Thomas N. Schmitt - 06 May 2026 Form 4 Insider Report for Skyward Specialty Insurance Group, Inc. (SKWD)

Reporting relationship: CPO, Skyward Group
Issuer ticker: SKWD
Reported as of: 06 May 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 08 May 2026, 16:56:07 UTC
Prior SEC filing: 27 Feb 2026
Next SEC filing: 15 Jun 2026
Source filing: View source filing
Reporting owner signature: /s/ Stacy E. Skelton, Attorney-in-Fact

Key filing fact

Thomas N. Schmitt filed Form 4 for Skyward Specialty Insurance Group, Inc. (SKWD) on 08 May 2026.

Key facts

This page summarizes Thomas N. Schmitt's Form 4 filing for Skyward Specialty Insurance Group, Inc. (SKWD).
3 reported transactions and 1 derivative row are listed below.
Accepted by SEC: 08 May 2026, 16:56.

Change

Previous filing in this sequence was filed on 27 Feb 2026.
Current net transaction value: $0.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001937316 Primary reporting owner

Schmitt Thomas N

Relationship: CPO, Skyward Group
Address: 800 GESSNER, SUITE 600, HOUSTON
Signature: /s/ Stacy E. Skelton, Attorney-in-Fact
Signature date: 08 May 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

SKWD transaction

Common Stock

Options Exercise

Transaction value
Shares: +3,358
Change %: +20%
Price: $0.000000^*
Shares after: 19,881
Date: 06 May 2026
Ownership: Direct
Footnotes: F1

SKWD transaction

Common Stock

Tax liability

Transaction value
Shares: -1,322
Change %: -6.6%
Price: $43.68^*
Shares after: 18,559
Date: 06 May 2026
Ownership: Direct
Footnotes: F2

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

SKWD transaction Derivative

2023 LTIP - PSUs

Options Exercise

Transaction value
Shares: -2,525
Change %: -100%
Price: $0.000000^*
Shares after: 0
Date: 06 May 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 2,525
Exercise price
Footnotes: F3, F4

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 4 footnotes

Footnote 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.

Footnote 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.

Footnote F3

Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

Footnote 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.