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Insider · CIK 0001862130

Michael Massaro

ceoofficerdirector

Files at FLYW (Flywire Corp). First filing Mar 4, 2026, latest Sep 3, 2026.

Track record
Not enough history
Fewer than three past buys with six months of prices.
Median 6-month excess
-
after past buys, n = 0
Hit rate
-
past buys that beat the index over 6 months
Open-market trades
0 / 2
$0 bought, $3.9M sold

Where the trades landed

Last year at the company this insider has traded most, with each buy and sell on the bar it happened.

FLYW: Flywire Corp

FLYWOct 9, 2026 · close 18.76

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™

Signals

This insider’s open-market buys and sells, scored.

ScoreCompanyValueHoldingsPrice contextFiled
45Moderate
FLYWsell 510b5-1
Flywire Corp
$2.1M
112,500 shares
-4%-
38Weak
FLYWsell 210b5-1
Flywire Corp
$1.8M
150,000 shares
-5%+48% from low-16% from high

Transactions

Every row this insider has filed, newest first.

DateCompanyTransactionSharesPriceValueHoldings afterFiled
Sep 1, 2026FLYW
Flywire Corp
FTax withholding
Voting Common Stock10b5-1
-39,993$18.19$727k2,513,05839 d ago
Sep 1, 2026FLYW
Flywire Corp
SOpen-market sale
Voting Common Stock10b5-1
-112,500$18.39$2.1M2,400,55839 d ago
Mar 16, 2026FLYW
Flywire Corp
MOption exercise
Voting Common Stock
+14,087$3.95$56k2,816,035Mar 18, 2026
Mar 16, 2026FLYW
Flywire Corp
MOption exercise
Employee Stock Option (right to buy)derivative
-14,087$0.00$0544,326Mar 18, 2026
Mar 2, 2026FLYW
Flywire Corp
SOpen-market sale
Voting Common Stock10b5-1
-150,000$12.31$1.8M2,906,969Mar 4, 2026
Mar 2, 2026FLYW
Flywire Corp
FTax withholding
Voting Common Stock10b5-1
-105,021$12.43$1.3M2,801,948Mar 4, 2026
Dec 24, 2025FLYW
Flywire Corp
GGift
Voting Common Stockindirect: See footnote
-465,043$0.00$0192,193Feb 26, 2026
Dec 24, 2025FLYW
Flywire Corp
GGift
Voting Common Stock
+465,043$0.00$02,305,158Feb 26, 2026
Feb 24, 2026FLYW
Flywire Corp
AGrant or award
Voting Common Stock
+751,811$0.00$03,056,969Feb 26, 2026
Dec 1, 2025FLYW
Flywire Corp
FTax withholding
Voting Common Stock
-26,514$13.78$365k1,838,872Dec 3, 2025
Sep 2, 2025FLYW
Flywire Corp
FTax withholding
Voting Common Stock
-26,514$13.13$348k1,865,386Sep 4, 2025
Jun 2, 2025FLYW
Flywire Corp
FTax withholding
Voting Common Stock
-26,514$10.79$286k1,891,900Jun 4, 2025
Mar 13, 2025FLYW
Flywire Corp
AGrant or award
Voting Common Stock
+765,550$0.00$01,918,414Mar 17, 2025
Mar 3, 2025FLYW
Flywire Corp
FTax withholding
Voting Common Stock
-54,145$10.76$583k1,152,864Mar 5, 2025
Feb 28, 2025FLYW
Flywire Corp
MOption exercise
Voting Common Stock
+88,731$0.59$52k1,146,987Mar 4, 2025
Feb 28, 2025FLYW
Flywire Corp
MOption exercise
Voting Common Stock
+18,435$3.28$60k1,165,422Mar 4, 2025
Feb 28, 2025FLYW
Flywire Corp
MOption exercise
Voting Common Stock
+41,587$3.95$164k1,207,009Mar 4, 2025
Feb 28, 2025FLYW
Flywire Corp
MOption exercise
Employee Stock Option (right to buy)derivative
-88,731$0.00$00Mar 4, 2025
Feb 28, 2025FLYW
Flywire Corp
MOption exercise
Employee Stock Option (right to buy)derivative
-18,435$0.00$00Mar 4, 2025
Feb 28, 2025FLYW
Flywire Corp
MOption exercise
Employee Stock Option (right to buy)derivative
-41,587$0.00$0558,413Mar 4, 2025
Dec 23, 2024FLYW
Flywire Corp
GGift
Voting Common Stock
-657,236$0.00$01,058,256Dec 27, 2024
Dec 23, 2024FLYW
Flywire Corp
GGift
Voting Common Stockindirect: See footnote
+657,236$0.00$0657,236Dec 27, 2024
Dec 2, 2024FLYW
Flywire Corp
FTax withholding
Voting Common Stock
-16,213$23.14$375k1,715,492Dec 4, 2024

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Michael Massaro: insider trades and track record | InsiderTell