InsiderTrades

Form 4 for SKWD Skyward Specialty Insurance Group, Inc.

Accepted 2026-05-08 16:56:07 ET · period of report 2026-05-06 · accession 0001937316-26-000010 · 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 2026-05-08 16:56 2026-05-06 SKWD Schmitt Thomas N CPO, Skyward Group M - OptEx $0.00 +3,358 19.9K +20% $0
D 2026-05-08 16:56 2026-05-06 SKWD Schmitt Thomas N CPO, Skyward Group F - Tax $43.68 -1,322 18.6K -7% -$57.7K
D 2026-05-08 16:56 2026-05-06 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 2026-05-06 M A 3,358 $0.00 19,881 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.
2 Common Common Stock 2026-05-06 F D 1,322 $43.68 18,559 D — — (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.
3 Derivative 2023 LTIP - PSUs 2026-05-06 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. (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.