Massaro Michael
SEC insider (Form 3/4/5 filer). CIK 0001862130. Chief Executive Officer at Flywire Corp (FLYW). 27 reported Form 4/5 transactions since Sep 2024; latest on Sep 1, 2026. Located in BOSTON, MA.
Companies Massaro Michael has filed insider reports for
- Flywire Corp (FLYW): Director, Officer, Chief Executive Officer
Massaro Michael
CIK: 0001862130
Transaction Breakdown
Open Market Buys (P)0 (0.0%)
High conviction signal
Open Market Sales (S)9 (33.3%)
Position reduction
Option Exercises (M)4 (14.8%)
Derivative conversions
Awards (A)2 (7.4%)
Compensation grants
Other (G, F, J, C, D, …)12 (44.4%)
Gifts, tax withholding, conversions, dispositions to the issuer and other codes
Companies & Roles (1)
FLYW
Flywire Corp
DirectorOfficer
Discretionary Trading P&L
Holdings
Transaction History (27 total)
- Sep 1, 2026FLYW
Flywire Corp
Tax PaymentDirect40K shares at avg. $18.18$727K - Sep 1, 2026FLYW
Flywire Corp
SaleDirect112.5K shares at avg. $18.39$2.1M - Jul 17, 2026FLYW
Flywire Corp
SaleDirect32.3K shares at avg. $18.20$588K - Jul 16, 2026FLYW
Flywire Corp
SaleDirect92.7K shares at avg. $18.62$1.7M - Jun 15, 2026FLYW
Flywire Corp
SaleDirect50K shares at avg. $15.26$763K - Jun 1, 2026FLYW
Flywire Corp
Tax PaymentDirect39.8K shares at avg. $16.61$661K - May 6, 2026FLYW
Flywire Corp
SaleDirect38.2K shares at avg. $16.62$634K - May 6, 2026FLYW
Flywire Corp
SaleDirect11.8K shares at avg. $15.65$185K - Mar 16, 2026FLYW
Flywire Corp
ExerciseDirect14.1K shares at avg. $3.95$56K - Mar 2, 2026FLYW
Flywire Corp
Tax PaymentDirect105K shares at avg. $12.43$1.3M
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| Sep 1, 2026 | FLYW Flywire Corp | Tax Payment | 39,993 | $18.18 | $727,273 | Direct |
| Sep 1, 2026 | FLYW Flywire Corp | Sale | 112,500 | $18.39 | $2,068,684 | Direct |
| Jul 17, 2026 | FLYW Flywire Corp | Sale | 32,328 | $18.20 | $588,295 | Direct |
| Jul 16, 2026 | FLYW Flywire Corp | Sale | 92,672 | $18.62 | $1,725,729 | Direct |
| Jun 15, 2026 | FLYW Flywire Corp | Sale | 50,000 | $15.26 | $762,940 | Direct |
| Jun 1, 2026 | FLYW Flywire Corp | Tax Payment | 39,799 | $16.61 | $661,061 | Direct |
| May 6, 2026 | FLYW Flywire Corp | Sale | 38,170 | $16.62 | $634,496 | Direct |
| May 6, 2026 | FLYW Flywire Corp | Sale | 11,830 | $15.65 | $185,190 | Direct |
| Mar 16, 2026 | FLYW Flywire Corp | Exercise | 14,087 | $3.95 | $55,644 | Direct |
| Mar 2, 2026 | FLYW Flywire Corp | Tax Payment | 105,021 | $12.43 | $1,305,411 | Direct |
1-10 of 27 transactions