Bowhead Specialty Holdings Inc

Securities Trading Plans of Directors or Executive Officers

During the three months ended June 30, 2024, none of our directors or officers (as defined in Rule 16a-1(f) of the Exchange Act)adopted, terminated or modified a Rule 10b5-1 trading arrangement or “non-Rule 10b5-1 trading arrangement” (as defined in Item 408 of Regulation S-K).

Amended and Restated MGA Agreement

BSUI has separate MGA Agreements with the AmFam Issuing Carriers. Following receipt of the requisite regulatory approval, on August 7, 2024, BICI entered into the Second Amended and Restated Managing General Agency Agreement with Homesite Insurance Company of Florida (“HSICFL”), one of the AmFam Issuing Carriers (the “HSICFL MGA Agreement”). Under this agreement, BSUI is permitted to issue insurance policies complying with the underwriting guidelines set forth therein, as well as cancel or non-renew such policies subject to certain terms set forth therein, on behalf of and is also HSICFL responsible for providing accounting, claims handling and other necessary services to HSICFL to support its respective regulatory, statutory and other compliance requirements. BSUI is entitled to a commission in exchange for these services, which is adjusted to equal cost for each month in accordance with the terms of this agreement such that there is no monetary impact to us as a result of the commissions to BSUI. Under the current HSICFL MGA Agreement, in addition to termination rights upon the termination of the AmFam Quota Share Agreement, certain material operational changes to the parties’ businesses, certain material breaches of the HSICFL MGA Agreement or certain bankruptcy events, either party can terminate the HSICFL MGA Agreement at the beginning of any quarter starting July 1, 2029 by providing the other party at least 180 days prior to such date.