Waystar Holding CORP Form 4 insider transactions

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.

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

Paul G. Moskowitz, a director and 10% owner of Waystar Holding Corp., reported the sale of over 4.2 million shares for $168 million and the distribution of over 500,000 shares.

Bain Capital entities sold over 4.2 million shares of Waystar Holding Corp. common stock in a public offering and distributed an additional 516,371 shares for charitable gifts.

Derby LuxCo S.a r.l., a 10% owner and director of Waystar Holding Corp., sold 7,766,088 shares of common stock at $39.21 per share in a secondary offering.

Canada Pension Plan Investment Board (CPPIB) sold 5,938,773 shares of Waystar Holding Corp. common stock at $39.21 per share in a secondary offering.

Waystar Holding Corp.'s Chief Technology Officer, Christopher L. Schremser, reported the sale of shares for tax obligations and a pre-planned exercise and sale of stock options.

Waystar Holding Corp.'s CFO, Steven M. Oreskovich, executed a pre-planned sale of 16,666 common shares following the exercise of stock options.

Waystar Holding Corp.'s Chief Transformation Officer, T. Craig Bridge, reported the sale of 85,000 shares under a 10b5-1 plan and the withholding of 14,488 shares for tax obligations.

Waystar Holding Corp.'s Chief Business Officer, Eric L. Sinclair III, reported sales of common stock for tax purposes and through a pre-arranged 10b5-1 plan, alongside option exercises.

Waystar Holding Corp.'s Chief People Officer, Kimberly S. Wittman, reported the exercise of stock options and shares withheld for tax purposes, adjusting her beneficial ownership.

Waystar Holding Corp.'s Chief Marketing Officer, Melissa F. Miller, reported multiple stock transactions including tax-related dispositions and sales under a 10b5-1 plan.

Waystar Holding Corp.'s Chief Marketing Officer, Melissa F. Miller, filed an amended Form 4 to correct an omission regarding an option exercise and subsequent stock sale.

Waystar Holding Corp.'s Chief Business Officer, Eric L. Sinclair III, sold 9,702 shares of common stock for $35.111 per share after exercising options at $4.14, as part of a pre-arranged 10b5-1 plan.

Waystar Holding Corp. has granted its Chief Legal Officer, Gregory R. Packer, 78,321 restricted stock units as part of his compensation.

Waystar Holding Corp. CEO Matthew J. Hawkins exercised stock options and immediately sold the acquired shares under a pre-arranged trading plan.

Waystar Holding Corp.'s Chief Technology Officer, Christopher L. Schremser, sold 8,623 shares of common stock for approximately $34.49 per share, following the exercise of options, as part of a pre-arranged 10b5-1 trading plan.

Waystar Holding Corp.'s CEO and Director, Matthew J. Hawkins, reported a reclassification of 156,865 stock options from indirect to direct ownership, with no change to his total beneficial interest.

Waystar Holding Corp.'s Chief Business Officer, Eric L. Sinclair III, reported the exercise of stock options and a simultaneous sale of an equal number of shares, reducing his direct beneficial ownership.

Waystar Holding Corp.'s Chief Transformation Officer, T. Craig Bridge, sold 85,000 shares of common stock for approximately $3.15 million under a pre-arranged trading plan.