As of September 29, 2026, Flywire's top three insider holders are Capital, Lp Voss (TenPercentOwner, 13.79Mn shares), Enrique T Salem (TenPercentOwner, 8.80Mn shares), Capital Venture Investors, Llc Bain (TenPercentOwner, 8.80Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Capital, Lp Voss | TenPercentOwner | 0 | 13,785,938 | 13,785,938 | 28.8% | 22 Sep, 2026 |
| 2 | Enrique T Salem | TenPercentOwner | 0 | 8,795,388 | 8,795,388 | 18.4% | 15 May, 2023 |
| 3 | Capital Venture Investors, Llc Bain | TenPercentOwner | 0 | 8,795,388 | 8,795,388 | 18.4% | 15 May, 2023 |
| 4 | Ajay Agarwal | TenPercentOwner | 0 | 8,795,388 | 8,795,388 | 18.4% | 15 May, 2023 |
| 5 | Michael Massaro | Chief Executive Officer | 2,400,558 | 0 | 2,400,558 | 5.0% | 03 Sep, 2026 |
| 6 | Rob Orgel | President And Coo | 916,918 | 0 | 916,918 | 1.9% | 03 Sep, 2026 |
| 7 | Cosmin Pitigoi | Chief Financial Officer | 856,575 | 0 | 856,575 | 1.8% | 03 Sep, 2026 |
| 8 | Peter Butterfield | General Counsel And Cco | 601,022 | 0 | 601,022 | 1.3% | 10 Sep, 2026 |
| 9 | Mohit Kansal | Chief Payments Officer | 478,324 | 0 | 478,324 | 1.0% | 03 Sep, 2026 |
| 10 | Sachs Group Inc Goldman | Director | 0 | 401,178 | 401,178 | 0.8% | 14 Dec, 2022 |
| 11 | Jo Natauri | Director | 0 | 401,178 | 401,178 | 0.8% | 14 Dec, 2022 |
| 12 | Michael G Ellis | Chief Financial Officer | 337,318 | 0 | 337,318 | 0.7% | 16 Feb, 2024 |
| 13 | Alex Finkelstein | Director | 270,831 | 0 | 270,831 | 0.6% | 04 Jun, 2025 |
| 14 | Phillip John Riese | Director | 258,051 | 0 | 258,051 | 0.5% | 11 Aug, 2026 |
| 15 | David R. King | Chief Technology Officer | 0 | 239,304 | 239,304 | 0.5% | 15 Sep, 2026 |
| 16 | Patrick Blanc | Chief Technology Officer | 234,234 | 0 | 234,234 | 0.5% | 02 Mar, 2026 |
| 17 | Gretchen Howard | Director | 59,318 | 0 | 59,318 | 0.1% | 04 Jun, 2026 |
| 18 | Diane E Offereins | Director | 58,777 | 0 | 58,777 | 0.1% | 04 Jun, 2026 |
| 19 | Carleigh Jaques | Director | 44,152 | 0 | 44,152 | 0.1% | 04 Jun, 2026 |
| 20 | Christine Katziff | Director | 39,783 | 0 | 39,783 | 0.1% | 04 Jun, 2026 |
| 21 | Matthew C Harris | Director | 39,014 | 0 | 39,014 | 0.1% | 04 Jun, 2026 |
| 22 | Sabrina Farmer | Director | 20,301 | 0 | 20,301 | 0.0% | 24 Sep, 2026 |
| 23 | Management Partners Ii, Llc Spark | TenPercentOwner | 0 | 17,616 | 17,616 | 0.0% | 16 May, 2022 |
| 24 | Yvonne Hao | Director | 16,363 | 0 | 16,363 | 0.0% | 02 Jun, 2022 |
| 25 | Edwin J Santos | Director | 11,558 | 0 | 11,558 | 0.0% | 10 Jun, 2026 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 22 Sep, 2026 | Sabrina Farmer | Director | Acquired A | 20,301 | $0.00 | $0 | 20,301 | Direct |
| 18 Sep, 2026 | Capital, Lp Voss | TenPercentOwner | Acquired X | 100,000 | $10.00 | $1.00Mn | 11,169,321 | Indirect |
| 18 Sep, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed X | 1,000 | $0.00 | $0 | 0 | Indirect |
| 08 Sep, 2026 | Peter Butterfield | General Counsel And Cco | Disposed S | 12,156 | $17.99 | $218.63K | 601,022 | Direct |
| 01 Sep, 2026 | Mohit Kansal | Chief Payments Officer | Disposed F | 9,923 | $18.19 | $180.45K | 490,747 | Direct |
| 01 Sep, 2026 | Peter Butterfield | General Counsel And Cco | Disposed F | 7,878 | $18.19 | $143.26K | 613,178 | Direct |
| 01 Sep, 2026 | David R. King | Officer | Disposed F | 15,971 | $18.19 | $290.43K | 1,075,679 | Direct |
| 01 Sep, 2026 | Michael Massaro | Chief Executive Officer | Disposed F | 39,993 | $18.19 | $727.27K | 2,513,058 | Direct |
| 01 Sep, 2026 | Cosmin Pitigoi | Chief Financial Officer | Disposed F | 21,673 | $18.19 | $394.12K | 856,575 | Direct |
| 01 Sep, 2026 | Rob Orgel | President And Coo | Disposed F | 21,979 | $18.19 | $399.69K | 916,918 | Direct |
| 02 Sep, 2026 | Mohit Kansal | Chief Payments Officer | Disposed S | 12,423 | $18.69 | $232.24K | 478,324 | Direct |
| 01 Sep, 2026 | Michael Massaro | Chief Executive Officer | Disposed S | 112,500 | $18.39 | $2.07Mn | 2,400,558 | Direct |
| 28 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 37,005 | $18.78 | $695.04K | 11,077,084 | Indirect |
| 28 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 7,763 | $18.78 | $145.81K | 11,069,321 | Indirect |
| 26 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 555 | $18.99 | $10.54K | 368,613 | Indirect |
| 27 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 1,996 | $18.91 | $37.75K | 366,617 | Indirect |
| 26 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 25,539 | $18.99 | $485.11K | 11,206,020 | Indirect |
| 27 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 91,931 | $18.92 | $1.74Mn | 11,114,089 | Indirect |
| 24 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 2,154 | $19.49 | $41.98K | 372,846 | Indirect |
| 25 Aug, 2026 | Capital, Lp Voss | TenPercentOwner | Disposed S | 3,678 | $19.19 | $70.60K | 369,168 | Indirect |