Waystar director Hawkins proposes $2.41M share sale

The listed shares were acquired from the issuer by exercising stock options with cash payment; the notice gives March 13, 2026 as the plan adoption date.

Available on EDGAR 11/10/2026 - 04:28 PM EST Accepted by SEC EDGAR 11/10/2026 - 04:27 PM EST Learn about SEC filing dates

Rhea-AI Filing Summary

Waystar Holding Corp. (WAY) lists Matthew Hawkins, a director and officer, as proposing to sell 82,500 common shares, with an aggregate market value of $2,407,350.00 and an approximate sale date of November 10, 2026. The notice also lists four earlier sales labeled Rule 10b5-1 sales: 82,500 shares on October 6, 2026, for gross proceeds of $2,163,867.75; 82,500 shares on September 2, 2026, for $2,142,582.75; 60,038 shares on August 13, 2026, for $1,501,676.46; and 22,462 shares on August 11, 2026, for $562,354.14.

Key Figures

Shares reported for sale: 82,500 common shares Aggregate market value: $2,407,350.00 Shares sold: 82,500 shares +3 more

6 metrics

Shares reported for sale 82,500 common shares Approximate sale date: November 10, 2026

Aggregate market value $2,407,350.00 Shares reported for sale

Shares sold 82,500 shares October 6, 2026; Rule 10b5-1 sales

Gross proceeds $2,163,867.75 October 6, 2026; Rule 10b5-1 sales

Shares sold 82,500 shares September 2, 2026; Rule 10b5-1 sales

Gross proceeds $2,142,582.75 September 2, 2026; Rule 10b5-1 sales

Key Terms

Rule 10b5-1, Aggregate Market Value, Exercise of Stock Options, Gross Proceeds

4 terms

Rule 10b5-1 regulatory

"10b5-1 Sales for Matthew Hawkins"

Rule 10b5-1 is a regulation that allows company insiders to buy or sell their shares at predetermined times, even if they have access to non-public information. It acts like setting a schedule in advance for transactions, helping prevent accusations of unfair trading. This rule provides a way for insiders to plan trades transparently, giving investors confidence that these transactions are not based on hidden information.

Aggregate Market Value financial

"Number of Shares or Other Units To Be Sold | Aggregate Market Value"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

Exercise of Stock Options financial

"Nature of Acquisition Transaction | Exercise of Stock Options"

Gross Proceeds financial

"Amount of Securities Sold | Gross Proceeds"

The total amount of cash a company receives from a financing event or sale before any fees, expenses, taxes or deductions are taken out. Investors watch gross proceeds because it shows the raw scale of new capital being raised—think of it as the paycheck amount before withholdings—which helps assess how much funding is available for operations, growth, debt payoff or how much shareholder dilution might occur once costs are removed.

FAQ

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

How many WAY shares did Matthew Hawkins report for sale?

Matthew Hawkins reported 82,500 common shares for sale, with an aggregate market value of $2,407,350.00 and an approximate sale date of November 10, 2026.

What earlier WAY sales by Matthew Hawkins are listed?

The notice lists Rule 10b5-1 sales of 82,500 shares on October 6, 2026, for gross proceeds of $2,163,867.75; 82,500 shares on September 2, 2026, for $2,142,582.75; 60,038 shares on August 13, 2026, for $1,501,676.46; and 22,462 shares on August 11, 2026, for $562,354.14.

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

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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	2407350.00	192391658	11/10/2026	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	11/10/2026	Exercise of Stock Options	Issuer			82500	11/10/2026	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	10/06/2026	82500	2163867.75
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

144: Remarks and Signature

Remarks
Date of Notice	11/10/2026
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 J. Hawkins
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)