InsiderTrades

Form 4 for SKWD Skyward Specialty Insurance Group, Inc.

Accepted 2026-02-27 00:00:00 ET · period of report 2026-02-25 · accession 0001937316-26-000008 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
D 2026-02-27 2026-02-26 SKWD Schmitt Thomas N CPO, Skyward Group F - Tax $45.89 -1,153 16.5K -7% -$52.9K
D 2026-02-27 2026-02-25 SKWD Schmitt Thomas N CPO, Skyward Group M - OptEx $0.00 +2,929 17.7K +20% $0
DM 2026-02-27 2026-02-25 SKWD Schmitt Thomas N CPO, Skyward Group A - Grant $0.00 +4,326 1,442 New $0
D 2026-02-27 2026-02-25 SKWD Schmitt Thomas N CPO, Skyward Group M - OptEx $0.00 -2,525 0 -100% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2026-02-26 F D 1,153 $45.89 16,523 D — —
2 Common Common Stock 2026-02-25 M A 2,929 $0.00 17,676 D — — (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.
3 Derivative 2026 LTIP - PSUs 2026-02-25 A A 1,442 $0.00 1,442 D — · — to — 1,442 Common Stock (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.
4 Derivative 2026 LTIP - PSUs 2026-02-25 A A 1,442 $0.00 1,442 D — · — to — 1,442 Common Stock (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.
5 Derivative 2023 LTIP - PSUs 2026-02-25 M D 2,525 $0.00 0 D — · — to — 2,525 Common Stock (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.
6 Derivative 2026 LTIP - RSUs 2026-02-25 A A 1,442 $0.00 1,442 D — · — to — 1,442 Common Stock (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.