Matthew J. Hawkins - May 22, 2025 Form 4 Insider Report for Waystar Holding Corp. (WAY)

Signature
/s/ Gregory R. Packer, as Attorney-in-Fact
Stock symbol
WAY
Transactions as of
May 22, 2025
Transactions value $
-$11,770,769
Form type
4
Date filed
5/27/2025, 06:17 PM
Previous filing
May 14, 2025
Next filing
Jun 6, 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Hawkins Matthew J. Chief Executive Officer, Director 1550 DIGITAL DRIVE, #300, LEHI /s/ Gregory R. Packer, as Attorney-in-Fact 2025-05-27 0001998256

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction WAY Common Stock Options Exercise $8.91K +2.15K +0.28% $4.14 766K May 22, 2025 Direct
transaction WAY Common Stock Sale -$84.3K -2.15K -2.74% $39.15 76.4K May 22, 2025 Direct F1, F2
transaction WAY Common Stock Options Exercise $819K +198K +25.89% $4.14 962K May 23, 2025 Direct
transaction WAY Common Stock Sale -$7.62M -198K -20.57% $38.53 764K May 23, 2025 Direct F2, F3
transaction WAY Common Stock Options Exercise $580K +140K +18.34% $4.14 904K May 27, 2025 Direct
transaction WAY Common Stock Sale -$5.47M -140K -15.5% $39.03 764K May 27, 2025 Direct F1, F4

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction WAY Stock Options (right to buy) Options Exercise $0 -2.15K -0.13% $0.00 1.67M May 22, 2025 Common Stock 2.15K $4.14 Direct F5
transaction WAY Stock Options (right to buy) Options Exercise $0 -198K -11.84% $0.00 1.47M May 23, 2025 Common Stock 198K $4.14 Direct F5
transaction WAY Stock Options (right to buy) Options Exercise $0 -140K -9.52% $0.00 1.33M May 27, 2025 Common Stock 140K $4.14 Direct F5
holding WAY Stock Options (right to buy) 500K May 22, 2025 Common Stock 500K $4.14 By 2024 grantor retained annuity trust F5
holding WAY Stock Options (right to buy) 250K May 22, 2025 Common Stock 250K $4.14 By 2025 grantor retained annuity trust F5
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 The price reported in Column 4 is a weighted average price. These shares of common stock, par value $0.01 per share ("Common Stock") of Waystar Holding Corp. (the "Issuer") were sold in multiple transactions ranging from $39.15 to $39.16, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
F2 These transactions occurred pursuant to broker sales conducted in accordance with Rule 144 under the Securities Act of 1933, as amended.
F3 The price reported in Column 4 is a weighted average price. These shares of Common Stock of Issuer were sold in multiple transactions ranging from $38.37 to $38.6150, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
F4 The price reported in Column 4 is a weighted average price. These shares of Common Stock of Issuer were sold in multiple transactions ranging from $38.7500 to $39.4800, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
F5 These options are currently vested.