Waystar director Hawkins plans $2.18M share sale

The notice also lists 191,748,416 shares of the issuer's securities outstanding.

Rhea-AI Filing Summary

Waystar Holding Corp. director and officer Matthew Hawkins filed notice to sell 82,500 common shares on October 6, 2026, through Morgan Stanley Smith Barney LLC. The notice lists an aggregate market value of $2,184,600.00. It also lists five earlier sales identified as 10b5-1 sales, dated July 15 through September 2, 2026.

Key Figures

Common shares in proposed sale: 82,500 shares Aggregate market value: $2,184,600.00 Issuer securities outstanding: 191,748,416 shares

3 metrics

Common shares in proposed sale 82,500 shares Proposed sale date: October 6, 2026

Aggregate market value $2,184,600.00 Listed for the proposed sale

Issuer securities outstanding 191,748,416 shares Listed in the securities information

Key Terms

Rule 144, 10b5-1 Sales, Exercise of Stock Options

3 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

10b5-1 Sales regulatory

"10b5-1 Sales for MATTHEW HAWKINS"

10b5-1 sales are pre-arranged stock-trading plans that let company insiders automatically buy or sell shares according to a fixed schedule or formula, even if they later learn confidential information. Think of it as setting up an automatic thermostat for trades: it creates a clear, documented path that can protect insiders from insider-trading accusations and gives investors a signal about predictable insider activity—though it can also simply be a way for insiders to diversify or raise cash.

Exercise of Stock Options financial

"Exercise of Stock Options"

FAQ

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

How many WAY shares does Matthew Hawkins plan to sell?

Matthew Hawkins's notice lists a proposed sale of 82,500 Waystar common shares on October 6, 2026, with an aggregate market value of $2,184,600.00. Morgan Stanley Smith Barney LLC is listed as the broker.

What recent WAY sales are listed for Matthew Hawkins?

The 10b5-1 sales list includes 82,500 shares and $2,142,582.75 on September 2, 2026; 60,038 shares and $1,501,676.46 on August 13, 2026; 22,462 shares and $562,354.14 on August 11, 2026; 36,901 shares and $851,944.46 on July 16, 2026; and 33,099 shares and $762,031.66 on July 15, 2026.

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

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Available on EDGAR 10/06/2026 - 04:22 PM Accepted by SEC EDGAR 10/06/2026 - 04:22 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	82500	2184600.00	191748416	10/06/2026	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	10/06/2026	Exercise of Stock Options	Issuer			82500	10/06/2026	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 HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	09/02/2026	82500	2142582.75
10b5-1 Sales for MATTHEW HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	08/13/2026	60038	1501676.46
10b5-1 Sales for MATTHEW HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	08/11/2026	22462	562354.14
10b5-1 Sales for MATTHEW HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	07/16/2026	36901	851944.46
10b5-1 Sales for MATTHEW HAWKINS 1550 Digital Drive, #300 Lehi UT 84043	Common	07/15/2026	33099	762031.66

144: Remarks and Signature

Remarks
Date of Notice	10/06/2026
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)