Waystar (WAY) CTO sells 8,623 shares after option exercise

Waystar Holding Corp. (WAY) reported an insider transaction by its Chief Technology Officer.

Rhea-AI Filing Summary

Waystar Holding Corp. (WAY) reported an insider transaction by its Chief Technology Officer. On 10/10/2025, the officer exercised stock options for 8,623 shares at $4.14 per share and sold 8,623 shares at a weighted average price of $36.2072. The sales occurred in multiple trades ranging from $35.66 to $37.22.

Following these transactions, the officer beneficially owned 422,371 shares directly, which includes unvested RSUs. The officer also held 86,240 stock options after the transactions. The activity occurred automatically under a Rule 10b5-1(c) trading plan adopted on December 6, 2024.

Insider Trade Summary

Exercise and Sale: 8,623 shares ($277K approx. pre-tax spread)

Exercise and Sale 3 txns

Insider Schremser Christopher L.

Role Chief Technology Officer

Sold 8,623 shs ($312K)

Approx. gross sale proceeds $312K

Approx. exercise cost $36K

Approx. pre-tax spread $277K

Type	Security	Shares	Price	Value
Exercise	Stock Options (right to buy)	8,623	$0.00	$0.00
Exercise	Common Stock	8,623	$4.14	$36K
Sale	Common Stock	8,623	$36.2072	$312K

Holdings After Transaction: Stock Options (right to buy) — 86,240 contracts (Direct); Common Stock — 422,371 shares (Direct)

Footnotes (4)

1. F1. These transactions occurred automatically pursuant to a plan adopted by the Reporting Person on December 6, 2024 that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).
2. F2. Includes unvested RSUs.
3. 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 $35.66 to $37.22, 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.
4. F4. These options are currently vested.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider activity did WAY report?

The CTO exercised 8,623 stock options at $4.14 and sold 8,623 shares at a weighted average price of $36.2072 on 10/10/2025.

How many WAY shares does the insider own after the transaction?

The officer beneficially owned 422,371 shares directly after the transactions, which includes unvested RSUs.

What price range were the WAY shares sold at?

Sales occurred in multiple trades ranging from $35.66 to $37.22 per share.

How many stock options does the insider still hold?

The officer held 86,240 stock options following the reported transactions.

Was the WAY trade under a Rule 10b5-1 plan?

Yes. The transactions occurred automatically under a plan adopted on December 6, 2024 intended to satisfy Rule 10b5-1(c).

What is the insider’s role at WAY?

The reporting person is an Officer, serving as Chief Technology Officer.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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Accepted by SEC EDGAR 10/14/2025 - 10:40 AM EDT Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

1. Name and Address of Reporting Person^*

Schremser Christopher L.

(Last) (First) (Middle)

1550 DIGITAL DRIVE, #300

(Street)

LEHI UT 84043

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Waystar Holding Corp. [ WAY ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Technology Officer

3. Date of Earliest Transaction (Month/Day/Year)
10/10/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	10/10/2025		M		8,623	A	$4.14	430,994(1)(2)	D
Common Stock	10/10/2025		S		8,623	D	$36.2072(3)	422,371(1)(2)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Stock Options (right to buy)	$4.14	10/10/2025		M			8,623	(4)	11/01/2027	Common Stock	8,623	$0	86,240	D

Explanation of Responses:

1. These transactions occurred automatically pursuant to a plan adopted by the Reporting Person on December 6, 2024 that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

2. Includes unvested RSUs.

3. 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 $35.66 to $37.22, 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.

4. These options are currently vested.

Remarks:

	/s/ Gregory R. Packer, as Attorney-in-Fact	10/14/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.