Through the 90-day period concluding December 17, 2025, Flywire's top three insider stakeholders include Chief Executive Officer Michael Massaro (2.50Mn shares), Chief Technology Officer David R. King (1.16Mn shares), President And COO Rob Orgel (838.99K shares).
| Holder | Position | Shares | Report Date |
|---|---|---|---|
| Capital Venture Investors, Llc Bain | 8,795,388 | 15 May, 2023 | |
| Enrique T Salem | 8,795,388 | 15 May, 2023 | |
| Ajay Agarwal | 8,795,388 | 05 Dec, 2022 | |
| Llc Fmr | 7,268,490 | 02 Jun, 2021 | |
| Michael Massaro | Chief Executive Officer | 2,496,108 | 03 Dec, 2025 |
| Investments Pte. Ltd. Ossa | 1,873,320 | 01 Jun, 2021 | |
| David R. King | Chief Technology Officer | 1,157,887 | 03 Dec, 2025 |
| Rob Orgel | President And COO | 838,992 | 03 Dec, 2025 |
| Cosmin Pitigoi | Chief Financial Officer | 639,542 | 03 Dec, 2025 |
| Jo Natauri | 401,178 | 14 Dec, 2022 | |
| Sachs Group Inc Goldman | 401,178 | 14 Dec, 2022 | |
| Peter Butterfield | General Counsel And Cco | 382,310 | 11 Dec, 2025 |
| Michael G Ellis | Chief Financial Officer | 367,318 | 16 Feb, 2024 |
| Alex Finkelstein | 286,582 | 05 Jun, 2025 | |
| Phillip John Riese | 234,493 | 05 Jun, 2025 | |
| Gretchen Howard | 47,760 | 05 Jun, 2025 | |
| Diane E Offereins | 47,219 | 05 Jun, 2025 | |
| Carleigh Jaques | 32,594 | 05 Jun, 2025 | |
| Matthew C Harris | 27,456 | 05 Jun, 2025 | |
| Management Partners Ii, Llc Spark | 17,616 | 16 May, 2022 | |
| Edwin J Santos | 16,990 | 09 Jun, 2025 | |
| Yvonne Hao | 16,363 | 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 |
|---|---|---|---|---|---|---|---|---|
| 09 Dec, 2025 | Peter Butterfield | Voting Common Stock | D | 8,120 | $13.69 | 382,310 | D | S |
| 01 Dec, 2025 | David R. King | Voting Common Stock | D | 10,725 | $13.78 | 881,683 | D | F |
| 01 Dec, 2025 | Michael Massaro | Voting Common Stock | D | 26,514 | $13.78 | 1,838,872 | D | F |
| 01 Dec, 2025 | Peter Butterfield | Voting Common Stock | D | 4,524 | $13.78 | 388,998 | D | F |
| 01 Dec, 2025 | Cosmin Pitigoi | Voting Common Stock | D | 13,340 | $13.78 | 639,542 | D | F |
| 01 Dec, 2025 | Rob Orgel | Voting Common Stock | D | 14,332 | $13.78 | 838,992 | D | F |
| 05 Nov, 2025 | Peter Butterfield | Voting Common Stock | D | 1,000 | $15.00 | 393,522 | D | S |
| 08 Sep, 2025 | Peter Butterfield | Voting Common Stock | D | 9,563 | $13.14 | 394,522 | D | S |
| 02 Sep, 2025 | Rob Orgel | Voting Common Stock | D | 14,332 | $13.13 | 853,324 | D | F |
| 02 Sep, 2025 | Michael Massaro | Voting Common Stock | D | 26,514 | $13.13 | 1,865,386 | D | F |
| 02 Sep, 2025 | Peter Butterfield | Voting Common Stock | D | 3,081 | $13.13 | 404,085 | D | F |
| 02 Sep, 2025 | Cosmin Pitigoi | Voting Common Stock | D | 13,340 | $13.13 | 652,882 | D | F |
| 02 Sep, 2025 | David R. King | Voting Common Stock | D | 10,725 | $13.13 | 892,408 | D | F |
| 09 Jun, 2025 | Peter Butterfield | Voting Common Stock | D | 9,563 | $10.27 | 407,166 | D | S |
| 05 Jun, 2025 | Edwin J Santos | Voting Common Stock | D | 5,466 | $10.04 | 21,990 | D | S |
| 06 Jun, 2025 | Edwin J Santos | - | - | 16,990 | D | |||
| 06 Jun, 2025 | Edwin J Santos | Voting Common Stock | D | 5,000 | $10.50 | 16,990 | D | S |
| 03 Jun, 2025 | Diane E Offereins | Voting Common Stock | A | 16,990 | $0.00 | 47,219 | D | A |
| 03 Jun, 2025 | Phillip John Riese | Voting Common Stock | A | 16,990 | $0.00 | 234,493 | D | A |
| 03 Jun, 2025 | Carleigh Jaques | Voting Common Stock | A | 16,990 | $0.00 | 32,594 | D | A |