🕵️ Flywire Corp ($FLYW)
SEC insider & ownership activity, last 12 months · CIK 1580560 · every row links its SEC filing
Over the last 12 months insiders sold $13.5M against $3.5M of open-market buying. Massaro Michael sold $5.7M through a 10b5-1 trading plan in 6 lots (Mar–Jul). 1 planned sale is pending, the largest $154K (Edwin J. Santos). No red-flag 8-Ks in the window.
Monthly net open-market insider flow, last 12 months (up = net buying)
Insider flow
1 buyer, $3.5M (3 lots) · 7 sellers, $13.5M (31 lots)
| Insider | Buys | Bought | Sells | Sold | Last |
|---|---|---|---|---|---|
| Massaro Michael | 0 | – | 6 | $5.7M | Jul 17, 2026 |
| VOSS Capital, LP | 3 | $3.5M | 0 | – | Feb 13, 2026 |
| Orgel Rob | 0 | – | 1 | $3.0M | Jun 1, 2026 |
| Butterfield Peter | 0 | – | 9 | $1.3M | Jul 1, 2026 |
| Kansal Mohit | 0 | – | 3 | $1.1M | Jun 25, 2026 |
| Pitigoi Cosmin | 0 | – | 2 | $1.0M | May 6, 2026 |
| Riese Phillip John | 0 | – | 8 | $974K | Jun 2, 2026 |
| Edwin J. Santos | 0 | – | 2 | $246K | Jun 8, 2026 |
5%+ holders
| Holder | Stake | Class | Schedule | Event | |
|---|---|---|---|---|---|
| VOSS Capital, LP | 12.1% | 13G | Apr 22, 2026 | filing ↗ | |
| Travis W. Cocke | 12.1% | 13G | Apr 22, 2026 | filing ↗ | |
| Cadian Capital Management, LP | 5.5% | 13G | May 15, 2026 | filing ↗ | |
| Cadian Capital Management GP, LLC | 5.5% | 13G | May 15, 2026 | filing ↗ | |
| Eric Bannasch | 5.5% | 13G | May 15, 2026 | filing ↗ | |
| Divisadero Street Capital Management, LP | 5.3% | 13G | Jun 16, 2026 | filing ↗ | |
| William Zolezzi | 5.3% | 13G | Jun 16, 2026 | filing ↗ | |
| Divisadero Street Partners, L.P. | 5.3% | 13G | Jun 16, 2026 | filing ↗ | |
| Divisadero Street Partners GP, LLC | 5.3% | 13G | Jun 16, 2026 | filing ↗ | |
| Divisadero Street Capital, LLC | 5.3% | 13G | Jun 16, 2026 | filing ↗ | |
| Temasek Holdings (PRIVATE) Limited | exited | 13G | Jul 22, 2026 | filing ↗ | |
| Fullerton Management PTE Ltd | exited | 13G | Jul 22, 2026 | filing ↗ | |
| Hotham Investments PTE. Ltd. | exited | 13G | Jul 22, 2026 | filing ↗ | |
| OSSA Investments PTE. Ltd. | exited | 13G | Jul 22, 2026 | filing ↗ |
Planned insider sales (Form 144)
| Seller | Planned | Approx. sale date | |
|---|---|---|---|
| Peter T Butterfield | $586K | Jul 1, 2026 | filing ↗ |
| Kansal Mohit | $62K | Jun 25, 2026 | filing ↗ |
| Kansal Mohit | $827K | Jun 15, 2026 | filing ↗ |
| Michael P. Massaro | $4.4M | Jun 15, 2026 | filing ↗ |
| Edwin J. Santos | $92K | Jun 8, 2026 | filing ↗ |
| Peter T Butterfield | $185K | Jun 5, 2026 | filing ↗ |
| Edwin J. Santos | $154K | Jun 4, 2026 | filing ↗ |
| Riese Phillip John | $82K | Jun 2, 2026 | filing ↗ |
| Orgel Rob | $3.0M | Jun 1, 2026 | filing ↗ |
| Peter T Butterfield | $587K | May 7, 2026 | filing ↗ |
| Pitigoi Cosmin | $608K | May 6, 2026 | filing ↗ |
| Riese Phillip John | $640K | May 6, 2026 | filing ↗ |
| Kansal Mohit | $256K | May 6, 2026 | filing ↗ |
| Pitigoi Cosmin | $420K | Apr 21, 2026 | filing ↗ |
| Peter Butterfield | $116K | Mar 5, 2026 | filing ↗ |
| Michael P. Massaro | $3.3M | Mar 2, 2026 | filing ↗ |
| Peter Butterfield | $200K | Jan 7, 2026 | filing ↗ |
| Riese Phillip John | $251K | Jan 7, 2026 | filing ↗ |
| Riese Phillip John | $6K | Dec 23, 2025 | filing ↗ |
| Peter Butterfield | $112K | Dec 9, 2025 | filing ↗ |
| Riese Phillip John | $2K | Nov 5, 2025 | filing ↗ |
| Peter Butterfield | $310K | Sep 8, 2025 | filing ↗ |
Material events (8-K)
| Item | Event date | |
|---|---|---|
| Shareholder vote (5.07) | Jun 2, 2026 | filing ↗ |
| Reg FD disclosure (7.01) | May 15, 2026 | filing ↗ |
| Other events (8.01) | May 15, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | May 15, 2026 | filing ↗ |
| Earnings (2.02) | May 5, 2026 | filing ↗ |
| Reg FD disclosure (7.01) | May 5, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | May 5, 2026 | filing ↗ |
| Officer/director changes (5.02) | Mar 25, 2026 | filing ↗ |
| Reg FD disclosure (7.01) | Mar 25, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Mar 25, 2026 | filing ↗ |
| Earnings (2.02) | Feb 23, 2026 | filing ↗ |
| Reg FD disclosure (7.01) | Feb 23, 2026 | filing ↗ |
| Other events (8.01) | Feb 23, 2026 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Feb 23, 2026 | filing ↗ |
| Officer/director changes (5.02) | Jan 13, 2026 | filing ↗ |
| Earnings (2.02) | Nov 4, 2025 | filing ↗ |
| Reg FD disclosure (7.01) | Nov 4, 2025 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Nov 4, 2025 | filing ↗ |
| Earnings (2.02) | Aug 5, 2025 | filing ↗ |
| Reg FD disclosure (7.01) | Aug 5, 2025 | filing ↗ |
| Financial Statements and Exhibits (9.01) | Aug 5, 2025 | filing ↗ |