FLYW Flywire Corporation
Flywire Corporation (FLYW) Insider Activity
What the officers, directors and large holders did with their own shares. Only open-market purchases and sales count toward the totals — grants, option exercises and shares withheld for tax are compensation mechanics, not decisions, and they're listed separately below.
How much of that selling was preplanned? 31% planned / 69% discretionary
Largest single sale: $3.2M.
Where they traded
Last open-market purchase: February 13, 2026 .
Recent open-market activity
| Date | Insider | Role | Action | Shares | Price | Value | Held after |
|---|---|---|---|---|---|---|---|
| Butterfield Peter | General Counsel and CCO | Sell 10b5-1 | 12,156 | $17.99 | $218.6K | 601,022 −2% of holding | |
| 2 fills | Sell | 44,768 | $18.78 | $840.8K | 11,077,084 −0.4% of holding | ||
| 2 fills | Sell | 93,927 | $18.91 | $1.8M | 11,114,089 −0.8% of holding | ||
| 2 fills | Sell | 26,094 | $18.99 | $495.7K | 11,206,020 −0.2% of holding | ||
| 2 fills | Sell | 172,973 | $19.19 | $3.3M | 11,231,559 −1.5% of holding | ||
| 2 fills | Sell | 101,300 | $19.49 | $2.0M | 11,400,854 −0.9% of holding | ||
| Sell | 25,000 | $18.86 | $471.5K | 11,500,000 −0.2% of holding | |||
| 6 fills | Sell | 79,500 | $18.34 | $1.5M | 11,543,553 −0.7% of holding | ||
| Riese Phillip John | Director | Sell | 36,000 | $18.22 | $656.0K | 258,051 −12.2% of holding | |
| Massaro Michael | Chief Executive Officer | Sell 10b5-1 | 32,328 | $18.20 | $588.3K | 2,553,051 −1.3% of holding | |
| Massaro Michael | Chief Executive Officer | Sell 10b5-1 | 92,672 | $18.62 | $1.7M | 2,585,379 −3.5% of holding | |
| Butterfield Peter | General Counsel and CCO | Sell 10b5-1 | 31,096 | $18.06 | $561.5K | 621,056 −4.8% of holding | |
| Kansal Mohit | Chief Payments Officer | Sell 10b5-1 | 3,650 | $16.96 | $61.9K | 500,670 −0.7% of holding | |
| Kansal Mohit | Chief Payments Officer | Sell 10b5-1 | 54,543 | $15.15 | $826.6K | 504,320 −9.8% of holding | |
| Massaro Michael | Chief Executive Officer | Sell 10b5-1 | 50,000 | $15.26 | $762.9K | 2,678,051 −1.8% of holding | |
| Butterfield Peter | General Counsel and CCO | Sell 10b5-1 | 6,528 | $15.08 | $98.4K | 652,152 −1% of holding |
Form 4s are due within two business days of a transaction, so this is close to real time — unlike the quarterly 13F data on the Institutional tab. A single large sale often reflects a prearranged 10b5-1 plan rather than a fresh view, so read a pattern of sales rather than any one of them.