There have been 50 recent insider transactions recorded for Flywire Corporation (FLYW), including 14 buys and 31 sells. Total insider buying was valued at $3.48M and total insider selling at $6.02M.
Notable insiders with recent activity include King David R., Butterfield Peter, Katziff Christine. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.
Insider Transactions — FLYW
| Date |
Name |
Role |
Transaction |
Shares |
Avg. Price |
Value |
Shares Owned |
| 2026-03-31 |
King David R. |
See Remarks |
Option Exercise (Sell) |
8,000 |
$3.95 |
$31.6K |
5,125 |
| 2026-03-30 |
Butterfield Peter |
General Counsel and Cco |
Option Exercise (Sell) |
140,000 |
$0.59 |
$82.6K |
- |
| 2026-03-25 |
Katziff Christine |
Officer |
Unknown |
- |
- |
- |
- |
| 2026-03-25 |
Katziff Christine |
Director |
RSU Award |
28,225 |
- |
- |
28,225 |
| 2026-03-16 |
Massaro Michael |
Chief Executive Officer |
Option Exercise (Sell) |
14,087 |
$3.95 |
$55.64K |
544,326 |
| 2026-03-05 |
Butterfield Peter |
General Counsel and Cco |
Informative Sell |
9,009 |
$13.05 |
$117.54K |
532,962 |
| 2026-03-02 |
Orgel Rob |
President and COO |
Tax Withholding of RSU |
64,512 |
$12.43 |
$801.88K |
1,138,041 |
| 2026-03-02 |
Massaro Michael |
Chief Executive Officer |
Tax Withholding of RSU |
105,021 |
$12.43 |
$1.31M |
2,801,948 |
| 2026-03-02 |
Butterfield Peter |
General Counsel and Cco |
Tax Withholding of RSU |
14,121 |
$12.43 |
$175.52K |
541,971 |
| 2026-03-02 |
King David R. |
Chief Technology Officer |
Tax Withholding of RSU |
34,811 |
$12.43 |
$432.7K |
1,092,680 |
| 2026-03-02 |
Pitigoi Cosmin |
Chief Financial Officer |
Tax Withholding of RSU |
39,722 |
$12.43 |
$493.74K |
962,138 |
| 2026-03-02 |
Kansal Mohit |
Chief Payments Officer |
Tax Withholding of RSU |
20,181 |
- |
- |
583,895 |
| 2026-03-01 |
Kansal Mohit |
Chief Payments Officer |
Unknown |
11,989 |
$3.95 |
$47.36K |
- |
| 2026-02-24 |
Orgel Rob |
President and COO |
RSU Award |
362,318 |
- |
- |
1,202,553 |
| 2026-02-24 |
Massaro Michael |
Chief Executive Officer |
RSU Award |
751,811 |
- |
- |
3,056,969 |
| 2026-02-24 |
Butterfield Peter |
General Counsel and Cco |
RSU Award |
181,159 |
- |
- |
556,092 |
| 2026-02-24 |
King David R. |
See Remarks |
RSU Award |
244,565 |
- |
- |
1,127,491 |
| 2026-02-24 |
Pitigoi Cosmin |
Chief Financial Officer |
RSU Award |
362,318 |
- |
- |
1,001,860 |
| 2026-02-23 |
Blanc Patrick |
Officer |
Unknown |
- |
- |
- |
- |
| 2026-02-23 |
Blanc Patrick |
Chief Technology Officer |
RSU Award |
234,234 |
- |
- |
234,234 |
| 2026-02-13 |
Voss Capital, Lp |
10 Percent Owner |
Informative Buy |
25,000 |
$10.99 |
$274.8K |
2,300,000 |
| 2026-01-07 |
Riese Phillip John |
Director |
Option Exercise (Sell) |
16,612 |
$0.59 |
$9.8K |
90,921 |
| 2026-01-07 |
Butterfield Peter |
General Counsel and Cco |
Informative Sell |
13,327 |
$15.01 |
$200.07K |
374,933 |
| 2025-12-31 |
Voss Capital, Lp |
10 Percent Owner |
Informative Buy |
44,991 |
$14.23 |
$640.42K |
9,670,000 |
| 2025-12-30 |
Butterfield Peter |
General Counsel and Cco |
Option Exercise (Sell) |
5,950 |
$0.59 |
$3.51K |
140,000 |
| 2025-12-30 |
Voss Capital, Lp |
10 Percent Owner |
Unknown |
- |
- |
- |
375,000 |
| 2025-12-30 |
Voss Capital, Lp |
10 Percent Owner |
Informative Buy |
181,121 |
$14.15 |
$2.56M |
9,625,009 |
| 2025-12-24 |
Massaro Michael |
Chief Executive Officer |
Gift (Given) |
465,043 |
- |
- |
192,193 |
| 2025-12-23 |
Riese Phillip John |
Director |
Option Exercise (Sell) |
367 |
$0.59 |
$216.53 |
107,533 |
| 2025-12-09 |
Butterfield Peter |
General Counsel and Cco |
Informative Sell |
8,120 |
$13.69 |
$111.16K |
382,310 |
| 2025-12-01 |
Orgel Rob |
President and COO |
Tax Withholding of RSU |
14,332 |
$13.78 |
$197.49K |
838,992 |
| 2025-12-01 |
Massaro Michael |
Chief Executive Officer |
Tax Withholding of RSU |
26,514 |
$13.78 |
$365.36K |
1,838,872 |
| 2025-12-01 |
Butterfield Peter |
General Counsel and Cco |
Tax Withholding of RSU |
4,524 |
$13.78 |
$62.34K |
388,998 |
| 2025-12-01 |
King David R. |
Chief Technology Officer |
Tax Withholding of RSU |
10,725 |
$13.78 |
$147.79K |
881,683 |
| 2025-12-01 |
Pitigoi Cosmin |
Chief Financial Officer |
Tax Withholding of RSU |
13,340 |
$13.78 |
$183.83K |
639,542 |
| 2025-11-05 |
Butterfield Peter |
General Counsel and Cco |
Informative Sell |
1,000 |
$15.00 |
$15K |
393,522 |
| 2025-11-05 |
Riese Phillip John |
Director |
Option Exercise (Sell) |
100 |
$0.59 |
$59.00 |
107,900 |
| 2025-09-08 |
Butterfield Peter |
General Counsel and Cco |
Informative Sell |
9,563 |
$13.15 |
$125.71K |
394,522 |
| 2025-09-02 |
Orgel Rob |
President and COO |
Tax Withholding of RSU |
14,332 |
$13.13 |
$188.18K |
853,324 |
| 2025-09-02 |
Massaro Michael |
Chief Executive Officer |
Tax Withholding of RSU |
26,514 |
$13.13 |
$348.13K |
1,865,386 |
| 2025-09-02 |
Butterfield Peter |
General Counsel and Cco |
Tax Withholding of RSU |
3,081 |
$13.13 |
$40.45K |
404,085 |
| 2025-09-02 |
King David R. |
Chief Technology Officer |
Tax Withholding of RSU |
10,725 |
$13.13 |
$140.82K |
892,408 |
| 2025-09-02 |
Pitigoi Cosmin |
Chief Financial Officer |
Tax Withholding of RSU |
13,340 |
$13.13 |
$175.15K |
652,882 |
| 2025-06-09 |
Butterfield Peter |
General Counsel and Cco |
Informative Sell |
9,563 |
$10.27 |
$98.21K |
407,166 |
| 2025-06-06 |
Santos Edwin J |
Director |
Informative Sell |
5,000 |
$10.50 |
$52.5K |
16,990 |
| 2025-06-05 |
Santos Edwin J |
Director |
Informative Sell |
5,466 |
$10.04 |
$54.88K |
21,990 |
| 2025-06-03 |
Riese Phillip John |
Director |
RSU Award |
16,990 |
- |
- |
234,493 |
| 2025-06-03 |
Offereins Diane E |
Director |
RSU Award |
16,990 |
- |
- |
47,219 |
| 2025-06-03 |
Santos Edwin J |
Director |
RSU Award |
16,990 |
- |
- |
27,456 |
| 2025-06-03 |
Finkelstein Alex |
Director |
RSU Award |
16,990 |
- |
- |
259,273 |
■ Informative Buy/Sell — open market transaction (most significant)
■ Uninformative Buy — award, option exercise, conversion
■ Uninformative Sell — tax withholding, award vest sale
■ Neutral — gift, trust, expiry
