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sellWeak cluster of 210b5-1 plan

Michael Massaro sold $1.8M of FLYW

Chief Executive Officer at Flywire Corp. 150,000 shares at an average of $12.31, traded Mar 2, 2026, filed Mar 4, 2026.

Warning score
38
Value
$1.8M
150,000 shares
Holdings after
2,906,969
-5% from before
From 52-week low
+48%
low $8.42, close $12.43
From 52-week high
-16%
high $14.81, as of Mar 2, 2026

Score components

  • Role
    CEO
    +25
  • Trade size
    $1.8M at market
    +25
  • Share of holdings sold
    Sold 4.9% of holdings
    0
  • Cluster
    2 insiders selling within 14 days
    +8
  • 10b5-1 plan
    Pre-scheduled under a 10b5-1 plan
    -20

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

FLYWOct 9, 2026 · close 18.76
Since filing Mar 4, 2026: +46.0%SPY +14.5% · excess +31.5%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001193125-26-091545, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Mar 2, 2026SOpen-market sale
Voting Common Stock10b5-1
-150,000$12.31$1.8M2,906,969Mar 4, 2026
Mar 2, 2026FTax withholding
Voting Common Stock10b5-1
-105,021$12.43$1.3M2,801,948Mar 4, 2026

Related signals

Other insiders at Flywire Corp and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
35Weak
FLYWsell 510b5-1
Flywire Corp
David R. King
See Remarks
$660k
36,900 shares
-13%
22Weak
FLYWsell 510b5-1
Flywire Corp
Peter Butterfield
General Counsel and CCO
$219k
12,156 shares
-2%
45Moderate
FLYWsell 510b5-1
Flywire Corp
Michael Massaro
Chief Executive Officer
$2.1M
112,500 shares
-4%
23Weak
FLYWsell 510b5-1
Flywire Corp
Mohit Kansal
Chief Payments Officer
$232k
12,423 shares
-3%
50Moderate
FLYWsell 5
Flywire Corp
Voss Capital, LP
owner
$841k
44,768 shares
-0%
5Weak
FLYWsell10b5-1
Flywire Corp
Peter Butterfield
General Counsel and CCO
$98k
6,528 shares
-1%
4Weak
FLYWsell10b5-1
Flywire Corp
Peter Butterfield
General Counsel and CCO
$89k
6,188 shares
-1%
0Weak
FLYWsell10b5-1
Flywire Corp
Peter Butterfield
General Counsel and CCO
$27k
1,480 shares
-0%
13Weak
FLYWsell 210b5-1
Flywire Corp
Peter Butterfield
General Counsel and CCO
$118k
9,009 shares
-2%
33Weak
FLYWbuy
Flywire Corp
Voss Capital, LP
owner
$275k
25,000 shares
+1%

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 sold $1.8M of FLYW | InsiderTell