Michael Massaro sold $2.3M of FLYW
Chief Executive Officer at Flywire Corp. 125,000 shares at an average of $18.51, traded Jul 16, 2026, filed Jul 20, 2026.
Score components
- +25RoleCEO
- +25Trade size$2.3M at market
- 0Share of holdings soldSold 4.7% of holdings
- 0ClusterNo other insider selling within 14 days
- -2010b5-1 planPre-scheduled under a 10b5-1 plan
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.
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 0001193125-26-308926, as filed. Open on EDGAR
| Date | Transaction | Shares | Price | Value | Holdings after | Filed |
|---|---|---|---|---|---|---|
| Jul 16, 2026 | SOpen-market sale Voting Common Stock10b5-1 | -92,672 | $18.62 | $1.7M | 2,585,379 | Jul 20, 2026 |
| Jul 17, 2026 | SOpen-market sale Voting Common Stock10b5-1 | -32,328 | $18.20 | $588k | 2,553,051 | Jul 20, 2026 |
Related signals
Other insiders at Flywire Corp and this insider’s other filings.
| Score | Company | Insider | Value | Holdings | Filed |
|---|---|---|---|---|---|
| 35Weak | Flywire Corp | David R. King See Remarks | $660k 36,900 shares | -13% | |
| 22Weak | Flywire Corp | Peter Butterfield General Counsel and CCO | $219k 12,156 shares | -2% | |
| 45Moderate | Flywire Corp | Michael Massaro Chief Executive Officer | $2.1M 112,500 shares | -4% | |
| 23Weak | Flywire Corp | Mohit Kansal Chief Payments Officer | $232k 12,423 shares | -3% | |
| 50Moderate | Flywire Corp | Voss Capital, LLC owner | $841k 44,768 shares | -0% | |
| 62Notable | Flywire Corp | Voss Capital, LLC owner | $2.3M 120,021 shares | -33% | |
| 72Notable | Flywire Corp | Voss Capital, LLC owner | $5.3M 274,273 shares | -73% | |
| 52Moderate | Flywire Corp | Voss Capital, LLC owner | $1.9M 104,500 shares | -5% | |
| 33Weak | Flywire Corp | Phillip John Riese director | $656k 36,000 shares | -12% | |
| 22Weak | Flywire Corp | Peter Butterfield General Counsel and CCO | $561k 31,096 shares | -5% |
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.