SKWD: Leadership change · Company disclosure

Item 5.02. Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers. On August 17, 2026, Mark Haushill, Chief Financial Officer of Skyward Specialty Insurance Group, Inc. (the "Company" ), notified the Company of his intention to retire, effective March 31, 2027. In connection with his notification of his intent to retire, the Company entered into a Senior Advisor Letter Agreement, dated August 19, 2026, with Mr. Haushill (the “Advisor Agreement” ). The Advisor Agreement provides that, from March 31, 2027, through December 31, 2027 (the “Advisory Period” ), Mr. Haushill will serve as Senior Advisor to the Company providing ongoing support and such advisory services as may reasonably be requested from time to time by the Chief Executive Officer. During the Advisory Period, Mr. Haushill will receive an annualized base salary of $250,000. During the Advisory Period, Mr. Haushill will not be eligible to earn an annual bonus or otherwise participate in the Company’s Short Term Incentive Plan (commencing with the 2027 plan year) and will not be eligible to receive any new equity awards. Mr. Haushill will remain eligible for continued vesting of outstanding equity awards in accordance with the ordinary terms of such equity grants and our equity incentive plans and our form executive employment agreement (the "Executive Agreement” ) to which he is a party. Mr. Haushill’s decision to retire did not result from any disagreement with the Company on any matter relating to the Company’s operations, policies, or practices. The foregoing descriptions of the Executive Agreement and the Advisor Agreement do not purport to be complete and is qualified in its entirety by reference to the full text of