Matthew J. Hawkins - 06 Jun 2025 Form 4 Insider Report for Waystar Holding Corp. (WAY)

Role
Chief Executive Officer, Director
Signature
/s/ Gregory R. Packer, as Attorney-in-Fact
Issuer symbol
WAY
Transactions as of
06 Jun 2025
Net transactions value
-$2,740,418
Form type
4
Filing time
24 Sep 2025, 13:04:40 UTC
Previous filing
06 Jun 2025
Next filing
11 Jun 2025
SEC
View on sec.gov

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 24 Sep 2025 0001998256

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction WAY Common Stock Tax liability $1,891,941 -46,657 -6.1% $40.55 717,474 06 Jun 2025 Direct F1, F2
transaction WAY Common Stock Options Exercise $50,508 +12,200 +1.7% $4.14 729,674 22 Sep 2025 Direct F1, F3
transaction WAY Common Stock Sale $464,566 -12,200 -1.7% $38.08 717,474 22 Sep 2025 Direct F1, F3, F4
transaction WAY Common Stock Options Exercise $52,992 +12,800 +1.8% $4.14 730,274 23 Sep 2025 Direct F1, F3
transaction WAY Common Stock Sale $487,410 -12,800 -1.8% $38.08 717,474 23 Sep 2025 Direct F5

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 -12,200 -0.95% $0.000000 1,277,545 22 Sep 2025 Common Stock 12,200 $4.14 Direct F6
transaction WAY Stock Options (right to buy) Options Exercise $0 -12,800 -1% $0.000000 1,264,745 23 Sep 2025 Common Stock 12,800 $4.14 Direct F6
holding WAY Stock Options (right to buy) 343,135 06 Jun 2025 Common Stock 343,135 $4.14 By 2024 grantor retained annuity trust F6
holding WAY Stock Options (right to buy) 250,000 06 Jun 2025 Common Stock 250,000 $4.14 By 2025 grantor retained annuity trust F6
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Buy Plan / Sale Plan: These are also open market purchases/sales of shares, but in this case the transaction is part of a trading plan. Rule 10b5-1 allows insiders to setup a trading plan to buy/sell stocks over a certain period of time. Since the purchases/sales are predetermined, this protects the insiders from violating insider trading law.

Transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

Explanation of Responses:

Id Content
F1 Includes unvested RSUs.
F2 This transaction was not timely filed. The transaction represents shares of common stock withheld to pay taxes upon vesting of Non-Qualified Stock Options granted to the Reporting Person on June 6, 2024. The number of shares withheld was determined on June 6, 2025, based on the closing price of WAY common stock on that date. The ending balance reported herein is accurate and reflects the Reporting Person's current holdings.
F3 These transactions occurred automatically pursuant to a plan adopted by the Reporting Person on June 6, 2025 that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).
F4 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 $38.00 to $38.20, 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 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 $38.00 to $38.16, 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.
F6 These options are currently vested.