[144] Waystar Holding Corp. SEC Filing

Rhea-AI Filing Summary

Waystar Holding Corp. (WAY) Form 144 discloses a proposed sale of 16,666 common shares through Morgan Stanley Smith Barney LLC, with an aggregate market value of $681,472.74. The shares represent part of the issuer's outstanding common stock of 174,238,972 shares and are planned for sale on or about 09/10/2025 on NASDAQ. The filing states these shares were acquired on 09/10/2025 by exercise of stock options and paid for in cash the same day.

The filing also reports prior 10b5-1 sales by STEVEN M ORESKOVICH of 16,396 shares on 06/11/2025 for gross proceeds of $667,489.36. Standard Rule 144 representations about absence of undisclosed material information are included.

Positive

• Planned sale of 16,666 common shares is fully disclosed with broker, exchange, and aggregate market value
• Acquisition details provided: shares were acquired by exercise of stock options and paid in cash on the same date
• Recent 10b5-1 sale disclosed: 16,396 shares sold on 06/11/2025 for $667,489.36, demonstrating reporting consistency

Negative

• None.

Insights

Securities Analyst

TL;DR: Insider plans to sell 16,666 Waystar shares following an option exercise; prior 10b5-1 sales were executed in June.

The filing documents a routine Form 144 notification for an insider sale tied to an option exercise on the same date as acquisition and payment. The transaction is to be executed through Morgan Stanley Smith Barney on NASDAQ and discloses the aggregate value and outstanding share count. The filing also transparently lists a recent 10b5-1 sale of 16,396 shares generating $667,489.36, which provides context on recent insider liquidity actions. This is a standard compliance disclosure with no additional operational or financial detail about the issuer.

Corporate Governance Expert

TL;DR: Disclosure aligns with Rule 144 and 10b5-1 reporting requirements; includes the required representations regarding material information.

The submission contains required elements: broker name, share counts, acquisition method (option exercise), payment method (cash), planned sale date, and a recent 10b5-1 sale record. It includes the attestation that the seller is not aware of undisclosed material adverse information. The document appears to satisfy procedural disclosure obligations without providing extra commentary or signatures in the presented text.

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.

Relationship to Issuer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	16666	681472.74	174238972	09/10/2025	NASDAQ

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	09/10/2025	Exercise of Stock Options	Issuer			16666	09/10/2025	Cash

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
10b5-1 Sales for STEVEN M ORESKOVICH 1550 Digital Drive, #300 Lehi UT 84043	Common	06/11/2025	16396	667489.36

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

ATTENTION:

The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.

Signature

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What shares does the Waystar (WAY) Form 144 propose to sell?

The filing proposes sale of 16,666 common shares on or about 09/10/2025 via Morgan Stanley Smith Barney on NASDAQ with aggregate market value $681,472.74.

How were the shares reported in the Form 144 acquired?

The shares were acquired on 09/10/2025 by exercise of stock options from the issuer and paid for in cash on that date.

Has the filer recently sold other Waystar shares?

Yes. The filing lists a 10b5-1 sale by STEVEN M ORESKOVICH of 16,396 shares on 06/11/2025 for gross proceeds of $667,489.36.

What outstanding share count does the filing state?

The filing reports 174,238,972 shares outstanding for the issuer.

Through which broker will the proposed sale be executed?

The proposed sale will be executed through Morgan Stanley Smith Barney LLC, Executive Financial Services located at 1 New York Plaza, New York, NY.