WAYSTAR HOLDING CORP (WAY) — insider trading
Health Care · NASDAQ
WAYSTAR HOLDING CORP (WAY) has 49 reported SEC Form 4 insider transactions in our data, including 6 open-market sales among the most recent 49 (latest 2026-10-06).
Recent Form 4 transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| 2026-10-06 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion (derivative) | 82,500 | — | $0 | Form 4 |
| 2026-10-06 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Open-market sale | 82,500 | $26.23 | $2.16M | Form 4 |
| 2026-10-06 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion | 82,500 | $4.14 | $341.6K | Form 4 |
| 2026-10-05 | Chan William | Officer (Chief Product & AI Officer) | Shares withheld for taxes / exercise cost | 9,560 | $26.07 | $249.2K | Form 4 |
| 2026-09-02 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion (derivative) | 82,500 | — | $0 | Form 4 |
| 2026-09-02 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Open-market sale | 82,500 | $25.97 | $2.14M | Form 4 |
| 2026-09-02 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion | 82,500 | $4.14 | $341.6K | Form 4 |
| 2026-09-01 | PACKER GREGORY R | Officer (Chief Legal officer) | Shares withheld for taxes / exercise cost | 6,754 | $25.73 | $173.8K | Form 4 |
| 2026-09-01 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Shares withheld for taxes / exercise cost | 30,287 | $25.73 | $779.3K | Form 4 |
| 2026-09-01 | Bridge T. Craig | Officer (Chief Transformation Officer) | Shares withheld for taxes / exercise cost | 30,792 | $25.73 | $792.3K | Form 4 |
| 2026-08-17 | Khanna Amit | Officer (Chief Prod. & Tech. Officer) | Grant / award / vesting | 390,625 | — | $0 | Form 4 |
| 2026-08-13 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion (derivative) | 60,038 | — | $0 | Form 4 |
| 2026-08-13 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Open-market sale | 60,038 | $25.01 | $1.50M | Form 4 |
| 2026-08-13 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion | 60,038 | $4.14 | $248.6K | Form 4 |
| 2026-08-11 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion (derivative) | 22,462 | — | $0 | Form 4 |
| 2026-08-11 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Open-market sale | 22,462 | $25.04 | $562.4K | Form 4 |
| 2026-08-11 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion | 22,462 | $4.14 | $93.0K | Form 4 |
| 2026-08-01 | Woods Todd Charles | Officer (Chief Commercial Officer) | Grant / award / vesting | 90,827 | — | $0 | Form 4 |
| 2026-08-01 | Bridge T. Craig | Officer (Chief Transformation Officer) | Grant / award / vesting | 205,470 | — | $0 | Form 4 |
| 2026-08-01 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Grant / award / vesting | 908,265 | — | $0 | Form 4 |
| 2026-08-01 | PACKER GREGORY R | Officer (Chief Legal officer) | Grant / award / vesting | 232,061 | — | $0 | Form 4 |
| 2026-07-24 | Wegner Alpana | Officer (Chief Financial Officer) | Grant / award / vesting | 162,112 | — | $0 | Form 4 |
| 2026-07-16 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion (derivative) | 36,901 | — | $0 | Form 4 |
| 2026-07-16 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Open-market sale | 36,901 | $23.09 | $851.9K | Form 4 |
| 2026-07-16 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion | 36,901 | $4.14 | $152.8K | Form 4 |
| 2026-07-15 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion (derivative) | 33,099 | — | $0 | Form 4 |
| 2026-07-15 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Open-market sale | 33,099 | $23.02 | $762.0K | Form 4 |
| 2026-07-15 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Option exercise / conversion | 33,099 | $4.14 | $137.0K | Form 4 |
| 2026-06-09 | Schremser Christopher L. | Officer (Chief Technology Officer) | Shares withheld for taxes / exercise cost | 14,751 | $19.23 | $283.7K | Form 4 |
| 2026-06-09 | Miller Melissa F. (Missy) | Officer (Chief Marketing Officer) | Shares withheld for taxes / exercise cost | 2,887 | $19.23 | $55.5K | Form 4 |
| 2026-06-09 | Oreskovich Steven M | Officer (Chief Financial Officer) | Shares withheld for taxes / exercise cost | 12,583 | $19.23 | $242.0K | Form 4 |
| 2026-06-09 | Bridge T. Craig | Officer (Chief Transformation Officer) | Shares withheld for taxes / exercise cost | 12,212 | $19.23 | $234.8K | Form 4 |
| 2026-06-09 | Wittman Kimberly S. | Officer (Chief People Officer) | Shares withheld for taxes / exercise cost | 2,731 | $19.23 | $52.5K | Form 4 |
| 2026-06-09 | Hawkins Matthew J. | Director, Officer (Chief Executive Officer) | Shares withheld for taxes / exercise cost | 47,754 | $19.23 | $918.3K | Form 4 |
| 2026-06-03 | Roman Michael F | Director | Grant / award / vesting | 10,446 | — | $0 | Form 4/A |
| 2026-06-03 | Riefberg Vivian E. | Director | Grant / award / vesting | 10,446 | — | $0 | Form 4/A |
| 2026-06-03 | MILLER HEIDI | Director | Grant / award / vesting | 10,446 | — | $0 | Form 4/A |
| 2026-06-03 | Hung Priscilla | Director | Grant / award / vesting | 10,446 | — | $0 | Form 4/A |
| 2026-06-03 | Gupta Aashima | Director | Grant / award / vesting | 10,446 | — | $0 | Form 4/A |
| 2026-06-03 | DeMichiei Robert | Director | Grant / award / vesting | 10,446 | — | $0 | Form 4/A |
| 2026-06-03 | DRISCOLL JOHN PATRICK | Director, Other | Grant / award / vesting | 10,446 | — | $0 | Form 4/A |
| 2026-06-03 | DRISCOLL JOHN PATRICK | Director, Other | Grant / award / vesting | 9,303 | — | $0 | Form 4 |
| 2026-06-03 | Hung Priscilla | Director | Grant / award / vesting | 9,303 | — | $0 | Form 4 |
| 2026-06-03 | MILLER HEIDI | Director | Grant / award / vesting | 9,303 | — | $0 | Form 4 |
| 2026-06-03 | Riefberg Vivian E. | Director | Grant / award / vesting | 9,303 | — | $0 | Form 4 |
| 2026-06-03 | Roman Michael F | Director | Grant / award / vesting | 9,303 | — | $0 | Form 4 |
| 2026-06-03 | Gupta Aashima | Director | Grant / award / vesting | 9,303 | — | $0 | Form 4 |
| 2026-06-03 | DeMichiei Robert | Director | Grant / award / vesting | 9,303 | — | $0 | Form 4 |
| 2026-04-06 | PACKER GREGORY R | Officer (Chief Legal officer) | Shares withheld for taxes / exercise cost | 4,016 | $23.69 | $95.1K | Form 4 |
Ask the chat about WAY's insider activity →
Transaction types are the SEC Form 4 codes: open-market purchases (P) and sales (S) are the only rows that reflect open-market conviction. Awards/vesting (A), option exercises (M/X/C), shares withheld for taxes (F) and gifts (G) are compensation or mechanical, not buying or selling on the open market. Sales may be planned and non-discretionary (e.g. a Rule 10b5-1 plan); open-market buying is not a recommendation to buy. Informational only — not financial advice.
Source: SEC EDGAR Form 3/4/5. See the full company profile: WAYSTAR HOLDING CORP (WAY).
Last updated 2026-10-06 (most recent filing date).
Informational only — NOT financial advice. Insider filings are sourced from SEC EDGAR and shown with their reported dates.