Waystar insider Craig Bridge discloses $3.17M proposed sale under Rule 144

Rhea-AI Filing Summary

Waystar Holding Corp. (WAY) insider Craig Bridge notified the SEC of a proposed sale under Rule 144 of 85,000 common shares through Morgan Stanley Smith Barney, with an aggregate market value of $3,167,950.00. The filing shows those shares were acquired on 07/19/2024 via previously exercised stock options and paid in cash on the same date. The notice lists an approximate sale date of 09/08/2025 and reports 174,238,972 shares outstanding for the issuer, with the broker exchange listed as NASDAQ. The filing also discloses prior 10b5-1 sales by Craig Bridge during the past three months: 85,000 shares on 07/21/2025 for gross proceeds of $3,152,837.00 and 15,946 shares on 06/11/2025 for $649,177.61. The filer certifies compliance with Rule 10b5-1 representations in the signature section.

Insights

Financial Analyst

TL;DR: Insider sold options-derived shares; transaction is disclosed and appears routine, with disclosed 10b5-1 activity.

The filing reports a planned sale of 85,000 common shares by Craig Bridge, acquired by exercise of stock options on 07/19/2024 and paid in cash. The aggregate market value reported is $3,167,950 against total outstanding shares of 174,238,972, which implies the sale represents a very small fraction of the outstanding base. The document also lists recent 10b5-1 sales on 06/11/2025 and 07/21/2025, indicating prior execution of trading plans. From a financial standpoint, these are standard insider liquidity events rather than indicators of company-wide financial stress because the shares originated from option exercise and the filing follows disclosure rules.

Corporate Governance Expert

TL;DR: Proper Rule 144 notice and 10b5-1 disclosures appear to be in place; documentation supports regulatory compliance.

The form contains required information: acquirer, acquisition date (07/19/2024), nature of acquisition (previously exercised stock options), payment method (cash), broker details (Morgan Stanley Smith Barney), and recent 10b5-1 sales. The inclusion of the signature representation regarding material nonpublic information and the plan adoption/instruction fields aligns with best practices for insider trading compliance. No statements in the filing suggest undisclosed material information.

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	85000	3167950.00	174238972	09/08/2025	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	07/19/2024	Previously Exercised Stock Options	Issuer			85000	07/19/2024	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 CRAIG BRIDGE 1550 Digital Drive, #300 Lehi UT 84043	Common	07/21/2025	85000	3152837.00
10b5-1 Sales for CRAIG BRIDGE 1550 Digital Drive, #300 Lehi UT 84043	Common	06/11/2025	15946	649177.61

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 did Craig Bridge notify for sale in the Form 144 for WAY?

The filing notifies a proposed sale of 85,000 common shares through Morgan Stanley Smith Barney with an aggregate market value of $3,167,950.00.

How and when were the shares being sold in the Form 144 acquired?

The shares were acquired on 07/19/2024 via previously exercised stock options and paid for in cash on that date.

Does the Form 144 indicate prior sales by the insider?

Yes. The filing lists 10b5-1 sales by Craig Bridge: 15,946 shares on 06/11/2025 (gross proceeds $649,177.61) and 85,000 shares on 07/21/2025 (gross proceeds $3,152,837.00).

What is the issuer's outstanding share count reported in the filing?

The filing reports 174,238,972 shares outstanding.

Which broker and exchange are listed for the planned sale?

The broker is Morgan Stanley Smith Barney LLC Executive Financial Services, and the exchange is listed as NASDAQ.