Waystar Holding CORP Form 4 insider transactions

Alpana Wegner, Chief Financial Officer of Waystar Holding Corp., received 162,112 shares of common stock on July 24, 2026.

Matthew J. Hawkins, Chief Executive Officer and a Director of Waystar Holding Corp., sold 82,500 shares of common stock on August 11, 2026.

Todd Charles Woods, Chief Commercial Officer of Waystar Holding Corp., received 90,827 shares of common stock on August 1, 2026.

Gregory R Packer, Chief Legal officer of Waystar Holding Corp., reported multiple transactions in common stock on April 6, 2026.

Matthew J. Hawkins, Chief Executive Officer and a Director of Waystar Holding Corp., received 908,265 shares of common stock on August 1, 2026.

T. Craig Bridge, Chief Transformation Officer of Waystar Holding Corp., received 205,470 shares of common stock on August 1, 2026.

Matthew J. Hawkins, Chief Executive Officer and a Director of Waystar Holding Corp., sold 70,000 shares of common stock on July 15, 2026.

Waystar Holding Corp. CEO Matthew Hawkins reported the withholding of 47,754 shares to cover tax obligations related to stock option vesting.

Waystar Holding Corp. Chief People Officer Kimberly S. Wittman disposed of 2,731 shares to cover tax obligations related to equity vesting.

Waystar Holding Corp. Chief Transformation Officer T. Craig Bridge disposed of 12,212 shares to cover tax obligations.

Waystar Holding Corp. CFO Steven M. Oreskovich withheld 12,583 shares to satisfy tax obligations related to stock option vesting.

Waystar Holding Corp. Chief Marketing Officer Melissa Miller sold 2,887 shares to cover tax obligations related to stock option vesting.

Waystar Holding Corp. Chief Technology Officer Christopher L. Schremser reported the withholding of 14,751 shares to cover tax obligations upon the vesting of stock options.

Director Robert DeMichiei was granted 9,303 restricted stock units in Waystar Holding Corp. as part of equity compensation.

Director Aashima Gupta was granted 9,303 restricted stock units in Waystar Holding Corp. as part of an equity compensation arrangement.

Director Michael Roman was granted 9,303 restricted stock units in Waystar Holding Corp. as part of an equity compensation award.

Director Vivian E. Riefberg was granted 9,303 restricted stock units in Waystar Holding Corp. as part of an equity compensation award.

Waystar Holding Corp. director Heidi Miller was granted 9,303 restricted stock units as part of equity compensation.

Director Priscilla Hung was granted 9,303 restricted stock units in Waystar Holding Corp. as part of equity compensation.

Waystar Holding Corp. Chairperson John Driscoll was granted 9,303 restricted stock units as part of an equity compensation award.

Waystar Holding Corp.'s Chief Business Officer, Eric L. Sinclair III, exercised stock options and subsequently sold an equal number of common shares totaling 40,225, as part of a pre-arranged 10b5-1 trading plan.

Waystar Holding Corp.'s Chief Business Officer, Eric L. Sinclair III, exercised options and immediately sold 9,701 shares of common stock for a significant profit.

Waystar Holding Corp.'s Chief Technology Officer, Christopher L. Schremser, exercised stock options and subsequently sold a portion of common stock on December 10, 2025, under a pre-arranged 10b5-1 plan.

Waystar Holding Corp.'s Chief Marketing Officer, Melissa F. Miller, exercised stock options and subsequently sold an equal number of common shares for a profit.

Waystar Holding Corp.'s Chief Business Officer, Eric L. Sinclair III, exercised stock options and subsequently sold an equal number of shares as part of a pre-arranged 10b5-1 plan.

Waystar Holding Corp.'s Chief Technology Officer, Christopher L. Schremser, sold 8,623 shares of common stock after exercising vested options, pursuant to a pre-arranged 10b5-1 plan.

Waystar Holding Corp.'s Chief Business Officer, Eric L. Sinclair III, exercised stock options and subsequently sold 9,701 shares of common stock on October 20, 2025, under a Rule 10b5-1 plan.

Waystar Holding Corp. CEO Matthew J. Hawkins reported the exercise of stock options and subsequent sale of common stock under a pre-arranged 10b5-1 trading plan.

Waystar Holding Corp.'s Chief Technology Officer, Christopher L. Schremser, executed a planned sale of 8,623 common shares on October 10, 2025, following the exercise of stock options.

Waystar Holding Corp. CEO Matthew J. Hawkins reported exercising stock options and selling an equivalent number of shares, alongside a delayed tax withholding transaction.