Michael Massaro
CIK: 0001862130
Transaction Breakdown
High conviction signal
Position reduction
Derivative conversions
Compensation grants
Gifts, tax withholding, conversions, dispositions to the issuer and other codes
Companies & Roles (1)
Flywire Corp
Discretionary Trading P&L
Holdings
Transaction History (27 total)
- Sep 1, 2026FLYW
Flywire Corp
Tax Payment(F)Direct40K shares at avg. $18.18$727K - Sep 1, 2026FLYW
Flywire Corp
Sale(S)Direct112.5K shares at avg. $18.39$2.1M - Jul 17, 2026FLYW
Flywire Corp
Sale(S)Direct32.3K shares at avg. $18.20$588K - Jul 16, 2026FLYW
Flywire Corp
Sale(S)Direct92.7K shares at avg. $18.62$1.7M - Jun 15, 2026FLYW
Flywire Corp
Sale(S)Direct50K shares at avg. $15.26$763K - Jun 1, 2026FLYW
Flywire Corp
Tax Payment(F)Direct39.8K shares at avg. $16.61$661K - May 6, 2026FLYW
Flywire Corp
Sale(S)Direct38.2K shares at avg. $16.62$634K - May 6, 2026FLYW
Flywire Corp
Sale(S)Direct11.8K shares at avg. $15.65$185K - Mar 16, 2026FLYW
Flywire Corp
Exercise(M)Direct14.1K shares at avg. $3.95$56K - Mar 2, 2026FLYW
Flywire Corp
Tax Payment(F)Direct105K shares at avg. $12.43$1.3M - Mar 2, 2026FLYW
Flywire Corp
Sale(S)Direct150K shares at avg. $12.31$1.8M - Feb 24, 2026FLYW
Flywire Corp
Award(A)Direct751.8K shares- - Dec 24, 2025FLYW
Flywire Corp
Gift(G)Indirect465K shares- - Dec 24, 2025FLYW
Flywire Corp
Gift(G)Direct465K shares- - Dec 1, 2025FLYW
Flywire Corp
Tax Payment(F)Direct26.5K shares at avg. $13.78$365K - Sep 2, 2025FLYW
Flywire Corp
Tax Payment(F)Direct26.5K shares at avg. $13.13$348K - Jun 2, 2025FLYW
Flywire Corp
Tax Payment(F)Direct26.5K shares at avg. $10.79$286K - Mar 13, 2025FLYW
Flywire Corp
Award(A)Direct765.6K shares- - Mar 3, 2025FLYW
Flywire Corp
Tax Payment(F)Direct54.1K shares at avg. $10.76$583K - Feb 28, 2025FLYW
Flywire Corp
Exercise(M)Direct41.6K shares at avg. $3.95$164K - Feb 28, 2025FLYW
Flywire Corp
Exercise(M)Direct18.4K shares at avg. $3.28$60K - Feb 28, 2025FLYW
Flywire Corp
Exercise(M)Direct88.7K shares at avg. $0.59$52K - Dec 23, 2024FLYW
Flywire Corp
Gift(G)Direct657.2K shares- - Dec 23, 2024FLYW
Flywire Corp
Gift(G)Indirect657.2K shares- - Dec 2, 2024FLYW
Flywire Corp
Tax Payment(F)Direct16.2K shares at avg. $23.14$375K
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| Sep 1, 2026 | FLYW Flywire Corp | Tax Payment(F) | 39,993 | $18.18 | $727,273 | Direct |
| Sep 1, 2026 | FLYW Flywire Corp | Sale(S) | 112,500 | $18.39 | $2,068,684 | Direct |
| Jul 17, 2026 | FLYW Flywire Corp | Sale(S) | 32,328 | $18.20 | $588,295 | Direct |
| Jul 16, 2026 | FLYW Flywire Corp | Sale(S) | 92,672 | $18.62 | $1,725,729 | Direct |
| Jun 15, 2026 | FLYW Flywire Corp | Sale(S) | 50,000 | $15.26 | $762,940 | Direct |
| Jun 1, 2026 | FLYW Flywire Corp | Tax Payment(F) | 39,799 | $16.61 | $661,061 | Direct |
| May 6, 2026 | FLYW Flywire Corp | Sale(S) | 38,170 | $16.62 | $634,496 | Direct |
| May 6, 2026 | FLYW Flywire Corp | Sale(S) | 11,830 | $15.65 | $185,190 | Direct |
| Mar 16, 2026 | FLYW Flywire Corp | Exercise(M) | 14,087 | $3.95 | $55,644 | Direct |
| Mar 2, 2026 | FLYW Flywire Corp | Tax Payment(F) | 105,021 | $12.43 | $1,305,411 | Direct |
| Mar 2, 2026 | FLYW Flywire Corp | Sale(S) | 150,000 | $12.31 | $1,846,140 | Direct |
| Feb 24, 2026 | FLYW Flywire Corp | Award(A) | 751,811 | - | $0 | Direct |
| Dec 24, 2025 | FLYW Flywire Corp | Gift(G) | 465,043 | - | $0 | Indirect |
| Dec 24, 2025 | FLYW Flywire Corp | Gift(G) | 465,043 | - | $0 | Direct |
| Dec 1, 2025 | FLYW Flywire Corp | Tax Payment(F) | 26,514 | $13.78 | $365,363 | Direct |
| Sep 2, 2025 | FLYW Flywire Corp | Tax Payment(F) | 26,514 | $13.13 | $348,129 | Direct |
| Jun 2, 2025 | FLYW Flywire Corp | Tax Payment(F) | 26,514 | $10.79 | $286,086 | Direct |
| Mar 13, 2025 | FLYW Flywire Corp | Award(A) | 765,550 | - | - | Direct |
| Mar 3, 2025 | FLYW Flywire Corp | Tax Payment(F) | 54,145 | $10.76 | $582,600 | Direct |
| Feb 28, 2025 | FLYW Flywire Corp | Exercise(M) | 41,587 | $3.95 | $164,269 | Direct |
| Feb 28, 2025 | FLYW Flywire Corp | Exercise(M) | 18,435 | $3.28 | $60,467 | Direct |
| Feb 28, 2025 | FLYW Flywire Corp | Exercise(M) | 88,731 | $0.59 | $52,351 | Direct |
| Dec 23, 2024 | FLYW Flywire Corp | Gift(G) | 657,236 | - | $0 | Direct |
| Dec 23, 2024 | FLYW Flywire Corp | Gift(G) | 657,236 | - | $0 | Indirect |
| Dec 2, 2024 | FLYW Flywire Corp | Tax Payment(F) | 16,213 | $23.14 | $375,169 | Direct |
1-25 of 27 transactions
About Massaro Michael
Massaro Michael (SEC CIK 0001862130) files insider reports with the SEC as Chief Executive Officer of Flywire Corp (FLYW).
Signal8 holds 18 ownership filings by Massaro Michael, all Form 4s, filed between Sep 5, 2024 and Sep 3, 2026. Those filings report 27 transactions, from Sep 3, 2024 to Sep 1, 2026. Signal8's Form 4 history starts in Sep 2024.
The business address on Massaro Michael's filings is in BOSTON, MA.
Recent filings by Massaro Michael
- Sep 1, 2026: Tax withholding of FLYW shares (Form 4, code F).
- Sep 1, 2026: Open-market sale of FLYW shares (Form 4, code S).
- Jul 17, 2026: Open-market sale of FLYW shares (Form 4, code S).
- Jul 16, 2026: Open-market sale of FLYW shares (Form 4, code S).
- Jun 15, 2026: Open-market sale of FLYW shares (Form 4, code S).
Other insiders filing for Flywire Corp (FLYW)
- King David R.
- Farmer Sabrina, Director
- Voss Capital, LP, 10% Owner
- Butterfield Peter, General Counsel and CCO
- Orgel Rob, President and COO
- Pitigoi Cosmin, Chief Financial Officer