FLYW insider trading — Flywire Corp
Over the last 90 days, insiders at Flywire Corp (FLYW) made 0 open-market purchases worth $0 and 8 open-market sales worth $10.99M, making them net sellers by $10.99M. The largest sale was by Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. (10% Owner), who sold 172,973 shares for $3.32M on Aug 25, 2026.
Updated Oct 16, 2026.
Recent FLYW insider transactions
Every Form 4 filed by Flywire Corp officers, directors and 10% owners in the last 90 days, newest first. P = open-market purchase, S = open-market sale; other codes are awards, option exercises, tax withholding or gifts.
| Trade date | Insider | Role | Type | Ownership | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|---|
| Oct 13, 2026 | King David R. | See Remarks | S · Sale · 10b5-1 | Indirect | 36,900 | $18.32 | $676K | Form 4 |
| Sep 22, 2026 | Farmer Sabrina | Director | A · Grant/award | Direct | 20,301 | — | — | Form 4 |
| Sep 18, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | X · Option exercise | Indirect | 100,000 | $10.00 | $1.00M | Form 4 |
| Sep 11, 2026 | King David R. | See Remarks | S · Sale · 10b5-1 | Indirect | 36,900 | $17.88 | $660K | Form 4 |
| Sep 8, 2026 | Butterfield Peter | General Counsel and CCO | S · Sale · 10b5-1 | Direct | 12,156 | $17.99 | $219K | Form 4 |
| Sep 1, 2026 | Orgel Rob | President and COO | F · Tax withholding | Direct | 21,979 | $18.18 | $400K | Form 4 |
| Sep 1, 2026 | Butterfield Peter | General Counsel and CCO | F · Tax withholding | Direct | 7,878 | $18.18 | $143K | Form 4 |
| Sep 1, 2026 | King David R. | See Remarks | F · Tax withholding | Direct | 15,971 | $18.18 | $290K | Form 4 |
| Sep 1, 2026 | Pitigoi Cosmin | Chief Financial Officer | F · Tax withholding | Direct | 21,673 | $18.18 | $394K | Form 4 |
| Sep 2, 2026 | Kansal Mohit | Chief Payments Officer | S · Sale · 10b5-1 | Direct | 12,423 | $18.69 | $232K | Form 4 |
| Sep 1, 2026 | Kansal Mohit | Chief Payments Officer | F · Tax withholding · 10b5-1 | Direct | 9,923 | $18.18 | $180K | Form 4 |
| Sep 1, 2026 | Massaro Michael | Chief Executive Officer | F · Tax withholding · 10b5-1 | Direct | 39,993 | $18.18 | $727K | Form 4 |
| Sep 1, 2026 | Massaro Michael | Chief Executive Officer | S · Sale · 10b5-1 | Direct | 112,500 | $18.39 | $2.07M | Form 4 |
| Aug 28, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | S · Sale | Indirect | 44,768 | $18.78 | $841K | Form 4 |
| Aug 27, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | S · Sale | Indirect | 93,927 | $18.91 | $1.78M | Form 4 |
| Aug 26, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | S · Sale | Indirect | 26,094 | $18.99 | $496K | Form 4 |
| Aug 25, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | S · Sale | Indirect | 172,973 | $19.19 | $3.32M | Form 4 |
| Aug 24, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | S · Sale | Indirect | 101,300 | $19.49 | $1.97M | Form 4 |
| Aug 19, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | S · Sale | Indirect | 25,000 | $18.86 | $471K | Form 4 |
| Aug 18, 2026 | Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W. | 10% Owner | S · Sale | Indirect | 79,500 | $18.34 | $1.46M | Form 4 |
| Aug 7, 2026 | Riese Phillip John | Director | M · Option exercise | Direct | 48,000 | $0.59 | $28K | Form 4 |
| Aug 7, 2026 | Riese Phillip John | Director | S · Sale | Direct | 36,000 | $18.22 | $656K | Form 4 |
| Jul 17, 2026 | Massaro Michael | Chief Executive Officer | S · Sale · 10b5-1 | Direct | 32,328 | $18.20 | $588K | Form 4 |
| Jul 16, 2026 | Massaro Michael | Chief Executive Officer | S · Sale · 10b5-1 | Direct | 92,672 | $18.62 | $1.73M | Form 4 |
FLYW insider trading FAQ
Are insiders buying FLYW stock?
Not on the open market. In the last 90 days, Flywire Corp insiders made no open-market purchases, and 8 open-market sales totaling $10.99M. Purchases with the insider's own money are generally seen as a stronger signal than sales, which happen for many reasons (taxes, diversification, planned 10b5-1 sales).
Who are the insiders trading FLYW?
Recent sellers: Riese Phillip John, Voss Capital, Lp, Voss Value Master Fund, Lp, Voss Value-Oriented Special Situations Fund, Lp, Voss Advisors Gp, Llc, Cocke Travis W..
Where does FLYW insider trading data come from?
Every transaction comes from SEC Form 4 filings on EDGAR. Company officers, directors and 10% owners must file a Form 4 within two business days of buying or selling. InsiderBolt reads these filings directly from the SEC.
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Insider trading data is for informational purposes only and is not investment advice. Filings can be amended; always confirm details on SEC EDGAR.