Ashe Gena L 4

4 · Skyward Specialty Insurance Group, Inc. · Filed May 12, 2026

AI-generated summary of this filing

Updated May 12, 2026

Skyward (SKWD) Director Gena L. Ashe Sells Shares, Exercises RSUs

What Happened

Gena L. Ashe, a director of Skyward Specialty Insurance Group, reported the vesting and settlement of 1,797 Restricted Stock Units (RSUs) that converted into common shares. On May 11, 2026, Ashe sold a total of 740 shares in three open-market transactions at $46.35 per share, generating $34,299 in proceeds. The filing also shows the 1,797-share RSU conversion (reported as a derivative exercise/conversion).

Key Details

Transaction date: May 11, 2026; Form 4 filed May 12, 2026 (timely).
Sales: 100 shares @ $46.35 ($4,635); 140 shares @ $46.35 ($6,489); 500 shares @ $46.35 ($23,175). Total proceeds = $34,299.
RSU award: 1,797 RSUs granted May 7, 2025; fully vested May 7, 2026 and converted to 1,797 shares upon settlement.
Footnotes: Sales were made to cover taxes/fees associated with the RSU vesting and settlement (tax withholding). Issuer delayed settlement so the sell-to-cover occurred during an open trading window.
Shares owned after transaction: Not provided in the supplied data.
Transaction codes: "M" indicates exercise/conversion of a derivative (here the RSU settlement); "S" indicates open-market sales.

Context

This was a routine sell-to-cover tax/fee event following RSU vesting, not a discretionary purchase. The filing shows the RSUs converted into shares and a portion sold to satisfy tax obligations (common practice for RSU awards). No indication of a 10% owner, 10b5‑1 plan, or late filing in the provided data.

Form 4

Period: 2026-05-11

Director

Transactions

Exercise/Conversion
Common Stock
[F1]
2026-05-11+1,797→ 5,310 total
Sale
Common Stock
[F2]
2026-05-11$46.35/sh−100$4,635→ 5,210 total
Sale
Common Stock
[F2]
2026-05-11$46.35/sh−140$6,489→ 5,070 total
Sale
Common Stock
[F2]
2026-05-11$46.35/sh−500$23,175→ 4,570 total
Exercise/Conversion
2025 RSU Award
[F1][F3][F4]
2026-05-11−1,797→ 0 total
→ Common Stock (1,797 underlying)

Footnotes (4)

[F1]Each Restricted Stock Unit ("RSU") settles for one share of the Issuer's Common Stock.
[F2]Sales to cover taxes and fees incurred in connection with the vesting and settlement of the Reporting Person's RSUs reported on this Form 4.
[F3]On May 7, 2025, the Reporting Person was granted an RSU Award in the amount of 1,797 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on May 7, 2026.
[F4]The Reporting Person elected to sell shares to cover the associated tax liability incurred due to the vesting and settlement of the RSUs reported on this Form 4.The Issuer delayed the settlement, pursuant to the terms of the RSU Award Agreement, so that the sales to cover the tax liability occurred during an open trading window.

Signature

/s/ Stacy E. Skelton, Attorney-in-Fact|2026-05-12

1 file