Company: AHL
Filing Date: 2025-06-09
Form Type: 424B5
Source: 0001628280-25-030114
Chunk: 21

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-09
Form: 424B5
Chunk 21
---
 costs.

(5) Total capitalization equals total long-term debt obligations plus total shareholders’ equity.

<div align='center'>S-13</div>

### DESCRIPTION OF NOTES
The following summary of the particular terms of the notes we are offering supplements the description of the general terms and provisions of the debt securities set forth under “Description of the Debt Securities” beginning on page 29 in the accompanying prospectus. The accompanying prospectus contains a detailed summary of additional provisions of the notes. The following description replaces the description of the debt securities in the accompanying prospectus to the extent of any inconsistency. Terms used in this prospectus supplement that are otherwise not defined will have the meanings given to them in the accompanying prospectus. This summary is not complete and we encourage you to read the accompanying prospectus and the senior notes indenture referred to below, a copy of which is filed as an exhibit to the registration statement described in the accompanying prospectus.

As used in this “Description of Notes” section, “we,” “our,” “us” and “Aspen Holdings” mean Aspen Insurance Holdings Limited and do not include its subsidiaries.

#### General
The % Senior Notes due 20 offered by this prospectus supplement will constitute a new, single series of senior debt securities (as described in the accompanying prospectus). We will issue the notes under the indenture dated as of August 16, 2004, between us and Deutsche Bank Trust Company Americas, as trustee (the “trustee”), which is more fully described in the accompanying prospectus and is referred to in such prospectus as the “senior notes indenture,” as supplemented by the fifth supplemental indenture to be dated , 2025 (the “fifth supplemental indenture” and, together with the senior notes indenture, the “indenture”). We will issue the notes initially in the aggregate principal amount of $ . The indenture does not limit the aggregate principal amount of notes of this series that we may issue.

We may, without the consent of the holders of the notes, issue additional notes from time to time after this offering having terms identical in all respects as the notes offered hereby, except for the issue date, the issue price, interest accrued prior to the issue date of the additional notes and the first interest payment date, and with the same CUSIP number as the notes offered hereby, so long as such additional notes are fungible for U.S. federal income tax purposes with the notes offered hereby. The notes and any additional notes subsequently issued under the indent