Steven M. Oreskovich - 06 Jun 2025 Form 4 Insider Report for Waystar Holding Corp. (WAY)

Role
Chief Financial Officer
Signature
/s/ Gregory R. Packer, as Attorney-in-Fact
Issuer symbol
WAY
Transactions as of
06 Jun 2025
Net transactions value
-$1,175,092
Form type
4
Filing time
11 Sep 2025, 11:42:28 UTC
Previous filing
03 Apr 2025
Next filing
12 Jun 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Oreskovich Steven M Chief Financial Officer 1550 DIGITAL DRIVE, #300, LEHI /s/ Gregory R. Packer, as Attorney-in-Fact 11 Sep 2025 0001368470

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction WAY Common Stock Tax liability $569,241 -14,038 -3.8% $40.55 354,512 06 Jun 2025 Direct F1
transaction WAY Common Stock Options Exercise $68,997 +16,666 +4.7% $4.14 371,178 10 Sep 2025 Direct F2, F3
transaction WAY Common Stock Sale $674,848 -16,666 -4.5% $40.49 354,512 10 Sep 2025 Direct F2, F3, 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 -16,666 -14% $0.000000 101,205 10 Sep 2025 Common Stock 16,666 $4.14 Direct F5
* 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 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.
F2 Includes unvested RSUs.
F3 These transactions occurred automatically pursuant to a plan adopted by the Reporting Person on September 6, 2024 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 $40.09 to $40.90, 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.