Over the last 12 months, Flywire insiders reported no purchases and 12 sales totaling $8.1M across SEC Form 4 filings. 83% of the activity was filed under pre-arranged 10b5-1 trading plans.
| Date | Insider | Type | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|
| Jul 17, 2026 | Massaro MichaelChief Executive Officer · O·D | ▼ Sale | 125,000 | $18.51 | $2.3M | -4.7% | plan · 2 tranches |
| Jul 1, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 31,096 | $18.06 | $561K | -4.8% | plan |
| Jun 25, 2026 | Kansal MohitChief Payments Officer · O | ▼ Sale | 3,650 | $16.96 | $62K | -0.7% | plan |
| Jun 15, 2026 | Massaro MichaelChief Executive Officer · O·D | ▼ Sale | 50,000 | $15.26 | $763K | -1.8% | plan |
| Jun 15, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 6,528 | $15.08 | $98K | -1% | plan |
| Jun 15, 2026 | Kansal MohitChief Payments Officer · O | ▼ Sale | 54,543 | $15.15 | $827K | -9.8% | plan |
| Jun 8, 2026 | Santos Edwin JD | ▼ Sale | 6,524 | $14.12 | $92K | -36.1% | — |
| Jun 5, 2026 | Butterfield PeterGeneral Counsel and CCO · O | ▼ Sale | 6,188 | $14.4 | $89K | -0.9% | plan |
| Jun 4, 2026 | Santos Edwin JD | ▼ Sale | 10,466 | $14.69 | $154K | -36.7% | — |
| Jun 2, 2026 | Riese Phillip JohnD | ▼ Sale | 200 | $16.18 | $3K | -0.1% | plan |
| Jun 2, 2026 | Riese Phillip JohnD | ▼ Sale | 4,800 | $15.39 | $74K | -2% | plan |
| Jun 1, 2026 | Orgel RobPresident and COO · O | ▼ Sale | 178,980 | $17 | $3.0M | -15.7% | plan |
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. We group each filing's transactions into one economic event (a laddered 10b5-1 sale is one event, not 25 rows), flag pre-arranged plans and late filings, and link every event to its AI-scored article in the $FLYW feed.