Skyward Specialty Insurance Group, INC Form 4 insider transactions

Skyward Specialty Insurance Group's EVP & CFO, Mark W. Haushill, reported the settlement of performance share units, subsequent tax-related share disposition, and new grants of restricted stock units and performance share units.

Skyward Specialty Insurance Group's EVP & Chief Claims Officer, Sean W. Duffy, reported the settlement of performance share units and new equity awards.

Skyward Specialty Insurance Group's Chairman & CEO, Andrew S. Robinson, reported recent equity transactions including PSU settlements, tax-related dispositions, and new RSU and PSU grants.

Skyward Specialty Insurance Group's President, US P&C, John A Burkhart III, reported equity transactions including PSU settlements, tax-related dispositions, and new RSU and PSU grants.

Skyward Specialty Insurance Group's CPO, Thomas N. Schmitt, sold 2,616 shares of common stock at a weighted average price of $43.4916 per share, executed under a Rule 10b5-1 trading plan.

Skyward Specialty Insurance Group's CPO, Thomas N. Schmitt, reported the vesting of restricted stock units and subsequent tax-related share dispositions.

Skyward Specialty Insurance Group's EVP & Chief Claims Officer, Sean W. Duffy, acquired 10,000 shares through RSU vesting and disposed of 4,371 shares for tax obligations.

Sandip A Kapadia, Head of Actuarial at Skyward Specialty Insurance Group, Inc., reported the vesting and settlement of Restricted Stock Units and subsequent tax-related share dispositions.

Skyward Specialty Insurance Group's President, John A. Burkhart III, reported the vesting of restricted stock units and subsequent tax-related share dispositions.

Skyward Specialty Insurance Group's Chairman and CEO, Andrew S. Robinson, reported the vesting of 100,000 Restricted Stock Units and associated tax withholdings.

Skyward Specialty Insurance Group's Chairman and CEO, Andrew S. Robinson, filed an amended Form 4 to correct an inadvertent error regarding a Rule 10b5-1 plan.

Skyward Specialty Insurance Group's Chief Information Officer, Dan Bodnar, reported the vesting and settlement of Restricted Stock Units and associated tax-related share dispositions.

Skyward Specialty Insurance Group's EVP & CFO, Mark W. Haushill, reported the vesting of Restricted Stock Units and subsequent share transactions for tax obligations.

Skyward Specialty Insurance Group's CFO of the Apollo Division, Taryn Leonie McHarg, acquired 7,764 shares of common stock at $50.00 per share following the acquisition of Apollo Group Holdings Limited.

Skyward Specialty Insurance Group Director James Hays acquired 143,664 shares of common stock at $50 per share as part of the Apollo Group Holdings Limited acquisition.

Skyward Specialty Insurance Group's Chief People Officer, Thomas N. Schmitt, reported the acquisition of common stock from RSU vesting and subsequent tax-related disposition.

Skyward Specialty Insurance Group's EVP & Chief Claims Officer, Sean W. Duffy, reported the vesting of 2,861 restricted stock units and a subsequent sale of 1,267 shares to cover tax obligations.

Skyward Specialty Insurance Group's CIO, Dan Bodnar, increased his beneficial ownership through RSU settlement and ESPP acquisitions, despite shares withheld for taxes.

Skyward Specialty Insurance Group's Head of Actuarial, Sandip A. Kapadia, reported the vesting of 2,020 Restricted Stock Units and the sale of 741 shares for tax obligations.

Skyward Specialty Insurance Group's EVP & CFO, Mark W. Haushill, increased his direct beneficial ownership of common stock following the vesting and settlement of restricted stock units.

Skyward Specialty Insurance Group's Chairman & CEO, Andrew S. Robinson, reported the vesting of 15,151 Restricted Stock Units and subsequent tax-related share disposition.

Skyward Specialty Insurance Group's President of US P&C, John A Burkhart III, reported routine stock acquisitions from RSU vesting and ESPP, alongside tax-related dispositions.

Skyward Specialty Insurance Group's CUO, James Richard Slaughter, acquired 68,199 shares of common stock following the acquisition of Apollo Group Holdings Limited.

Skyward Specialty Insurance Group's CEO of Apollo Division, David Ibeson, acquired 346,575 shares of common stock at $50 per share following the Apollo Group Holdings acquisition.

Skyward Specialty Insurance Group's Head of Actuarial, Sandip A. Kapadia, sold 5,030 shares of common stock for $50.01 per share under a pre-arranged trading plan.

Skyward Specialty Insurance Group's Head of Actuarial, Sandip A Kapadia, sold 2,686 shares of common stock for over $134,000 under a pre-arranged 10b5-1 trading plan.

Skyward Specialty Insurance Group's Chief People & Admin. Officer, Thomas N. Schmitt, sold 88 shares of common stock for $47.61 per share under a pre-arranged trading plan.

Mark W. Haushill, Executive Vice President and Chief Financial Officer of Skyward Specialty Insurance Group, Inc., sold a total of 63,314 shares of common stock in two transactions in mid-June 2025, pursuant to a Rule 10b5-1 trading plan.

Skyward Specialty Insurance Group, Inc.'s Chairman and CEO, Andrew S. Robinson, sold 36,271 shares of common stock for approximately $2.27 million on June 6, 2025, as part of a pre-established Rule 10b5-1 trading plan.

Kirby Hill, Chairman, Captives & Programs at Skyward Specialty Insurance Group, sold 8,249 shares of common stock at an average price of $60.8722 on May 14, 2025.