WAY insider trading — Waystar Holding Corp.
No open-market insider purchases or sales were filed for Waystar Holding Corp. (WAY) in the last 90 days. Other insider transactions — such as stock awards, option exercises or tax withholding — are listed below.
Updated Oct 16, 2026.
Recent WAY insider transactions
Every Form 4 filed by Waystar Holding Corp. officers, directors and 10% owners in the last 90 days, newest first. P = open-market purchase, S = open-market sale; other codes are awards, option exercises, tax withholding or gifts.
| Trade date | Insider | Role | Type | Ownership | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|---|
| Oct 6, 2026 | Hawkins Matthew J. | Chief Executive Officer | M · Option exercise · 10b5-1 | Direct | 82,500 | $4.14 | $342K | Form 4 |
| Oct 6, 2026 | Hawkins Matthew J. | Chief Executive Officer | S · Sale · 10b5-1 | Direct | 82,500 | $26.23 | $2.16M | Form 4 |
| Oct 5, 2026 | Chan William | Chief Product & AI Officer | F · Tax withholding | Direct | 9,560 | $26.07 | $249K | Form 4 |
| Aug 17, 2026 | Khanna Amit | Chief Prod. & Tech. Officer | A · Grant/award | Direct | 390,625 | — | — | Form 4 |
| Sep 1, 2026 | Packer Gregory R | Chief Legal officer | F · Tax withholding | Direct | 6,754 | $25.73 | $174K | Form 4 |
| Sep 1, 2026 | Bridge T. Craig | Chief Transformation Officer | F · Tax withholding | Direct | 30,792 | $25.73 | $792K | Form 4 |
| Sep 2, 2026 | Hawkins Matthew J. | Chief Executive Officer | M · Option exercise · 10b5-1 | Direct | 82,500 | $4.14 | $342K | Form 4 |
| Sep 2, 2026 | Hawkins Matthew J. | Chief Executive Officer | S · Sale · 10b5-1 | Direct | 82,500 | $25.97 | $2.14M | Form 4 |
| Sep 1, 2026 | Hawkins Matthew J. | Chief Executive Officer | F · Tax withholding · 10b5-1 | Direct | 30,287 | $25.73 | $779K | Form 4 |
| Jul 24, 2026 | Wegner Alpana | Chief Financial Officer | A · Grant/award | Direct | 162,112 | — | — | Form 4 |
| Aug 13, 2026 | Hawkins Matthew J. | Chief Executive Officer | M · Option exercise · 10b5-1 | Direct | 60,038 | $4.14 | $249K | Form 4 |
| Aug 13, 2026 | Hawkins Matthew J. | Chief Executive Officer | S · Sale · 10b5-1 | Direct | 60,038 | $25.01 | $1.50M | Form 4 |
| Aug 11, 2026 | Hawkins Matthew J. | Chief Executive Officer | M · Option exercise · 10b5-1 | Direct | 22,462 | $4.14 | $93K | Form 4 |
| Aug 11, 2026 | Hawkins Matthew J. | Chief Executive Officer | S · Sale · 10b5-1 | Direct | 22,462 | $25.04 | $562K | Form 4 |
| Aug 1, 2026 | Woods Todd Charles | Chief Commercial Officer | A · Grant/award | Direct | 90,827 | — | — | Form 4 |
| Aug 1, 2026 | Packer Gregory R | Chief Legal officer | A · Grant/award | Direct | 232,061 | — | — | Form 4 |
| Apr 6, 2026 | Packer Gregory R | Chief Legal officer | F · Tax withholding | Direct | 4,016 | $23.69 | $95K | Form 4 |
| Aug 1, 2026 | Hawkins Matthew J. | Chief Executive Officer | A · Grant/award | Direct | 908,265 | — | — | Form 4 |
| Aug 1, 2026 | Bridge T. Craig | Chief Transformation Officer | A · Grant/award | Direct | 205,470 | — | — | Form 4 |
WAY insider trading FAQ
Are insiders buying WAY stock?
Not on the open market. In the last 90 days, Waystar Holding Corp. insiders made no open-market purchases, and no open-market sales. Purchases with the insider's own money are generally seen as a stronger signal than sales, which happen for many reasons (taxes, diversification, planned 10b5-1 sales).
Who are the insiders trading WAY?
No insider bought or sold on the open market in the last 90 days.
Where does WAY insider trading data come from?
Every transaction comes from SEC Form 4 filings on EDGAR. Company officers, directors and 10% owners must file a Form 4 within two business days of buying or selling. InsiderBolt reads these filings directly from the SEC.
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Insider trading data is for informational purposes only and is not investment advice. Filings can be amended; always confirm details on SEC EDGAR.