Thomas N. Schmitt - 25 Feb 2026 Form 4 Insider Report for Skyward Specialty Insurance Group, Inc. (SKWD)

Role
CPO, Skyward Group
Signature
/s/ Stacy E. Skelton, Attorney-in-Fact
Issuer symbol
SKWD
Transactions as of
25 Feb 2026
Net transactions value
-$52,911
Form type
4
Filing time
27 Feb 2026, 16:05:12 UTC
Previous filing
10 Feb 2026
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Schmitt Thomas N CPO, Skyward Group 800 GESSNER, SUITE 600, HOUSTON /s/ Stacy E. Skelton, Attorney-in-Fact 27 Feb 2026 0001937316

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction SKWD Common Stock Options Exercise $0 +2,929 +20% $0.000000 17,676 25 Feb 2026 Direct F1
transaction SKWD Common Stock Tax liability $52,911 -1,153 -6.5% $45.89 16,523 26 Feb 2026 Direct F2

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction SKWD 2023 LTIP - PSUs Options Exercise $0 -2,525 -100% $0.000000 0 25 Feb 2026 Common Stock 2,525 Direct F3, F4
transaction SKWD 2026 LTIP - RSUs Award $0 +1,442 $0.000000 1,442 25 Feb 2026 Common Stock 1,442 Direct F5, F6
transaction SKWD 2026 LTIP - PSUs Award $0 +1,442 $0.000000 1,442 25 Feb 2026 Common Stock 1,442 Direct F7
transaction SKWD 2026 LTIP - PSUs Award $0 +1,442 $0.000000 1,442 25 Feb 2026 Common Stock 1,442 Direct F8
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units ("PSUs") listed in Line I of Table II.
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 PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person.
F3 Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.
F4 On February 27, 2023, the Reporting Person was awarded 2,525 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors.
F5 Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.
F6 On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,442 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029.
F7 On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028.
F8 On February 25, 2026, the Reporting Person was granted 1,442 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028.