Flywire Corp — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Butterfield Peter | General Counsel and CCO | Sale | 8,120 | $13.69 | $111,163 | 382,310 | Dec 9, 2025 |
| Butterfield Peter | General Counsel and CCO | Tax Withholding | 4,524 | $13.78 | $62,341 | 388,998 | Dec 1, 2025 |
| Pitigoi Cosmin | Chief Financial Officer | Tax Withholding | 13,340 | $13.78 | $183,825 | 639,542 | Dec 1, 2025 |
| King David R. | Chief Technology Officer | Tax Withholding | 10,725 | $13.78 | $147,791 | 881,683 | Dec 1, 2025 |
| Orgel Rob | President and COO | Tax Withholding | 14,332 | $13.78 | $197,495 | 838,992 | Dec 1, 2025 |
| Massaro Michael | Chief Executive Officer | Tax Withholding | 26,514 | $13.78 | $365,363 | 1,838,872 | Dec 1, 2025 |
| Riese Phillip John | — | Option Exercise | 367 | $0.59 | $217 | 234,860 | Nov 5, 2025 |
| Butterfield Peter | General Counsel and CCO | Sale | 1,000 | $15.00 | $15,000 | 393,522 | Nov 5, 2025 |
| Butterfield Peter | General Counsel and CCO | Sale | 9,563 | $13.15 | $125,753 | 394,522 | Sep 8, 2025 |
| Orgel Rob | President and COO | Tax Withholding | 14,332 | $13.13 | $188,179 | 853,324 | Sep 2, 2025 |
| Butterfield Peter | General Counsel and CCO | Tax Withholding | 3,081 | $13.13 | $40,454 | 404,085 | Sep 2, 2025 |
| Pitigoi Cosmin | Chief Financial Officer | Tax Withholding | 13,340 | $13.13 | $175,154 | 652,882 | Sep 2, 2025 |
| Massaro Michael | Chief Executive Officer | Tax Withholding | 26,514 | $13.13 | $348,129 | 1,865,386 | Sep 2, 2025 |
| King David R. | Chief Technology Officer | Tax Withholding | 10,725 | $13.13 | $140,819 | 892,408 | Sep 2, 2025 |
| Butterfield Peter | General Counsel and CCO | Sale | 9,563 | $10.27 | $98,212 | 407,166 | Jun 9, 2025 |
| Santos Edwin J | — | Sale | 5,000 | $10.50 | $52,500 | 16,990 | Jun 5, 2025 |
| Jaques Carleigh | — | Award / Grant | 16,990 | — | — | 32,594 | Jun 3, 2025 |
| Riese Phillip John | — | Award / Grant | 16,990 | — | — | 234,493 | Jun 3, 2025 |
| Offereins Diane E | — | Award / Grant | 16,990 | — | — | 47,219 | Jun 3, 2025 |
| Finkelstein Alex | — | Award / Grant | 16,990 | — | — | 259,273 | Jun 3, 2025 |
| Harris Matthew C | — | Award / Grant | 16,990 | — | — | 27,456 | Jun 3, 2025 |
| Santos Edwin J | — | Award / Grant | 16,990 | — | — | 27,456 | Jun 3, 2025 |
| Howard Gretchen | — | Award / Grant | 16,990 | — | — | 47,760 | Jun 3, 2025 |
| Butterfield Peter | General Counsel and CCO | Tax Withholding | 3,080 | $10.79 | $33,233 | 416,729 | Jun 2, 2025 |
| Orgel Rob | President and COO | Tax Withholding | 13,768 | $10.79 | $148,557 | 867,656 | Jun 2, 2025 |
| Pitigoi Cosmin | Chief Financial Officer | Tax Withholding | 13,339 | $10.79 | $143,928 | 666,222 | Jun 2, 2025 |
| King David R. | Chief Technology Officer | Tax Withholding | 7,093 | $10.79 | $76,533 | 903,133 | Jun 2, 2025 |
| Massaro Michael | Chief Executive Officer | Tax Withholding | 26,514 | $10.79 | $286,086 | 1,891,900 | Jun 2, 2025 |
| King David R. | Chief Technology Officer | Award / Grant | 315,789 | — | — | 910,226 | Mar 13, 2025 |
| Pitigoi Cosmin | Chief Financial Officer | Award / Grant | 334,928 | — | — | 679,561 | Mar 13, 2025 |
| Massaro Michael | Chief Executive Officer | Award / Grant | 765,550 | — | — | 1,918,414 | Mar 13, 2025 |
| King David R. | Chief Technology Officer | Award / Grant | 306,220 | — | — | 900,657 | Mar 13, 2025 |
| Orgel Rob | President and COO | Award / Grant | 444,976 | — | — | 881,424 | Mar 13, 2025 |
| Butterfield Peter | General Counsel and CCO | Award / Grant | 172,248 | — | — | 419,809 | Mar 13, 2025 |
| Butterfield Peter | General Counsel and CCO | Sale | 5,523 | $10.08 | $55,672 | 247,561 | Mar 10, 2025 |
| King David R. | Chief Technology Officer | Tax Withholding | 15,412 | $10.76 | $165,833 | 594,437 | Mar 3, 2025 |
| Orgel Rob | President and COO | Tax Withholding | 29,514 | $10.76 | $317,571 | 436,448 | Mar 3, 2025 |
| Pitigoi Cosmin | Chief Financial Officer | Tax Withholding | 49,495 | $10.76 | $532,566 | 344,633 | Mar 3, 2025 |
| Massaro Michael | Chief Executive Officer | Tax Withholding | 54,145 | $10.76 | $582,600 | 1,152,864 | Mar 3, 2025 |
| Butterfield Peter | General Counsel and CCO | Option Exercise | 90 | $0.35 | $31 | 260,258 | Mar 3, 2025 |
| Massaro Michael | Chief Executive Officer | Option Exercise | 88,731 | $0.59 | $52,351 | 1,146,987 | Feb 28, 2025 |
| Howard Gretchen | — | Purchase | 8,889 | $10.94 | $97,246 | 30,770 | Feb 27, 2025 |
| Massaro Michael | Chief Executive Officer | Gift | 657,236 | — | — | 657,236 | Dec 23, 2024 |
| Butterfield Peter | General Counsel and CCO | Sale | 4,760 | $20.68 | $98,437 | 259,585 | Dec 10, 2024 |
| Harris Matthew C | — | Award / Grant | 10,466 | — | — | 10,466 | Dec 9, 2024 |
| Massaro Michael | Chief Executive Officer | Tax Withholding | 16,213 | $23.14 | $375,169 | 1,715,492 | Dec 2, 2024 |
| Orgel Rob | President and COO | Tax Withholding | 8,344 | $23.14 | $193,080 | 465,304 | Dec 2, 2024 |
| Butterfield Peter | General Counsel and CCO | Tax Withholding | 3,090 | $23.14 | $71,503 | 264,345 | Dec 2, 2024 |
| King David R. | Chief Technology Officer | Tax Withholding | 6,831 | $23.14 | $158,069 | 609,849 | Dec 2, 2024 |
| Jaques Carleigh | — | Award / Grant | 15,604 | — | — | 15,604 | Nov 19, 2024 |