Michael Massaro
Chief Executive Officer at Flywire Corporation Voting
Sits on 1 board. Last updated September 28, 2026
Time on boards
- Boards served
- 1
- Current seats
- 1
- Board service
- 4 years
- Director since
- 2023
4 years of board service in total across 1 board, counting each seat separately. Longest: Flywire Corporation Voting, 3 years.
Flywire Corporation Voting
Director · Chief Executive Officer
Chief executive roles
Flywire Corporation Voting
· Chief Executive Officer
Dates unknown
Insider trades
All notable trades →From SEC Forms 4 and 5. Open-market purchases and sales are highlighted; grants, option exercises and shares withheld for tax are routine.
| Date | Company | Transaction | Shares | Price | Value |
|---|---|---|---|---|---|
| Jul 17, 2026 | Flywire Corporation Voting | Open-market sale | −32,328 | $18.20 | $588,295 |
| Jul 16, 2026 | Flywire Corporation Voting | Open-market sale | −92,672 | $18.62 | $1,725,729 |
| Jun 15, 2026 | Flywire Corporation Voting | Open-market sale | −50,000 | $15.26 | $763,000 |
| Jun 1, 2026 | Flywire Corporation Voting | Shares withheld for tax | −39,799 | $16.61 | $661,061 |
| May 6, 2026 | Flywire Corporation Voting | Open-market sale | −11,830 | $15.65 | $185,140 |
| May 6, 2026 | Flywire Corporation Voting | Open-market sale | −38,170 | $16.62 | $634,385 |
| Mar 16, 2026 | Flywire Corporation Voting | Option exercise | +14,087 | $3.95 | $55,644 |
| Mar 2, 2026 | Flywire Corporation Voting | Open-market sale | −150,000 | $12.31 | $1,846,500 |
| Mar 2, 2026 | Flywire Corporation Voting | Shares withheld for tax | −105,021 | $12.43 | $1,305,411 |
| Feb 24, 2026 | Flywire Corporation Voting | Grant or award | +751,811 | — | — |
| Dec 24, 2025 | Flywire Corporation Voting | Gift | −465,043 | — | — |
| Dec 24, 2025 | Flywire Corporation Voting | Gift | +465,043 | — | — |
| Dec 1, 2025 | Flywire Corporation Voting | Shares withheld for tax | −26,514 | $13.78 | $365,363 |
| Sep 2, 2025 | Flywire Corporation Voting | Shares withheld for tax | −26,514 | $13.13 | $348,129 |
| Jun 2, 2025 | Flywire Corporation Voting | Shares withheld for tax | −26,514 | $10.79 | $286,086 |
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