Skyward Specialty Insurance Group, INC Form 4 insider transactions

Peter C Hearn, a Director of Skyward Specialty Insurance Group, Inc., received 1,845 shares of common stock on August 6, 2026.

Thomas N. Schmitt, Chief People Officer of Skyward Specialty Insurance Group, sold 8,397 shares of common stock.

Director Anthony J. Kuczinski purchased 2,000 shares of Skyward Specialty Insurance Group, Inc. common stock on May 21, 2026.

Gena L. Ashe, a Director at Skyward Specialty Insurance Group, Inc., reported transactions involving the sale of common stock to cover taxes related to vested Restricted Stock Units.

Thomas N. Schmitt, CPO of Skyward Specialty Insurance Group, reported the settlement of performance share units and associated tax withholding.

Sandip A. Kapadia, Head of Actuarial at Skyward Specialty Insurance Group, reported the vesting and settlement of performance share units.

Skyward Specialty Insurance Group's Chief Information Officer, Dan Bodnar, increased his direct ownership of common stock following the settlement of performance share units.

Skyward Specialty Insurance Group's President, US P&C, John A. Burkhart III, settled performance share units, acquiring 4,813 shares and disposing of 1,894 for tax obligations.

Skyward Specialty Insurance Group's CFO, Mark W. Haushill, reported the acquisition of common stock through PSU settlement and a subsequent disposition for tax obligations.

Skyward Specialty Insurance Group CEO Andrew Robinson acquired 20,150 shares following the successful completion of a three-year performance cycle.

EVP & Chief Claims Officer Sean W. Duffy acquired 3,805 shares of Skyward Specialty Insurance Group via PSU settlement.

Skyward Specialty Insurance Group director Katharine Terry was granted 3,334 restricted stock units as part of annual compensation.

Skyward Specialty Insurance Group director Christopher Peirce was granted 3,890 restricted stock units vesting in 2027.

Director Anthony Kuczinski acquired 1,797 shares of Skyward Specialty Insurance Group through the vesting of restricted stock units.

Director Marcia A. Dall was granted 3,334 restricted stock units (RSUs) by Skyward Specialty Insurance Group, Inc.

Director Gena L. Ashe was granted 3,334 restricted stock units (RSUs) by Skyward Specialty Insurance Group, Inc. on May 6, 2026.

James Charles Hays, a Director at Skyward Specialty Insurance Group, Inc., acquired 1,797 shares of common stock through the settlement of Restricted Stock Units.

Robert E. Creager, a Director at Skyward Specialty Insurance Group, Inc., reported the vesting of 1,797 Restricted Stock Units (RSUs) on May 5, 2026.

A director at Skyward Specialty Insurance Group, Anthony J. Kuczinski, acquired 5,000 shares of common stock across three transactions in early March 2026.

Skyward Specialty Insurance Group's CFO, Taryn Leonie McHarg, acquired 200 shares of common stock through pre-planned transactions.

Skyward Specialty Insurance Group Director Christopher Locke Peirce has filed a Form 4 indicating a planned purchase of 3,200 shares of common stock on March 2, 2026.

Skyward Specialty Insurance Group's Chairman and CEO, Andrew S. Robinson, purchased 22,100 shares of common stock for over $1 million, signaling strong insider confidence.

Skyward Specialty Insurance Group's CFO of the Apollo Division, Taryn Leonie McHarg, was granted 37,854 Restricted Stock Units.

Skyward Specialty Insurance Group's CUO, James Richard Slaughter, was granted 108,154 Restricted Stock Units with vesting scheduled through 2030.

Skyward Specialty Insurance Group's Apollo Division CEO, David Christopher Ben Ibeson, was granted 21,630 Restricted Stock Units vesting in 2029 and 2030.

Skyward Specialty Insurance Group's Corporate Development Officer, Shakoor Khan, was granted a substantial number of Restricted Stock Units and Performance Stock Units, alongside Employee Stock Purchase Plan acquisitions.

Skyward Specialty Insurance Group's Chief Legal Officer, Patricia A. Ryan, received grants of Restricted Stock Units and Performance Stock Units.

Skyward Specialty Insurance Group's Head of Actuarial, Sandip A. Kapadia, reported recent equity transactions including PSU settlements and new RSU/PSU grants.

Skyward Specialty Insurance Group's Chief Information Officer, Dan Bodnar, reported the acquisition of common stock from PSU settlement and new equity grants, alongside shares disposed for tax obligations.

Skyward Specialty Insurance Group's Chief Product Officer, Thomas N. Schmitt, reported the settlement of performance share units, tax-related share dispositions, and new equity grants.