Michael Massaro is CEO at Flywire Corp (FLYW). They have made 45 open-market trades across 1 company since 2021, most recently 2026-09-01.
CIK 0001862130
Unrated. We grade insiders only on stock they chose to buy on the open market. Grants, option exercises and vesting say nothing about timing, so they don't count — which is why someone can file often and still have no grade. It isn't a bad sign: unrated buys beat every graded tier below A.
0 open-market purchases, against 45 sales. Too few scored purchases to measure a record yet.
| Ticker | Shares | Value |
|---|---|---|
| FLYW | 2,400,558 | $44.3M |
Shares reported on the most recent Form 4, priced at the 2026-09-03 close.
| Ticker | Type | Traded | Filed | Price | Value | 7d Stock | 30d Stock | 90d Stock |
|---|---|---|---|---|---|---|---|---|
| FLYW | SELL · 10b5-1 | 2026-09-01 | 2026-09-03 | $18.39 | $2.1M | -3.6% | -1.5% | — |
| FLYW | SELL · 10b5-1 | 2026-07-16 | 2026-07-20 | $18.51 | $2.3M | -8.3% | +6.1% | — |
| FLYW | SELL · 10b5-1 | 2026-06-15 | 2026-06-17 | $15.26 | $763K | +13.5% | +17.1% | +14.6% |
| FLYW | SELL · 10b5-1 | 2026-05-06 | 2026-05-08 | $16.39 | $820K | -6.4% | -18.3% | +7.2% |
| FLYW | SELL · 10b5-1 | 2026-03-02 | 2026-03-04 | $12.31 | $1.8M | -3.1% | -7.0% | +18.5% |
| FLYW | SELL | 2024-09-05 | 2024-09-09 | $17.31 | $265K | -1.0% | -6.5% | +22.3% |
| FLYW | SELL | 2024-09-03 | 2024-09-05 | $18.04 | $311K | -0.3% | -7.1% | +25.6% |
| FLYW | SELL | 2024-06-05 | 2024-06-07 | $16.69 | $255K | -5.4% | -4.1% | +3.2% |
| FLYW | SELL | 2024-06-03 | 2024-06-05 | $16.95 | $295K | -8.6% | -7.0% | +3.8% |
| FLYW | SELL | 2024-04-03 | 2024-04-05 | $24.07 | $863K | -12.2% | -14.0% | -31.1% |
| FLYW | SELL | 2024-03-19 | 2024-03-21 | $25.10 | $4.6M | -4.6% | -16.4% | -36.1% |
| FLYW | SELL | 2024-03-04 | 2024-03-06 | $27.27 | $2.0M | -1.3% | -11.0% | -36.0% |
| FLYW | SELL | 2023-12-05 | 2023-12-07 | $23.40 | $359K | +9.3% | +3.8% | +19.5% |
| FLYW | SELL | 2023-10-17 | 2023-10-19 | $29.02 | $956K | -6.3% | -18.7% | -29.8% |
| FLYW | SELL | 2023-10-04 | 2023-10-06 | $29.58 | $1.3M | -4.5% | -8.4% | -27.8% |
| FLYW | SELL | 2023-09-18 | 2023-09-20 | $30.56 | $1.4M | +5.6% | -6.9% | -19.7% |
| FLYW | SELL | 2023-09-05 | 2023-09-07 | $33.65 | $2.1M | -5.3% | -9.8% | -29.9% |
| FLYW | SELL | 2023-08-29 | 2023-08-31 | $32.47 | $1.5M | -9.1% | -9.5% | -34.2% |
| FLYW | SELL | 2023-08-17 | 2023-08-21 | $30.48 | $1.4M | +9.6% | -4.1% | -26.1% |
| FLYW | SELL | 2023-07-12 | 2023-07-14 | $30.40 | $1.4M | +2.0% | -7.4% | -12.7% |
| FLYW | SELL | 2023-07-03 | 2023-07-06 | $30.42 | $1.4M | +18.2% | +17.8% | +5.7% |
| FLYW | SELL | 2023-06-13 | 2023-06-15 | $31.79 | $1.5M | -5.9% | +3.7% | -2.2% |
| FLYW | SELL | 2023-06-05 | 2023-07-07 | $31.30 | $477K | +13.1% | +16.3% | +4.5% |
| FLYW | SELL | 2023-06-05 | 2023-06-07 | $31.11 | $1.4M | +1.9% | -8.1% | +7.1% |
| FLYW | SELL | 2023-05-30 | 2023-06-01 | $29.48 | $1.4M | +2.7% | -2.5% | +6.5% |
Grouped by shared companies and similar filing behaviour. This is a similarity measure, not a ranking or a performance signal.