Waystar Holding's top three insider shareholders as of September 29, 2026 are Capital Investors Llc Bain (TenPercentOwner, 27.98Mn shares), Luxco S.A R.L. Derby (TenPercentOwner, 24.88Mn shares), Pension Plan Investment Board Canada (TenPercentOwner, 19.03Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Capital Investors Llc Bain | TenPercentOwner | 0 | 41,223,956 | 41,223,956 | 38.9% | 16 Sep, 2025 |
| 2 | Luxco S.A R.L. Derby | TenPercentOwner | 0 | 24,879,437 | 24,879,437 | 23.5% | 16 Sep, 2025 |
| 3 | Pension Plan Investment Board Canada | TenPercentOwner | 0 | 19,025,452 | 19,025,452 | 17.9% | 16 Sep, 2025 |
| 4 | Paul G Moskowitz | Director, TenPercentOwner | 0 | 13,243,539 | 13,243,539 | 12.5% | 16 Sep, 2025 |
| 5 | Matthew J. Hawkins | Chief Executive Officer | 1,804,794 | 0 | 1,804,794 | 1.7% | 03 Sep, 2026 |
| 6 | William Chan | Chief Product Ai Officer | 1,580,812 | 0 | 1,580,812 | 1.5% | 11 Mar, 2026 |
| 7 | T. Craig Bridge | Chief Transformation Officer | 833,234 | 0 | 833,234 | 0.8% | 03 Sep, 2026 |
| 8 | Christopher L. Schremser | Chief Technology Officer | 495,033 | 0 | 495,033 | 0.5% | 09 Jun, 2026 |
| 9 | Iii Eric L. (Ric) Sinclair | Chief Business Officer | 474,826 | 0 | 474,826 | 0.4% | 22 Jan, 2026 |
| 10 | Steven M Oreskovich | Chief Financial Officer | 424,200 | 0 | 424,200 | 0.4% | 09 Jun, 2026 |
| 11 | Gregory R Packer | Chief Legal Officer | 418,255 | 0 | 418,255 | 0.4% | 03 Sep, 2026 |
| 12 | Amit Khanna | Chief Prod. Tech. Officer | 390,625 | 0 | 390,625 | 0.4% | 08 Sep, 2026 |
| 13 | Kimberly S. Wittman | Chief People Officer | 270,233 | 0 | 270,233 | 0.3% | 09 Jun, 2026 |
| 14 | Melissa F. (Missy) Miller | Chief Marketing Officer | 252,077 | 0 | 252,077 | 0.2% | 09 Jun, 2026 |
| 15 | Todd Charles Woods | Chief Commercial Officer | 220,506 | 0 | 220,506 | 0.2% | 10 Aug, 2026 |
| 16 | Alpana Wegner | Chief Financial Officer | 162,112 | 0 | 162,112 | 0.2% | 14 Aug, 2026 |
| 17 | John Patrick Driscoll | Director, Other | 100,060 | 0 | 100,060 | 0.1% | 03 Jun, 2026 |
| 18 | Matthew R. A. Heiman | Officer | 86,956 | 0 | 86,956 | 0.1% | 12 Jun, 2024 |
| 19 | Robert Demichiei | Director | 46,199 | 0 | 46,199 | 0.0% | 03 Jun, 2026 |
| 20 | Heidi Miller | Director | 40,917 | 0 | 40,917 | 0.0% | 03 Jun, 2026 |
| 21 | Vivian E. Riefberg | Director | 23,132 | 0 | 23,132 | 0.0% | 03 Jun, 2026 |
| 22 | Priscilla Hung | Director | 23,132 | 0 | 23,132 | 0.0% | 03 Jun, 2026 |
| 23 | Michael F Roman | Director | 14,437 | 0 | 14,437 | 0.0% | 03 Jun, 2026 |
| 24 | Aashima Gupta | Director | 14,437 | 0 | 14,437 | 0.0% | 03 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 |
|---|---|---|---|---|---|---|---|---|
| 17 Aug, 2026 | Amit Khanna | Chief Prod. Tech. Officer | Acquired A | 390,625 | $0.00 | $0 | 390,625 | Direct |
| 01 Sep, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed F | 30,287 | $25.73 | $779.28K | 1,804,794 | Direct |
| 01 Sep, 2026 | Gregory R Packer | Chief Legal Officer | Disposed F | 6,754 | $25.73 | $173.78K | 418,255 | Direct |
| 01 Sep, 2026 | T. Craig Bridge | Chief Transformation Officer | Disposed F | 30,792 | $25.73 | $792.28K | 833,234 | Direct |
| 02 Sep, 2026 | Matthew J. Hawkins | Chief Executive Officer | Acquired M | 82,500 | $4.14 | $341.55K | 1,887,294 | Direct |
| 02 Sep, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed S | 82,500 | $25.97 | $2.14Mn | 1,804,794 | Direct |
| 02 Sep, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed M | 82,500 | $0.00 | $0 | 1,510,098 | Direct |
| 24 Jul, 2026 | Alpana Wegner | Chief Financial Officer | Acquired A | 162,112 | $0.00 | $0 | 162,112 | Direct |
| 11 Aug, 2026 | Matthew J. Hawkins | Chief Executive Officer | Acquired M | 22,462 | $4.14 | $92.99K | 1,857,543 | Direct |
| 11 Aug, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed S | 22,462 | $25.04 | $562.35K | 1,835,081 | Direct |
| 13 Aug, 2026 | Matthew J. Hawkins | Chief Executive Officer | Acquired M | 60,038 | $4.14 | $248.56K | 1,895,119 | Direct |
| 13 Aug, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed S | 60,038 | $25.01 | $1.50Mn | 1,835,081 | Direct |
| 11 Aug, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed M | 22,462 | $0.00 | $0 | 1,375,875 | Direct |
| 13 Aug, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed M | 60,038 | $0.00 | $0 | 1,315,837 | Direct |
| 01 Aug, 2026 | Todd Charles Woods | Chief Commercial Officer | Acquired A | 90,827 | $0.00 | $0 | 220,506 | Direct |
| 01 Aug, 2026 | T. Craig Bridge | Chief Transformation Officer | Acquired A | 205,470 | $0.00 | $0 | 864,026 | Direct |
| 01 Aug, 2026 | Matthew J. Hawkins | Chief Executive Officer | Acquired A | 908,265 | $0.00 | $0 | 1,835,081 | Direct |
| 15 Jul, 2026 | Matthew J. Hawkins | Chief Executive Officer | Acquired M | 33,099 | $4.14 | $137.03K | 959,915 | Direct |
| 15 Jul, 2026 | Matthew J. Hawkins | Chief Executive Officer | Disposed S | 33,099 | $23.02 | $762.03K | 926,816 | Direct |
| 16 Jul, 2026 | Matthew J. Hawkins | Chief Executive Officer | Acquired M | 36,901 | $4.14 | $152.77K | 963,717 | Direct |