SKWD

SEC source: 0001396690-26-000006 · form4-08072026_080833.xml · derivative · entry 1

HEARN PETER C · CIK 0001396690 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,845

Underlying: Common Stock · 1,845 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F2 · derivative.exercise_date: On August 6, 2026, the Reporting Person was granted an RSU Award in the amount of 1,845 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F2 · derivative.expiration_date: On August 6, 2026, the Reporting Person was granted an RSU Award in the amount of 1,845 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

SEC source: 0001937316-26-000012 · form4-06152026_090627.xml · nonDerivative · entry 1

Schmitt Thomas N · CIK 0001937316 · CPO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,353

F1 · price: Prices reported in Column 4 are weighted average prices. Shares were sold in multiple transactions at prices ranging from $51.30-$51.415, inclusive (weighted average of $51.3235). Reporting Person undertakes to provide to issuer or staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within ranges set forth herein.

F2 · balance_after: The number of securities reported reflects the June 5, 2026 acquisition of 191 shares of the Company's common stock pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of December 1, 2025 through May 31, 2026.

SEC source: 0001976607-26-000008 · form4-05212026_090517.xml · nonDerivative · entry 3

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,977

SEC source: 0001976607-26-000008 · form4-05212026_090517.xml · nonDerivative · entry 2

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,977

SEC source: 0001976607-26-000008 · form4-05212026_090517.xml · nonDerivative · entry 1

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,177

SEC source: 0001669943-26-000006 · form4-05122026_080553.xml · derivative · entry 5

Ashe Gena L · CIK 0001669943 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,797 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") settles for one share of the Issuer's Common Stock.

F3 · derivative.exercise_date: 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 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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 · derivative.expiration_date: 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.

SEC source: 0001669943-26-000006 · form4-05122026_080553.xml · nonDerivative · entry 4

Ashe Gena L · CIK 0001669943 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,570

F2 · kind: 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.

SEC source: 0001669943-26-000006 · form4-05122026_080553.xml · nonDerivative · entry 3

Ashe Gena L · CIK 0001669943 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,070

F2 · kind: 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.

SEC source: 0001669943-26-000006 · form4-05122026_080553.xml · nonDerivative · entry 2

Ashe Gena L · CIK 0001669943 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,210

F2 · kind: 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.

SEC source: 0001669943-26-000006 · form4-05122026_080553.xml · nonDerivative · entry 1

Ashe Gena L · CIK 0001669943 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,310

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each Restricted Stock Unit ("RSU") settles for one share of the Issuer's Common Stock.

SEC source: 0001976607-26-000006 · form4-05082026_080525.xml · derivative · entry 3

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,797 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F4 · derivative.exercise_date: 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 · derivative.expiration_date: 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.

SEC source: 0001976607-26-000006 · form4-05082026_080525.xml · nonDerivative · entry 1

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,977

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each Restricted Stock Unit ("RSU") settles for one share of the Issuer's Common Stock.

SEC source: 0001936008-26-000008 · form4-05082026_080552.xml · derivative · entry 3

Duffy Sean W · CIK 0001936008 · EVP & Chief Claims Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,861 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: On February 27, 2023, the Reporting Person was awarded 2,861 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 · derivative.expiration_date: On February 27, 2023, the Reporting Person was awarded 2,861 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.

SEC source: 0001936008-26-000008 · form4-05082026_080552.xml · nonDerivative · entry 2

Duffy Sean W · CIK 0001936008 · EVP & Chief Claims Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,097

F2 · kind: 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.

SEC source: 0001936008-26-000008 · form4-05082026_080552.xml · nonDerivative · entry 1

Duffy Sean W · CIK 0001936008 · EVP & Chief Claims Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,768

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

SEC source: 0001976607-26-000006 · form4-05082026_080525.xml · derivative · entry 2

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,334

Underlying: Common Stock · 3,334 shares

Expires not disclosed

F2 · derivative.exercise_price: Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F3 · derivative.exercise_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F3 · derivative.expiration_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

SEC source: 0001937549-26-000008 · form4-05082026_080505.xml · derivative · entry 3

Bodnar Dan PK · CIK 0001937549 · Chief Information Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,020 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: On February 27, 2023, the Reporting Person was awarded 2,020 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 · derivative.expiration_date: On February 27, 2023, the Reporting Person was awarded 2,020 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.

SEC source: 0001937549-26-000008 · form4-05082026_080505.xml · nonDerivative · entry 2

Bodnar Dan PK · CIK 0001937549 · Chief Information Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,147

F2 · kind: 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.

SEC source: 0001937549-26-000008 · form4-05082026_080505.xml · nonDerivative · entry 1

Bodnar Dan PK · CIK 0001937549 · Chief Information Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 29,151

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

SEC source: 0001669943-26-000004 · form4-05082026_080518.xml · derivative · entry 2

Ashe Gena L · CIK 0001669943 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,334

Underlying: Common Stock · 3,334 shares

Expires not disclosed

F1 · derivative.exercise_price: Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F2 · derivative.exercise_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F2 · derivative.expiration_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

SEC source: 0001460624-26-000005 · form4-05082026_080533.xml · derivative · entry 2

Dall Marcia A · CIK 0001460624 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,334

Underlying: Common Stock · 3,334 shares

Expires not disclosed

F1 · derivative.exercise_price: Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F2 · derivative.exercise_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F2 · derivative.expiration_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

SEC source: 0001432033-26-000002 · form4-05082026_080556.xml · derivative · entry 2

Morrissey Michael J. · CIK 0001432033 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,334

Underlying: Common Stock · 3,334 shares

Expires not disclosed

F1 · derivative.exercise_price: Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F2 · derivative.exercise_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F3 · derivative.exercise_date: The Reporting Person has elected to defer the settlement of this RSU award until their separation from the Company, pursuant to the Issuer's Deferred Compensation Plan for Non-Employee Directors.

F2 · derivative.expiration_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F3 · derivative.expiration_date: The Reporting Person has elected to defer the settlement of this RSU award until their separation from the Company, pursuant to the Issuer's Deferred Compensation Plan for Non-Employee Directors.

SEC source: 0001415833-26-000012 · form4-05082026_080524.xml · derivative · entry 3

Robinson Andrew S · CIK 0001415833 · Director · Chairman & CEO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 15,151 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: On February 27, 2023, the Reporting Person was awarded 15,151 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 · derivative.expiration_date: On February 27, 2023, the Reporting Person was awarded 15,151 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.

SEC source: 0001415833-26-000012 · form4-05082026_080524.xml · nonDerivative · entry 2

Robinson Andrew S · CIK 0001415833 · Director · Chairman & CEO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 179,894

F2 · kind: 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.

SEC source: 0001415833-26-000012 · form4-05082026_080524.xml · nonDerivative · entry 1

Robinson Andrew S · CIK 0001415833 · Director · Chairman & CEO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 187,824

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

SEC source: 0001211319-26-000008 · form4-05082026_080515.xml · derivative · entry 3

HAUSHILL MARK W · CIK 0001211319 · CFO - Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 3,787 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: On February 27, 2023, the Reporting Person was awarded 3,787 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 · derivative.expiration_date: On February 27, 2023, the Reporting Person was awarded 3,787 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.

SEC source: 0001211319-26-000008 · form4-05082026_080515.xml · nonDerivative · entry 2

HAUSHILL MARK W · CIK 0001211319 · CFO - Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 139,466

F2 · kind: 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.

SEC source: 0001211319-26-000008 · form4-05082026_080515.xml · nonDerivative · entry 1

HAUSHILL MARK W · CIK 0001211319 · CFO - Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 141,448

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

SEC source: 0001937316-26-000010 · form4-05082026_080503.xml · derivative · entry 3

Schmitt Thomas N · CIK 0001937316 · CPO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,525 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: 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 · derivative.expiration_date: 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.

SEC source: 0001937316-26-000010 · form4-05082026_080503.xml · nonDerivative · entry 2

Schmitt Thomas N · CIK 0001937316 · CPO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,559

F2 · kind: 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.

SEC source: 0001937316-26-000010 · form4-05082026_080503.xml · nonDerivative · entry 1

Schmitt Thomas N · CIK 0001937316 · CPO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,881

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

SEC source: 0001937132-26-000008 · form4-05082026_080503.xml · derivative · entry 3

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 2,020 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: On February 27, 2023, the Reporting Person was awarded 2,020 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 · derivative.expiration_date: On February 27, 2023, the Reporting Person was awarded 2,020 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.

SEC source: 0001937132-26-000008 · form4-05082026_080503.xml · nonDerivative · entry 2

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,353

F2 · kind: 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.

SEC source: 0001937132-26-000008 · form4-05082026_080503.xml · nonDerivative · entry 1

Kapadia Sandip A · CIK 0001937132 · Head of Actuarial

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,727

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

SEC source: 0001936023-26-000008 · form4-05082026_080509.xml · derivative · entry 3

Burkhart John A III · CIK 0001936023 · President, US P&C

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 3,619 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement.

F4 · derivative.exercise_date: On February 27, 2023, the Reporting Person was awarded 3,619 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 · derivative.expiration_date: On February 27, 2023, the Reporting Person was awarded 3,619 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.

SEC source: 0001936023-26-000008 · form4-05082026_080509.xml · nonDerivative · entry 2

Burkhart John A III · CIK 0001936023 · President, US P&C

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,736

F2 · kind: 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.

SEC source: 0001936023-26-000008 · form4-05082026_080509.xml · nonDerivative · entry 1

Burkhart John A III · CIK 0001936023 · President, US P&C

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 39,630

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 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.

SEC source: 0001936853-26-000002 · form4-05082026_080516.xml · derivative · entry 2

Terry Katharine · CIK 0001936853 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,334

Underlying: Common Stock · 3,334 shares

Expires not disclosed

F1 · derivative.exercise_price: Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F2 · derivative.exercise_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F3 · derivative.exercise_date: The Reporting Person has elected to defer the settlement of this RSU award until their separation from the Company, pursuant to the Issuer's Deferred Compensation Plan for Non-Employee Directors.

F2 · derivative.expiration_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,334 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F3 · derivative.expiration_date: The Reporting Person has elected to defer the settlement of this RSU award until their separation from the Company, pursuant to the Issuer's Deferred Compensation Plan for Non-Employee Directors.

SEC source: 0002106014-26-000006 · form4-05082026_080508.xml · derivative · entry 2

Peirce Christopher Locke · CIK 0002106014 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,890

Underlying: Common Stock · 3,890 shares

Expires not disclosed

F1 · derivative.exercise_price: Each RSU represents the right to receive, after vesting and upon settlement, one share of Common Stock of the Issuer.

F2 · derivative.exercise_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,890 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

F2 · derivative.expiration_date: On May 6, 2026, the Reporting Person was granted an RSU Award in the amount of 3,890 RSUs. Subject to the terms of the award agreement, this award will fully vest on the date of the Issuer's 2027 Annual Meeting of Shareholders.

SEC source: 0001757909-26-000004 · form4-05072026_080509.xml · derivative · entry 4

Hays James Charles · CIK 0001757909 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,797 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each RSU represents the right to receive, at settlement, one share of Common Stock of the Issuer.

F4 · derivative.exercise_date: On May 7, 2025, the Reporting Person was granted an RSU award of 1,797 RSUs. Subject to the terms of the award agreement, and pursuant to Board-approved accelerated vesting to coincide with the Reporting Person's director term ending at the Company's 2026 Annual Meeting of Shareholders, this award fully vested on May 5, 2026.

F4 · derivative.expiration_date: On May 7, 2025, the Reporting Person was granted an RSU award of 1,797 RSUs. Subject to the terms of the award agreement, and pursuant to Board-approved accelerated vesting to coincide with the Reporting Person's director term ending at the Company's 2026 Annual Meeting of Shareholders, this award fully vested on May 5, 2026.

SEC source: 0001757909-26-000004 · form4-05072026_080509.xml · nonDerivative · entry 1

Hays James Charles · CIK 0001757909 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 175,858

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each Restricted Stock Unit ("RSU") settles for one share of the Issuer's Common Stock.

SEC source: 0001517566-26-000002 · form4-05072026_080523.xml · derivative · entry 2

Creager Robert E. · CIK 0001517566 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,797 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents the right to receive, at settlement, one share of Common Stock of the Issuer.

F3 · derivative.exercise_date: On May 7, 2025, the Reporting Person was granted an RSU award of 1,797 RSUs. Subject to the terms of the award agreement, and pursuant to Board-approved accelerated vesting to coincide with the Reporting Person's director term ending at the Company's 2026 Annual Meeting of Shareholders, this award fully vested on May 5, 2026.

F3 · derivative.expiration_date: On May 7, 2025, the Reporting Person was granted an RSU award of 1,797 RSUs. Subject to the terms of the award agreement, and pursuant to Board-approved accelerated vesting to coincide with the Reporting Person's director term ending at the Company's 2026 Annual Meeting of Shareholders, this award fully vested on May 5, 2026.

SEC source: 0001517566-26-000002 · form4-05072026_080523.xml · nonDerivative · entry 1

Creager Robert E. · CIK 0001517566 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 54,830

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each Restricted Stock Unit ("RSU") settles for one share of the Issuer's Common Stock.

SEC source: 0001976607-26-000002 · form4-03042026_060357.xml · nonDerivative · entry 3

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,903

SEC source: 0002106014-26-000004 · form4-03032026_030345.xml · nonDerivative · entry 1

Peirce Christopher Locke · CIK 0002106014 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,200

SEC source: 0001976607-26-000002 · form4-03042026_060357.xml · nonDerivative · entry 2

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,903

SEC source: 0001415833-26-000010 · form4-02272026_090236.xml · nonDerivative · entry 2

Robinson Andrew S · CIK 0001415833 · Director · Chairman & CEO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 167,674

F2 · price: Prices reported in Column 4 are weighted average prices. Shares were purchased in multiple transactions at prices ranging from $46.75-$47.32, inclusive (weighted average of $46.94). Reporting Person undertakes to provide to Issuer or staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth herein.

SEC source: 0001415833-26-000010 · form4-02272026_090236.xml · nonDerivative · entry 1

Robinson Andrew S · CIK 0001415833 · Director · Chairman & CEO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 156,395

F1 · price: Prices reported in Column 4 are weighted average prices. Shares were purchased in multiple transactions at prices ranging from $45.75-$46.74, inclusive (weighted average of $46.57). Reporting Person undertakes to provide to Issuer or staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth herein.

SEC source: 0002102589-26-000008 · form4-03032026_060321.xml · nonDerivative · entry 3

McHarg Taryn Leonie · CIK 0002102589 · CFO - Apollo · Deputy CFO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Indirect · Shares controlled by Reporting Person as Custodian

Disclosed balance after: 100

SEC source: 0002102589-26-000008 · form4-03032026_060321.xml · nonDerivative · entry 2

McHarg Taryn Leonie · CIK 0002102589 · CFO - Apollo · Deputy CFO, Skyward Group

10b5-1 filing: No plan indicated

Ownership: Indirect · Shares controlled by Reporting Person as Custodian

Disclosed balance after: 100