WAY insider Matthew Hawkins plans stock sale

WAY insider Matthew J. Hawkins filed to sell common stock under a Rule 144 framework.

Rhea-AI Filing Summary

WAY insider Matthew J. Hawkins filed to sell common stock under a Rule 144 framework. The filing lists a proposed sale of 22,462 common shares, expected to be issued from an exercise of stock options on 08/11/2026, with a proposed aggregate value of $554,811.40. It also details several recent 10b5-1 plan sales of common shares over the prior three months, indicating ongoing, pre-arranged selling activity.

Key Figures

Planned shares to be sold: 22,462 shares Planned aggregate sale value: $554,811.40 10b5-1 sale on 07/16/2026: 36,901 shares for $851,944.46 +2 more

5 metrics

Planned shares to be sold 22,462 shares Common stock from exercise of stock options expected 08/11/2026

Planned aggregate sale value $554,811.40 Proposed sale of 22,462 common shares on 08/11/2026

10b5-1 sale on 07/16/2026 36,901 shares for $851,944.46 Common stock sold under 10b5-1 plan

10b5-1 sale on 07/15/2026 33,099 shares for $762,031.66 Common stock sold under 10b5-1 plan

Sale on 06/09/2026 47,754 shares for $918,309.42 Common stock sale listed outside 10b5-1 description line

Key Terms

10b5-1, Exercise of Stock Options, Executive Financial Services

3 terms

10b5-1 regulatory

"10b5-1 Sales for MATTHEW J HAWKINS 1550 Digital Drive"

A 10b5-1 plan is a pre-set schedule that lets company insiders buy or sell shares according to written instructions made when they do not possess material, nonpublic information. Think of it as a timed automatic payment for stock trades: it helps insiders avoid accusations of trading on secret information and gives outside investors a clearer signal about whether sales are routine or potentially informative about the company’s prospects.

Exercise of Stock Options financial

"Common | 08/11/2026 | Exercise of Stock Options | Issuer"

Executive Financial Services financial

"Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York"

FAQ

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

What stock sale is disclosed for WAY insider Matthew J. Hawkins?

Matthew J. Hawkins plans to sell 22,462 common shares of WAY, tied to an exercise of stock options on 08/11/2026, with a proposed aggregate sale value of $554,811.40.

How many WAY shares has Matthew J. Hawkins sold recently under a 10b5-1 plan?

Recent 10b5-1 activity includes sales of 36,901 common shares on 07/16/2026 for $851,944.46 and 33,099 shares on 07/15/2026 for $762,031.66, plus an additional non-10b5-1 sale.

What non-10b5-1 WAY stock sale by Matthew J. Hawkins is reported?

The filing notes a sale of 47,754 common shares on 06/09/2026 for total proceeds of $918,309.42, listed separately from the 10b5-1 plan transactions for Matthew J. Hawkins.

What is the planned method for acquiring the WAY shares to be sold?

The 22,462 common shares planned for sale on 08/11/2026 are expected to be obtained through an Exercise of Stock Options, with the transaction indicated as a cash exercise.

Which broker is associated with the planned WAY stock sale?

The proposed sale of 22,462 WAY common shares is associated with Morgan Stanley Smith Barney LLC Executive Financial Services, listed at 1 New York Plaza, 8th Floor, New York, NY 10004.

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

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Available on EDGAR 08/11/2026 - 04:30 PM Accepted by SEC EDGAR 08/11/2026 - 04:29 PM Learn about SEC filing dates

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	0001998256
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Waystar Holding Corp.
SEC File Number	001-42125
Address of Issuer	1550 Digital Drive, #300 Lehi UTAH 84043
Phone	8444929782
Name of Person for Whose Account the Securities are To Be Sold	MATTHEW HAWKINS
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	Director
Relationship to Issuer	Officer

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	22462	554811.40	191748416	08/11/2026	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	08/11/2026	Exercise of Stock Options	Issuer			22462	08/11/2026	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 MATTHEW J HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	07/16/2026	36901	851944.46
10b5-1 Sales for MATTHEW J HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	07/15/2026	33099	762031.66
MATTHEW J HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	06/09/2026	47754	918309.42

144: Remarks and Signature

Remarks
Date of Notice	08/11/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	03/13/2026
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	/s/ Matthew Hawkins
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)