Company: AHL
Filing Date: 2025-06-11
Form Type: 424B5
Source: 0001628280-25-030754
Chunk: 31

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-11
Form: 424B5
Chunk 31
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 receive sufficient dividends or distributions from our direct and indirect subsidiaries.

In accordance with the Group Supervision Rules, the notes will be unencumbered and do not give rise to a right of set-off against the claims and obligations of Aspen Holdings or any insurance subsidiary thereof to an investor or creditor. By purchasing the notes, each holder of the notes is deemed to agree and acknowledge that (i) no security or encumbrance of any kind is, or will at any time be, provided by Aspen Holdings or any of its affiliates to secure the rights of holders of the notes and (ii) the notes will not in any way give rise to any rights of set-off, recoupments or counterclaims against any claims and obligations of Aspen Holdings or its regulated operating subsidiaries to any person in whose names the notes are registered or any creditor of Aspen Holdings or its regulated operating subsidiaries.

#### Optional Redemption
Subject to the provisions set forth under “— Conditions to Redemption and Repayment ” and “ Redemption for Tax Purposes ” and, for the avoidance of doubt, the BMA Redemption Requirements described below, prior to June 1, 2030 (one month prior to the Scheduled Maturity Date) (the “Par Call Date”), we may redeem the notes at our option, in whole at any time, or in part from time to time, at a redemption price (expressed as a percentage of principal amount and rounded to three decimal places) equal to the greater of:

(1) (a) the sum of the present values of the remaining scheduled payments of principal and interest thereon discounted to the redemption date (assuming the notes matured on the Par Call Date) on a semi-annual basis (assuming a 360-day year consisting of twelve 30-day months) at the Treasury Rate plus 30 basis points less (b) interest accrued to the date of redemption; and

(2) 100% of the principal amount of the notes to be redeemed;

<div align='center'>S-18</div>

plus, in either case, any accrued and unpaid interest thereon to, but excluding, the redemption date.

Subject to the provisions set forth under “— Conditions to Redemption and Repayment ” and “ Redemption for Tax Purposes ” and, for the avoidance of doubt, the BMA Redemption Requirements described below, on or after the Par Call Date, we may redeem the notes, in whole at any time, or in part from time to time, at a redemption price equal to 100% of the principal amount