Skyward files Form 144/A to sell 1,797 shares

Skyward Specialty Insurance, Inc. filed an amendment to a Form 144 disclosing the proposed sale of 1,797 shares of Common Stock on 05/11/2026.

Rhea-AI Filing Summary

Skyward Specialty Insurance, Inc. filed an amendment to a Form 144 disclosing the proposed sale of 1,797 shares of Common Stock on 05/11/2026. The shares are identified as a 2025 BOD RSU Award and the transaction is described as a Compensatory Payment. The filing lists Merrill Lynch at 800 Capitol Street, Houston, TX, and shows the securities will trade on the NYSE.

Insights

Corporate Governance Analyst

Amendment reports a compensatory resale of 05/11/2026

The filing amendment lists the planned sale of 1,797 shares tied to a 2025 BOD RSU Award and classifies the disposition as a Compensatory Payment. The notice names Merrill Lynch and the NYSE as the listing venue.

This is a routine executive/board-related resale disclosure; cash‑flow treatment and whether the shares will be sold by a named holder or an associated entity are not detailed in the excerpt.

Key Figures

Shares to be sold: 1,797 shares Filing date listed: 05/11/2026 Broker address number: 800 (Capitol Street)

3 metrics

Shares to be sold 1,797 shares 2025 BOD RSU Award

Filing date listed 05/11/2026 date associated with the securities sale

Broker address number 800 (Capitol Street) Merrill Lynch, 800 Capitol Street, Houston, TX

Key Terms

RSU, Form 144/A, Compensatory Payment

3 terms

RSU financial

"2025 BOD RSU Award"

Restricted stock units (RSUs) are a form of company shares given to employees as part of their compensation, usually with certain restrictions or conditions, such as remaining with the company for a set period. When these restrictions lift, employees receive actual shares that they can sell or hold. For investors, RSUs can impact a company's stock supply and reflect the company's commitment to attracting and retaining talent.

Form 144/A regulatory

"filed an amendment to a Form 144"

Compensatory Payment financial

"Compensatory Payment"

FAQ

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

What does Skyward Specialty's Form 144/A disclose (SKWD)?

It discloses the proposed sale of 1,797 shares of Common Stock as a compensatory payment. The shares are tied to a 2025 BOD RSU Award and the filing date shown is 05/11/2026.

When are the 1,797 shares in the SKWD Form 144/A scheduled to be sold?

The amendment lists the sale date as 05/11/2026. The filing characterizes the transfer as a Compensatory Payment related to a 2025 BOD RSU Award.

Which broker and exchange are named in the Skyward (SKWD) filing?

The filing lists Merrill Lynch, 800 Capitol Street, Houston, TX and indicates the securities on the NYSE. The excerpt does not provide execution details or proceeds treatment.

Does the Form 144/A show who will receive proceeds from the sale for SKWD?

The excerpt classifies the transaction as a Compensatory Payment but does not state who will receive proceeds. The filing does not detail cash‑flow recipients in the provided text.

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

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Accepted by SEC EDGAR 05/11/2026 - 08:38 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/A

144/A: Filer Information

Filer CIK	0001669943
Filer CCC	XXXXXXXX
Previous Accession Number Of The Filing	0001628280-26-033739
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144/A: Issuer Information

Name of Issuer	Skyward Specialty Insurance Inc
SEC File Number
Address of Issuer	800 Gessner Road, Suite 600 Houston TEXAS 77024
Phone	713-935-4800
Name of Person for Whose Account the Securities are To Be Sold	Gena Ashe
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

144/A: 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 Stock	Merrill Lynch 800 Capitol Street Suite 1900 Houston TX 77002	740	34276.09	44543065	05/11/2026	NYSE

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/A: 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 Stock	05/11/2026	2025 BOD RSU Award	Skyward Specialty Insurance, Inc.			1797	05/11/2026	Compensatory Payment

* 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/A: Securities Sold During The Past 3 Months

Nothing to Report

144/A: Remarks and Signature

Remarks
Date of Notice	05/11/2026
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	Gena Ashe
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)