Waystar Holding 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 |
|---|---|---|---|---|---|---|---|
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,701 | $4.14 | $40,162 | 484,527 | Dec 22, 2025 |
| Schremser Christopher L. | Chief Technology Officer | Sale | 8,623 | $30.41 | $262,225 | 422,371 | Dec 10, 2025 |
| Miller Melissa F. (Missy) | Chief Marketing Officer | Option Exercise | 3,400 | $18.19 | $61,846 | 196,661 | Nov 25, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Sale | 9,701 | $35.27 | $342,154 | 474,826 | Nov 20, 2025 |
| Schremser Christopher L. | Chief Technology Officer | Sale | 8,623 | $36.12 | $311,463 | 422,371 | Nov 10, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,701 | $4.14 | $40,162 | 484,527 | Oct 20, 2025 |
| Hawkins Matthew J. | Chief Executive Officer | Sale | 200 | $38.00 | $7,600 | 717,474 | Oct 15, 2025 |
| Schremser Christopher L. | Chief Technology Officer | Option Exercise | 8,623 | $4.14 | $35,699 | 430,994 | Oct 10, 2025 |
| Hawkins Matthew J. | Chief Executive Officer | Sale | 12,800 | $38.08 | $487,424 | 717,474 | Sep 22, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Sale | 9,701 | $37.63 | $365,049 | 474,826 | Sep 22, 2025 |
| Moskowitz Paul G | — | Other | 516,371 | — | — | 13,243,539 | Sep 12, 2025 |
| Bain Capital Fund XI, L.P. | — | Sale | 4,295,139 | $39.21 | $168,412,400 | 13,759,910 | Sep 12, 2025 |
| Derby LuxCo S.a r.l. | — | Sale | 7,766,088 | $39.21 | $304,508,310 | 24,879,437 | Sep 12, 2025 |
| CPP Investment Board Private Holdings (4) Inc. | — | Sale | 5,938,773 | $39.21 | $232,859,289 | 19,025,452 | Sep 12, 2025 |
| Schremser Christopher L. | Chief Technology Officer | Sale | 8,623 | $40.49 | $349,145 | 422,371 | Sep 10, 2025 |
| Oreskovich Steven M | Chief Financial Officer | Sale | 16,666 | $40.49 | $674,806 | 354,512 | Sep 10, 2025 |
| Wittman Kimberly S. | Chief People Officer | Tax Withholding | 2,670 | $40.55 | $108,268 | 193,261 | Sep 4, 2025 |
| Miller Melissa F. (Missy) | Chief Marketing Officer | Sale | 3,400 | $37.01 | $125,834 | 193,261 | Aug 26, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,702 | $4.14 | $40,166 | 500,572 | Aug 20, 2025 |
| PACKER GREGORY R | Chief Legal officer | Award / Grant | 78,321 | — | — | 131,147 | Aug 18, 2025 |
| Hawkins Matthew J. | Chief Executive Officer | Sale | 46,667 | $34.66 | $1,617,478 | 764,131 | Aug 12, 2025 |
| Schremser Christopher L. | Chief Technology Officer | Option Exercise | 8,623 | $4.14 | $35,699 | 446,667 | Aug 11, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,702 | $4.14 | $40,166 | 500,572 | Jul 21, 2025 |
| Bridge T. Craig | Chief Transformation Officer | Sale | 85,000 | $37.09 | $3,152,650 | 682,843 | Jul 21, 2025 |
| Hawkins Matthew J. | Chief Executive Officer | Sale | 46,667 | $38.26 | $1,785,479 | 764,131 | Jul 15, 2025 |
| Schremser Christopher L. | Chief Technology Officer | Sale | 8,623 | $37.63 | $324,483 | 438,044 | Jul 10, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,702 | $4.14 | $40,166 | 500,572 | Jun 25, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,702 | $4.14 | $40,166 | 500,572 | Jun 20, 2025 |
| Hung Priscilla | — | Award / Grant | 5,134 | — | — | 13,829 | Jun 16, 2025 |
| MILLER HEIDI | — | Award / Grant | 5,134 | — | — | 31,614 | Jun 16, 2025 |
| Riefberg Vivian E. | — | Award / Grant | 5,134 | — | — | 13,829 | Jun 16, 2025 |
| Roman Michael F | — | Award / Grant | 5,134 | — | — | 5,134 | Jun 16, 2025 |
| DeMichiei Robert | — | Award / Grant | 5,134 | — | — | 36,896 | Jun 16, 2025 |
| DRISCOLL JOHN PATRICK | — | Award / Grant | 5,134 | — | — | 90,757 | Jun 16, 2025 |
| Gupta Aashima | — | Award / Grant | 5,134 | — | — | 5,134 | Jun 16, 2025 |
| Oreskovich Steven M | Chief Financial Officer | Sale | 16,396 | $40.71 | $667,481 | 368,550 | Jun 11, 2025 |
| Miller Melissa F. (Missy) | Chief Marketing Officer | Sale | 6,072 | $40.71 | $247,191 | 192,484 | Jun 11, 2025 |
| Bridge T. Craig | Chief Transformation Officer | Sale | 15,946 | $40.71 | $649,162 | 767,843 | Jun 11, 2025 |
| Schremser Christopher L. | Chief Technology Officer | Sale | 8,623 | $40.58 | $349,921 | 438,044 | Jun 10, 2025 |
| Hawkins Matthew J. | Chief Executive Officer | Sale | 2,704 | $40.57 | $109,701 | 764,131 | Jun 10, 2025 |
| Bridge T. Craig | Chief Transformation Officer | Sale | 85,000 | $40.06 | $3,405,100 | 583,355 | Jun 6, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 19,404 | $4.14 | $80,333 | 494,230 | Jun 6, 2025 |
| Hawkins Matthew J. | Chief Executive Officer | Option Exercise | 59,836 | $4.14 | $247,721 | 823,967 | Jun 5, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,702 | $4.14 | $40,166 | 500,572 | May 30, 2025 |
| Hawkins Matthew J. | Chief Executive Officer | Sale | 140,164 | $39.03 | $5,470,601 | 764,131 | May 22, 2025 |
| Sinclair III Eric L. (Ric) | Chief Business Officer | Option Exercise | 9,702 | $4.14 | $40,166 | 500,572 | May 21, 2025 |
| CPP Investment Board Private Holdings (4) Inc. | — | Sale | 4,111,357 | $37.39 | $153,723,638 | 25,580,929 | May 20, 2025 |
| BCPE Derby (DE) SPV, LP | — | Sale | 451,837 | $37.39 | $16,894,185 | 18,055,049 | May 16, 2025 |
| Moskowitz Paul G | — | Sale | 451,837 | $37.39 | $16,894,185 | 18,055,049 | May 16, 2025 |
| Derby LuxCo S.a r.l. | — | Sale | 806,459 | $37.39 | $30,153,502 | 32,645,525 | May 16, 2025 |