 Dec, 2022 |
| Michael G Ellis | Chief Financial Officer | 337,318 | 0 | 16 Feb, 2024 |
| David R. King | Chief Technology Officer | 0 | 276,204 | 11 Aug, 2023 |
| Alex Finkelstein | - | 259,273 | 0 | 05 Jun, 2025 |
| Phillip John Riese | - | 234,493 | 0 | 09 Jan, 2026 |
| Patrick Blanc | Chief Technology Officer | 234,234 | 0 | 02 Mar, 2026 |
| Michael Massaro | Chief Executive Officer | 0 | 192,193 | 26 Feb, 2026 |
| Gretchen Howard | - | 47,760 | 0 | 05 Jun, 2025 |
| Diane E Offereins | - | 47,219 | 0 | 05 Jun, 2025 |
| Carleigh Jaques | - | 32,594 | 0 | 05 Jun, 2025 |
| Christine Katziff | - | 28,225 | 0 | 27 Mar, 2026 |
| Matthew C Harris | - | 27,456 | 0 | 05 Jun, 2025 |
| Rob Orgel | President And Coo | 0 | 20,000 | 04 May, 2022 |
| Management Partners Ii, Llc Spark | - | 0 | 17,616 | 16 May, 2022 |
| Yvonne Hao | - | 16,363 | 0 | 02 Jun, 2022 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 31 Mar, 2026 | David R. King | Voting Common Stock | A | 8,000 | $3.95 | 1,100,680 | D | M |
| 31 Mar, 2026 | David R. King | Employee Stock Option (right to buy) | D | 8,000 | $0.00 | 5,125 | D | M |
| 30 Mar, 2026 | Peter Butterfield | Voting Common Stock | A | 140,000 | $0.59 | 672,962 | D | M |
| 30 Mar, 2026 | Peter Butterfield | Stock Option (right to buy) | D | 140,000 | $0.00 | 0 | D | M |
| 25 Mar, 2026 | Christine Katziff | Voting Common Stock | A | 28,225 | $0.00 | 28,225 | D | A |
| 16 Mar, 2026 | Michael Massaro | Voting Common Stock | A | 14,087 | $3.95 | 2,816,035 | D | M |
| 16 Mar, 2026 | Michael Massaro | Employee Stock Option (right to buy) | D | 14,087 | $0.00 | 544,326 | D | M |
| 05 Mar, 2026 | Peter Butterfield | Voting Common Stock | D | 9,009 | $13.05 | 532,962 | D | S |
| 02 Mar, 2026 | Mohit Kansal | Voting Common Stock | D | 20,181 | $0.00 | 583,895 | D | F |
| 02 Mar, 2026 | Michael Massaro | Voting Common Stock | D | 150,000 | $12.31 | 2,906,969 | D | S |
| 02 Mar, 2026 | Cosmin Pitigoi | Voting Common Stock | D | 39,722 | $12.43 | 962,138 | D | F |
| 02 Mar, 2026 | Rob Orgel | Voting Common Stock | D | 64,512 | $12.43 | 1,138,041 | D | F |
| 02 Mar, 2026 | David R. King | Voting Common Stock | D | 34,811 | $12.43 | 1,092,680 | D | F |
| 02 Mar, 2026 | Michael Massaro | Voting Common Stock | D | 105,021 | $12.43 | 2,801,948 | D | F |
| 23 Feb, 2026 | Patrick Blanc | Voting Common Stock | A | 234,234 | $0.00 | 234,234 | D | A |
| 24 Dec, 2025 | Michael Massaro | Voting Common Stock | D | 465,043 | $0.00 | 192,193 | I | G |
| 24 Feb, 2026 | Peter Butterfield | Voting Common Stock | A | 181,159 | $0.00 | 556,092 | D | A |
| 24 Feb, 2026 | David R. King | Voting Common Stock | A | 244,565 | $0.00 | 1,127,491 | D | A |
| 24 Feb, 2026 | Rob Orgel | Voting Common Stock | A | 362,318 | $0.00 | 1,202,553 | D | A |
| 24 Feb, 2026 | Cosmin Pitigoi | Voting Common Stock | A | 362,318 | $0.00 | 1,001,860 | D | A |