FLYWIRE CORP (FLYW) — insider trading
Financials · NASDAQ
FLYWIRE CORP (FLYW) has 75 reported SEC Form 4 insider transactions in our data, including 44 open-market sales among the most recent 75 (latest 2026-09-22).
Recent Form 4 transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| 2026-09-22 | Farmer Sabrina | Director | Grant / award / vesting | 20,301 | — | $0 | Form 4 |
| 2026-09-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Option exercise (in/at-the-money) (derivative) | 1,000 | — | $0 | Form 4 |
| 2026-09-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Option exercise (in/at-the-money) | 100,000 | $10.00 | $1.00M | Form 4 |
| 2026-09-11 | King David R. | Officer (See Remarks) | Open-market sale | 36,900 | $17.88 | $659.7K | Form 4 |
| 2026-09-08 | Butterfield Peter | Officer (General Counsel and CCO) | Open-market sale | 12,156 | $17.99 | $218.6K | Form 4 |
| 2026-09-02 | Kansal Mohit | Officer (Chief Payments Officer) | Open-market sale | 12,423 | $18.69 | $232.2K | Form 4 |
| 2026-09-01 | Orgel Rob | Officer (President and COO) | Shares withheld for taxes / exercise cost | 21,979 | $18.19 | $399.7K | Form 4 |
| 2026-09-01 | King David R. | Officer (See Remarks) | Shares withheld for taxes / exercise cost | 15,971 | $18.19 | $290.4K | Form 4 |
| 2026-09-01 | Pitigoi Cosmin | Officer (Chief Financial Officer) | Shares withheld for taxes / exercise cost | 21,673 | $18.19 | $394.1K | Form 4 |
| 2026-09-01 | Kansal Mohit | Officer (Chief Payments Officer) | Shares withheld for taxes / exercise cost | 9,923 | $18.19 | $180.4K | Form 4 |
| 2026-09-01 | Massaro Michael | Director, Officer (Chief Executive Officer) | Open-market sale | 112,500 | $18.39 | $2.07M | Form 4 |
| 2026-09-01 | Massaro Michael | Director, Officer (Chief Executive Officer) | Shares withheld for taxes / exercise cost | 39,993 | $18.19 | $727.3K | Form 4 |
| 2026-09-01 | Butterfield Peter | Officer (General Counsel and CCO) | Shares withheld for taxes / exercise cost | 7,878 | $18.19 | $143.3K | Form 4 |
| 2026-08-28 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 7,763 | $18.78 | $145.8K | Form 4 |
| 2026-08-28 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 37,005 | $18.78 | $695.0K | Form 4 |
| 2026-08-27 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 91,931 | $18.92 | $1.74M | Form 4 |
| 2026-08-27 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 1,996 | $18.91 | $37.8K | Form 4 |
| 2026-08-26 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 25,539 | $18.99 | $485.1K | Form 4 |
| 2026-08-26 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 555 | $18.99 | $10.5K | Form 4 |
| 2026-08-25 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 169,295 | $19.19 | $3.25M | Form 4 |
| 2026-08-25 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 3,678 | $19.19 | $70.6K | Form 4 |
| 2026-08-24 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 99,146 | $19.49 | $1.93M | Form 4 |
| 2026-08-24 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 2,154 | $19.49 | $42.0K | Form 4 |
| 2026-08-19 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 25,000 | $18.86 | $471.5K | Form 4 |
| 2026-08-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 18,553 | $18.40 | $341.3K | Form 4 |
| 2026-08-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 10,947 | $18.24 | $199.6K | Form 4 |
| 2026-08-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 15,724 | $18.40 | $289.3K | Form 4 |
| 2026-08-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 15,723 | $18.40 | $289.2K | Form 4 |
| 2026-08-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 9,276 | $18.24 | $169.2K | Form 4 |
| 2026-08-18 | Voss Capital, LP; Voss Value Master Fund, LP; Voss Value-Oriented Special Situations Fund, LP; Voss Advisors GP, LLC; Cocke Travis W. | 10% owner | Open-market sale | 9,277 | $18.24 | $169.2K | Form 4 |
| 2026-08-07 | Riese Phillip John | Director | Option exercise / conversion (derivative) | 48,000 | — | $0 | Form 4 |
| 2026-08-07 | Riese Phillip John | Director | Open-market sale | 36,000 | $18.22 | $656.0K | Form 4 |
| 2026-08-07 | Riese Phillip John | Director | Option exercise / conversion | 48,000 | $0.59 | $28.3K | Form 4 |
| 2026-07-17 | Massaro Michael | Director, Officer (Chief Executive Officer) | Open-market sale | 32,328 | $18.20 | $588.3K | Form 4 |
| 2026-07-16 | Massaro Michael | Director, Officer (Chief Executive Officer) | Open-market sale | 92,672 | $18.62 | $1.73M | Form 4 |
| 2026-07-01 | Butterfield Peter | Officer (General Counsel and CCO) | Open-market sale | 31,096 | $18.06 | $561.5K | Form 4 |
| 2026-06-30 | King David R. | Officer (See Remarks) | Option exercise / conversion (derivative) | 5,125 | — | $0 | Form 4 |
| 2026-06-30 | King David R. | Officer (See Remarks) | Option exercise / conversion | 5,125 | $3.95 | $20.2K | Form 4 |
| 2026-06-25 | Kansal Mohit | Officer (Chief Payments Officer) | Open-market sale | 3,650 | $16.96 | $61.9K | Form 4 |
| 2026-06-15 | Butterfield Peter | Officer (General Counsel and CCO) | Open-market sale | 6,528 | $15.08 | $98.4K | Form 4 |
| 2026-06-15 | Massaro Michael | Director, Officer (Chief Executive Officer) | Open-market sale | 50,000 | $15.26 | $762.9K | Form 4 |
| 2026-06-15 | Kansal Mohit | Officer (Chief Payments Officer) | Open-market sale | 54,543 | $15.15 | $826.6K | Form 4 |
| 2026-06-08 | Santos Edwin J | Director | Open-market sale | 6,524 | $14.12 | $92.1K | Form 4 |
| 2026-06-05 | Butterfield Peter | Officer (General Counsel and CCO) | Open-market sale | 6,188 | $14.40 | $89.1K | Form 4 |
| 2026-06-04 | Santos Edwin J | Director | Open-market sale | 10,466 | $14.69 | $153.7K | Form 4 |
| 2026-06-02 | Katziff Christine | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-02 | Howard Gretchen | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-02 | Offereins Diane E | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-02 | Jaques Carleigh | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-02 | Santos Edwin J | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-02 | Finkelstein Alex | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-02 | Riese Phillip John | Director | Option exercise / conversion (derivative) | 5,000 | — | $0 | Form 4 |
| 2026-06-02 | Riese Phillip John | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-02 | Riese Phillip John | Director | Open-market sale | 200 | $16.18 | $3.2K | Form 4 |
| 2026-06-02 | Riese Phillip John | Director | Open-market sale | 4,800 | $15.39 | $73.9K | Form 4 |
| 2026-06-02 | Riese Phillip John | Director | Option exercise / conversion | 5,000 | $0.59 | $3.0K | Form 4 |
| 2026-06-02 | Harris Matthew C | Director | Grant / award / vesting | 11,558 | — | $0 | Form 4 |
| 2026-06-01 | Butterfield Peter | Officer (General Counsel and CCO) | Shares withheld for taxes / exercise cost | 7,318 | $16.61 | $121.6K | Form 4 |
| 2026-06-01 | Pitigoi Cosmin | Officer (Chief Financial Officer) | Shares withheld for taxes / exercise cost | 18,890 | $16.61 | $313.8K | Form 4 |
| 2026-06-01 | Orgel Rob | Officer (President and COO) | Shares withheld for taxes / exercise cost | 21,979 | $16.61 | $365.1K | Form 4 |
| 2026-06-01 | Orgel Rob | Officer (President and COO) | Open-market sale | 178,980 | $17.00 | $3.04M | Form 4 |
| 2026-06-01 | Kansal Mohit | Officer (Chief Payments Officer) | Shares withheld for taxes / exercise cost | 9,921 | $16.61 | $164.8K | Form 4 |
| 2026-06-01 | Massaro Michael | Director, Officer (Chief Executive Officer) | Shares withheld for taxes / exercise cost | 39,799 | $16.61 | $661.1K | Form 4 |
| 2026-06-01 | King David R. | Officer (See Remarks) | Shares withheld for taxes / exercise cost | 15,970 | $16.61 | $265.3K | Form 4 |
| 2026-05-07 | Butterfield Peter | Officer (General Counsel and CCO) | Open-market sale | 1,480 | $18.02 | $26.7K | Form 4 |
| 2026-05-06 | Kansal Mohit | Officer (Chief Payments Officer) | Open-market sale | 16,101 | $15.90 | $256.0K | Form 4 |
| 2026-05-06 | Pitigoi Cosmin | Officer (Chief Financial Officer) | Open-market sale | 35,000 | $17.38 | $608.2K | Form 4 |
| 2026-05-06 | Riese Phillip John | Director | Option exercise / conversion (derivative) | 37,921 | — | $0 | Form 4 |
| 2026-05-06 | Riese Phillip John | Director | Open-market sale | 14,820 | $17.50 | $259.4K | Form 4 |
| 2026-05-06 | Riese Phillip John | Director | Open-market sale | 17,806 | $16.73 | $298.0K | Form 4 |
| 2026-05-06 | Riese Phillip John | Director | Open-market sale | 5,295 | $15.54 | $82.3K | Form 4 |
| 2026-05-06 | Riese Phillip John | Director | Option exercise / conversion | 37,921 | $0.59 | $22.4K | Form 4 |
| 2026-05-06 | Massaro Michael | Director, Officer (Chief Executive Officer) | Open-market sale | 38,170 | $16.62 | $634.5K | Form 4 |
| 2026-05-06 | Massaro Michael | Director, Officer (Chief Executive Officer) | Open-market sale | 11,830 | $15.65 | $185.2K | Form 4 |
| 2026-04-21 | Pitigoi Cosmin | Officer (Chief Financial Officer) | Open-market sale | 30,000 | $14.00 | $420.0K | Form 4 |
Ask the chat about FLYW's insider activity →
Transaction types are the SEC Form 4 codes: open-market purchases (P) and sales (S) are the only rows that reflect open-market conviction. Awards/vesting (A), option exercises (M/X/C), shares withheld for taxes (F) and gifts (G) are compensation or mechanical, not buying or selling on the open market. Sales may be planned and non-discretionary (e.g. a Rule 10b5-1 plan); open-market buying is not a recommendation to buy. Informational only — not financial advice.
Source: SEC EDGAR Form 3/4/5. See the full company profile: FLYWIRE CORP (FLYW).
Last updated 2026-09-22 (most recent filing date).
Informational only — NOT financial advice. Insider filings are sourced from SEC EDGAR and shown with their reported dates.