Company: AHL
Filing Date: 2025-06-09
Form Type: 424B5
Source: 0001628280-25-030114
Chunk: 23

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-09
Form: 424B5
Chunk 23
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, the Final Maturity Date. The “Final Maturity Date” means (i) , 20 (the “Scheduled Maturity Date”), if, on the Scheduled Maturity Date,

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the BMA Redemption Requirements (as defined below) have been satisfied, or (ii) if the BMA Redemption Requirements have not been satisfied as of the Scheduled Maturity Date, the earlier of (A) the date falling ten Business Days after the BMA Redemption Requirements have been satisfied and would continue to be satisfied after giving effect to such payment and (B) the date on which a Winding-Up (as defined below) of Aspen Holdings occurs. If the BMA Redemption Requirements will not be satisfied as of the Scheduled Maturity Date, we shall, promptly after the principal executive officer or the principal financial officer of Aspen Holdings becomes aware or reasonably determines that the BMA Redemption Requirements will not be satisfied, notify the trustee in writing of such inability (and direct the trustee to transmit such notice to the holders of the notes); provided, however, that we shall provide any such notice no later than five Business Days immediately preceding the Scheduled Maturity Date.

Interest shall continue to accrue and be payable for so long as any of the notes remain outstanding. In the event the Scheduled Maturity Date and the Final Maturity Date are not the same, failure to repay the notes on the Scheduled Maturity Date will constitute neither an event of default under the indenture nor a default of any kind and will not give holders of the notes or the trustee any right to accelerate repayment of the notes or any other remedies.

The indenture will provide that if, with respect to the notes:

(1) as of the Solvency Test Date (as defined below) or any date thereafter and including on the Scheduled Maturity Date or the Final Maturity Date, as may be applicable, we (A) do not have sufficient capital to satisfy the Enhanced Capital Requirement (the “First ECR Condition”) or (B) would not have sufficient capital to satisfy the Enhanced Capital Requirement after giving effect to the repayment of the notes (the “Second ECR Condition,” and the First ECR Condition, each an “ECR Condition”), we will be required to promptly begin using Commercially Reasonable Efforts (as defined below), subject to the existence of a Market Disruption Event (as defined below), to raise cash proceeds from the issuance of Qualifying Securities (as defined below) in an amount at least equal to the