III Eric L. (Ric) Sinclair - 20 Jan 2026 Form 4 Insider Report for Waystar Holding Corp. (WAY)

Signature
/s/ Gregory R. Packer, as Attorney-in-Fact
Issuer symbol
WAY
Transactions as of
20 Jan 2026
Net transactions value
-$937,299
Form type
4
Filing time
22 Jan 2026, 16:14:18 UTC
Previous filing
23 Dec 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Sinclair III Eric L. (Ric) Chief Business Officer 1550 DIGITAL DRIVE, #300, LEHI /s/ Gregory R. Packer, as Attorney-in-Fact 22 Jan 2026 0001998250

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction WAY Common Stock Options Exercise $137,553 +7,562 +1.6% $18.19 482,388 20 Jan 2026 Direct F1, F2
transaction WAY Common Stock Options Exercise $135,225 +32,663 +6.8% $4.14 515,051 20 Jan 2026 Direct F1, F2
transaction WAY Common Stock Sale $1,210,077 -40,225 -7.8% $30.08 474,826 20 Jan 2026 Direct F1, F2, F3

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 -7,562 -4.2% $0.000000 173,938 20 Jan 2026 Common Stock 7,562 $18.19 Direct F4
transaction WAY Stock Options (right to buy) Options Exercise $0 -32,663 -84% $0.000000 6,141 20 Jan 2026 Common Stock 32,663 $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 Includes unvested RSUs.
F2 These transactions occurred automatically pursuant to a plan adopted by the Reporting Person on August 24, 2025 that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).
F3 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 $30.00 to $30.23, 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 Options granted on August 9, 2020 of which 50% of the option vests in five substantially equal annual installments commencing on August 9, 2021 and the remaining 50% of the option vests upon achievement of certain specified performance-based vesting criteria.
F5 These options are currently vested.