<SEC-DOCUMENT>0001936008-26-000002.txt : 20260105
<SEC-HEADER>0001936008-26-000002.hdr.sgml : 20260105
<ACCEPTANCE-DATETIME>20260105163938
ACCESSION NUMBER:		0001936008-26-000002
CONFORMED SUBMISSION TYPE:	4
PUBLIC DOCUMENT COUNT:		2
CONFORMED PERIOD OF REPORT:	20260101
FILED AS OF DATE:		20260105
DATE AS OF CHANGE:		20260105

REPORTING-OWNER:	

	OWNER DATA:	
		COMPANY CONFORMED NAME:			Duffy Sean W
		CENTRAL INDEX KEY:			0001936008
		ORGANIZATION NAME:           	

	FILING VALUES:
		FORM TYPE:		4
		SEC ACT:		1934 Act
		SEC FILE NUMBER:	001-41591
		FILM NUMBER:		26507100

	MAIL ADDRESS:	
		STREET 1:		800 GESSNER ROAD
		STREET 2:		SUITE 600
		CITY:			HOUSTON
		STATE:			TX
		ZIP:			77024

ISSUER:		

	COMPANY DATA:	
		COMPANY CONFORMED NAME:			Skyward Specialty Insurance Group, Inc.
		CENTRAL INDEX KEY:			0001519449
		STANDARD INDUSTRIAL CLASSIFICATION:	FIRE, MARINE & CASUALTY INSURANCE [6331]
		ORGANIZATION NAME:           	02 Finance
		EIN:				141957288
		STATE OF INCORPORATION:			DE
		FISCAL YEAR END:			1231

	BUSINESS ADDRESS:	
		STREET 1:		800 GESSNER
		STREET 2:		SUITE 600
		CITY:			HOUSTON
		STATE:			TX
		ZIP:			77024
		BUSINESS PHONE:		713-935-4888

	MAIL ADDRESS:	
		STREET 1:		800 GESSNER
		STREET 2:		SUITE 600
		CITY:			HOUSTON
		STATE:			TX
		ZIP:			77024

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	Houston International Insurance Group LTD
		DATE OF NAME CHANGE:	20140801

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	Houston International Insurance Group
		DATE OF NAME CHANGE:	20110428
</SEC-HEADER>
<DOCUMENT>
<TYPE>4
<SEQUENCE>1
<FILENAME>form4-01052026_090133.xml
<TEXT>
<XML>
<?xml version="1.0"?>
<ownershipDocument>

    <schemaVersion>X0508</schemaVersion>

    <documentType>4</documentType>

    <periodOfReport>2026-01-01</periodOfReport>

    <issuer>
        <issuerCik>0001519449</issuerCik>
        <issuerName>Skyward Specialty Insurance Group, Inc.</issuerName>
        <issuerTradingSymbol>SKWD</issuerTradingSymbol>
    </issuer>

    <reportingOwner>
        <reportingOwnerId>
            <rptOwnerCik>0001936008</rptOwnerCik>
            <rptOwnerName>Duffy Sean W</rptOwnerName>
        </reportingOwnerId>
        <reportingOwnerAddress>
            <rptOwnerStreet1>800 GESSNER</rptOwnerStreet1>
            <rptOwnerStreet2>SUITE 600</rptOwnerStreet2>
            <rptOwnerCity>HOUSTON</rptOwnerCity>
            <rptOwnerState>TX</rptOwnerState>
            <rptOwnerZipCode>77024</rptOwnerZipCode>
            <rptOwnerStateDescription></rptOwnerStateDescription>
        </reportingOwnerAddress>
        <reportingOwnerRelationship>
            <isDirector>false</isDirector>
            <isOfficer>true</isOfficer>
            <isTenPercentOwner>false</isTenPercentOwner>
            <isOther>false</isOther>
            <officerTitle>EVP &amp; CHIEF CLAIMS OFFICER</officerTitle>
            <otherText></otherText>
        </reportingOwnerRelationship>
    </reportingOwner>

    <aff10b5One>0</aff10b5One>

    <nonDerivativeTable>
        <nonDerivativeTransaction>
            <securityTitle>
                <value>Common Stock</value>
            </securityTitle>
            <transactionDate>
                <value>2026-01-01</value>
            </transactionDate>
            <transactionCoding>
                <transactionFormType>4</transactionFormType>
                <transactionCode>M</transactionCode>
                <equitySwapInvolved>0</equitySwapInvolved>
            </transactionCoding>
            <transactionAmounts>
                <transactionShares>
                    <value>2861</value>
                    <footnoteId id="F1"/>
                </transactionShares>
                <transactionPricePerShare>
                    <value>0</value>
                </transactionPricePerShare>
                <transactionAcquiredDisposedCode>
                    <value>A</value>
                </transactionAcquiredDisposedCode>
            </transactionAmounts>
            <postTransactionAmounts>
                <sharesOwnedFollowingTransaction>
                    <value>11674</value>
                </sharesOwnedFollowingTransaction>
            </postTransactionAmounts>
            <ownershipNature>
                <directOrIndirectOwnership>
                    <value>D</value>
                </directOrIndirectOwnership>
                <natureOfOwnership>
                    <value></value>
                </natureOfOwnership>
            </ownershipNature>
        </nonDerivativeTransaction>
        <nonDerivativeTransaction>
            <securityTitle>
                <value>Common Stock</value>
            </securityTitle>
            <transactionDate>
                <value>2026-01-01</value>
            </transactionDate>
            <transactionCoding>
                <transactionFormType>4</transactionFormType>
                <transactionCode>F</transactionCode>
                <equitySwapInvolved>0</equitySwapInvolved>
                <footnoteId id="F2"/>
            </transactionCoding>
            <transactionAmounts>
                <transactionShares>
                    <value>1267</value>
                </transactionShares>
                <transactionPricePerShare>
                    <value>51.11</value>
                    <footnoteId id="F3"/>
                </transactionPricePerShare>
                <transactionAcquiredDisposedCode>
                    <value>D</value>
                </transactionAcquiredDisposedCode>
            </transactionAmounts>
            <postTransactionAmounts>
                <sharesOwnedFollowingTransaction>
                    <value>10407</value>
                </sharesOwnedFollowingTransaction>
            </postTransactionAmounts>
            <ownershipNature>
                <directOrIndirectOwnership>
                    <value>D</value>
                </directOrIndirectOwnership>
                <natureOfOwnership>
                    <value></value>
                </natureOfOwnership>
            </ownershipNature>
        </nonDerivativeTransaction>
    </nonDerivativeTable>

    <derivativeTable>
        <derivativeTransaction>
            <securityTitle>
                <value>2023 LTIP - RSUs</value>
            </securityTitle>
            <conversionOrExercisePrice>
                <footnoteId id="F4"/>
            </conversionOrExercisePrice>
            <transactionDate>
                <value>2026-01-01</value>
            </transactionDate>
            <transactionCoding>
                <transactionFormType>4</transactionFormType>
                <transactionCode>M</transactionCode>
                <equitySwapInvolved>0</equitySwapInvolved>
            </transactionCoding>
            <transactionAmounts>
                <transactionShares>
                    <value>2861</value>
                </transactionShares>
                <transactionPricePerShare>
                    <value>0</value>
                </transactionPricePerShare>
                <transactionAcquiredDisposedCode>
                    <value>D</value>
                </transactionAcquiredDisposedCode>
            </transactionAmounts>
            <exerciseDate>
                <footnoteId id="F5"/>
            </exerciseDate>
            <expirationDate>
                <footnoteId id="F5"/>
            </expirationDate>
            <underlyingSecurity>
                <underlyingSecurityTitle>
                    <value>Common Stock</value>
                </underlyingSecurityTitle>
                <underlyingSecurityShares>
                    <value>2861</value>
                </underlyingSecurityShares>
            </underlyingSecurity>
            <postTransactionAmounts>
                <sharesOwnedFollowingTransaction>
                    <value>0</value>
                </sharesOwnedFollowingTransaction>
            </postTransactionAmounts>
            <ownershipNature>
                <directOrIndirectOwnership>
                    <value>D</value>
                </directOrIndirectOwnership>
                <natureOfOwnership>
                    <value></value>
                </natureOfOwnership>
            </ownershipNature>
        </derivativeTransaction>
    </derivativeTable>

    <footnotes>
        <footnote id="F1">Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Restricted Stock Units (&quot;RSUs&quot;) listed in Table II.</footnote>
        <footnote id="F2">The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the RSUs listed in Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person.</footnote>
        <footnote id="F3">The number of shares withheld by the Issuer for the Reporting Owner was calculated using the closing price of the Issuer's Common Stock for the trading day immediately preceding the vesting date, December 31, 2025, pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Long Term Incentive Plan.</footnote>
        <footnote id="F4">Each RSU represents the right to receive one share of the Issuer's Common Stock upon settlement.</footnote>
        <footnote id="F5">On February 27, 2023, the Reporting Person was granted an RSU Award in the amount of 2,861 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on January 1, 2026.</footnote>
    </footnotes>

    <ownerSignature>
        <signatureName>/s/ Stacy E. Skelton, Attorney-in-Fact</signatureName>
        <signatureDate>2026-01-05</signatureDate>
    </ownerSignature>
</ownershipDocument>
</XML>
</TEXT>
</DOCUMENT>
<DOCUMENT>
<TYPE>EX-24
<SEQUENCE>2
<FILENAME>ex24-01052026_090137.htm
<TEXT>
<!DOCTYPE html PUBLIC "-//IETF//DTD HTML//EN">
<html><head><title>ex24-01052026_090137.htm</title></head><body style="margin-top:0;font-family:Times New Roman; font-size:10pt; color:#000000">
<p style="margin:0px; font-size:11pt" align="right"><b>Sean Duffy</b></p>
<p style="margin:0px" align="center"><br></p>
<p style="margin:0px; font-size:12pt" align="center"><b>Limited Power of Attorney for Section 16 Reporting Obligations</b></p>
<p style="margin:0px"><br></p>
<p style="margin:0px; text-indent:24px; font-size:12pt" align="justify">With respect to holdings of and transactions in securities issued by Skyward Specialty Insurance Group, Inc. (the <font style="font-family:Arial Unicode MS,Times New Roman">&ldquo;</font>Company<font style="font-family:Arial Unicode MS,Times New Roman">&rdquo;</font>), the undersigned hereby constitutes and appoints the officers and/or employees of the Company listed on Schedule A attached hereto and as may be amended from time to time, or any of them signing singly, with full power of substitution and resubstitution, to act as the undersigned<b style="font-family:Arial Unicode MS,Arial;font-weight:normal;"><font style="font-family:Arial Unicode MS,Arial">&rsquo;</font></b>s true and lawful attorney-in-fact to:</p>
<p style="margin:0px"><br></p>
<p style="margin-top:0px; margin-bottom:-2px; text-indent:24px; width:48px; font-family:Calibri,Times New Roman; font-size:11pt; float:left">1.</p>
<p style="margin:0px; padding-left:48px; text-indent:-2px; font-size:12pt" align="justify">Execute for and on behalf of the undersigned, Forms 3, 4, and 5 in accordance with Section 16 of the Securities Exchange Act of 1934, as amended, and the rules thereunder;</p>
<p style="margin:0px; clear:left"><br></p>
<p style="margin-top:0px; margin-bottom:-2px; text-indent:24px; width:48px; font-family:Calibri,Times New Roman; font-size:11pt; float:left">2.</p>
<p style="margin:0px; padding-left:48px; text-indent:-2px; font-size:12pt" align="justify">Do and perform any and all acts for and on behalf of the undersigned which may be necessary or desirable to complete and execute any such Form 3, 4, or 5, complete and execute any amendment or amendments thereto, and timely file such form with the United States Securities and Exchange Commission and any stock exchange or similar authority; and</p>
<p style="margin-top:0px; margin-bottom:9.8px; clear:left"><br></p>
<p style="margin-top:0px; margin-bottom:-2px; text-indent:24px; width:48px; font-family:Calibri,Times New Roman; font-size:11pt; float:left">3.</p>
<p style="margin:0px; padding-left:48px; text-indent:-2px; font-size:12pt" align="justify">Take any other action of any type whatsoever in connection with the foregoing which, in the opinion of such attorney-in-fact, may be of benefit to, in the best interest of, or legally required by, the undersigned, it being understood that the documents executed by such attorney-in-fact on behalf of the undersigned pursuant to this Power of Attorney shall be in such form and shall contain such terms and conditions as such attorney-in-fact may approve in the discretion of such attorney-in-fact.</p>
<p style="margin:0px; clear:left"><br></p>
<p style="margin:0px; text-indent:24px; font-size:12pt" align="justify">The undersigned hereby grants to each such attorney-in-fact full power and authority to do and perform any and every act and thing whatsoever requisite, necessary, or proper to be done in the exercise of any of the rights and powers herein granted, as fully to all intents and purposes as the undersigned might or could do if personally present, with full power of substitution and resubstitution or revocation, hereby ratifying and confirming all that such attorney-in-fact, or such attorney-in-facts substitute or substitutes, shall lawfully do or cause to be done by virtue of this Power of Attorney and the rights and powers herein granted.</p>
<p style="margin:0px"><br></p>
<p style="margin:0px; text-indent:24px; font-size:12pt" align="justify">The undersigned acknowledges that the attorneys-in-fact, in serving in such capacity at the request of the undersigned, are not assuming, nor is any Company assuming, any of the undersigned<b style="font-family:Arial Unicode MS,Arial;font-weight:normal;"><font style="font-family:Arial Unicode MS,Arial">&rsquo;</font></b>s responsibilities to comply with Section 16 of the Securities Exchange Act of 1934, as amended.</p>
<p style="margin:0px" align="justify"><br></p>
<p style="margin:0px; text-indent:24px; font-size:12pt" align="justify">Additionally, I hereby revoke, terminate, and make void all authorizations and/or designations of any individual as an attorney-in-fact executed prior to the date hereof to execute and file on my behalf SEC Section 16 forms of the Company.</p>
<p style="margin:0px"><br></p>
<p style="margin:0px; text-indent:48px; font-size:12pt" align="justify">This Power of Attorney shall remain in full force and effect until the undersigned is no longer required to file Forms 3, 4, and 5 with respect to the undersigned<b style="font-family:Arial Unicode MS,Arial;font-weight:normal;"><font style="font-family:Arial Unicode MS,Arial">&rsquo;</font></b>s holdings of and transactions in securities issued by the Company, unless earlier revoked by the undersigned in a signed writing delivered to the foregoing attorneys-in-fact.</p>
<p style="margin:0px"><br></p>
<p style="margin:0px; text-indent:48px; font-size:12pt">IN WITNESS WHEREOF, the undersigned has caused this Limited Power of Attorney to be executed as of this 5th day of May 2025.</p>
<p style="margin:0px"><br></p>
<p style="margin:0px"><br></p>
<p style="margin:0px"><br></p>
<p style="margin:0px; font-size:12pt"><u>/s/Sean Duffy</u></p>
<p style="margin:0px; font-size:12pt">SEAN DUFFY</p>
<p style="margin:0px"><br></p>
<p style="margin:0px; font-size:12pt" align="center"><b>Schedule A</b></p>
<p style="margin:0px"><br></p>
<p style="margin:0px; font-size:12pt">Individuals Appointed as Attorney-in-Fact with Full Power of Substitution and Resubstitution.</p>
<p style="margin:0px"><br></p>
<p style="margin-top:0px; margin-bottom:-2px; text-indent:24px; width:48px; font-family:Calibri,Times New Roman; font-size:11pt; float:left">1.</p>
<p style="margin:0px; padding-left:48px; text-indent:-2px; font-size:12pt">Patricia A. Ryan</p>
<p style="margin-top:0px; margin-bottom:-2px; text-indent:24px; width:48px; font-family:Calibri,Times New Roman; font-size:11pt; clear:left; float:left">2.</p>
<p style="margin:0px; padding-left:48px; text-indent:-2px; font-size:12pt">Jillian Tisdel</p>
<p style="margin-top:0px; margin-bottom:-2px; text-indent:24px; width:48px; font-family:Calibri,Times New Roman; font-size:11pt; clear:left; float:left">3.</p>
<p style="margin:0px; padding-left:48px; text-indent:-2px; font-size:12pt">Stacy E. Skelton</p>
<p style="margin:0px; clear:left"><br><br></p>
</body></html>
</TEXT>
</DOCUMENT>
</SEC-DOCUMENT>
