Flywire Corp (FLYW) has 263 open-market insider trades by 26 insiders since 2021. Over the last six months insiders net sold $13.0M. The most active filer is Michael Massaro, CEO.
| Name | Title | Tier | Trades | Value | Last Trade |
|---|---|---|---|---|---|
| Jo Natauri | Dir | — | 34 | $324.2M | 2022-12-13 |
| Matthew C. Harris | Dir | — | 7 | $252.0M | 2026-06-02 |
| Ajay Agarwal | 10% Owner | — | 3 | $89.5M | 2023-05-11 |
| Enrique T. Salem | 10% Owner | — | 2 | $88.0M | 2023-05-11 |
| BCIP Venture Associates II, L.P. | 10% Owner | — | 1 | $41.9M | 2022-08-15 |
| Bain Capital Venture Partners 2014, L.P. | 10% Owner | — | 1 | $41.9M | 2022-08-15 |
| Goldman SACHS GROUP Inc. | Dir | — | 8 | $36.9M | 2022-12-13 |
| Stonebridge 2020 Offshore Holdings II, L.P. via Jo Natauri | Dir | — | 7 | $36.8M | 2022-12-07 |
| Michael Massaro | CEO | — | 45 | $33.4M | 2026-09-01 |
| Goldman Sachs PSI Global Holdings, LLC via Jo Natauri | Dir | — | 7 | $31.8M | 2022-12-01 |
| Insider | Title | Type | Value | Date |
|---|---|---|---|---|
| David R. King | — | Sell | $676K | 2026-10-13 |
| David R. King | — | Sell | $660K | 2026-09-11 |
| Peter Butterfield | CLO & CCO | Sell | $219K | 2026-09-08 |
| Mohit Kansal | — | Sell | $232K | 2026-09-02 |
| Michael Massaro | CEO | Sell | $2.1M | 2026-09-01 |
| Voss Capital, LP | 10% Owner | Sell | $841K | 2026-08-28 |
Companies that share insiders with FLYW, and sector peers with recent insider buying. Related by who files, not by how the stocks move.
| Voss Capital, LP | 10% Owner | Sell | $2.3M | 2026-08-26 |
| Voss Capital, LP | 10% Owner | Sell | $5.3M | 2026-08-24 |
| Voss Capital, LP | 10% Owner | Sell | $1.9M | 2026-08-18 |
| Phillip John Riese | Director | Sell | $656K | 2026-08-07 |
| Michael Massaro | CEO | Sell | $2.3M | 2026-07-16 |
| Peter Butterfield | CLO & CCO | Sell | $561K | 2026-07-01 |
| Mohit Kansal | — | Sell | $62K | 2026-06-25 |
| Peter Butterfield | CLO & CCO | Sell | $98K | 2026-06-15 |
| Michael Massaro | CEO | Sell | $763K | 2026-06-15 |