Company: AHL
Filing Date: 2025-06-11
Form Type: 424B5
Source: 0001628280-25-030754
Chunk: 22

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-11
Form: 424B5
Chunk 22
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). 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 June 13, 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 $300.0 million. 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 indenture will be treated as a single class for all purposes under the indenture, including, without limitation, waivers, amendments and redemptions.

#### Interest
The notes will bear interest at the rate of 5.750% per annum from the issue date to, but excluding, July 1, 2030 (subject to extension as described in “— Maturity ” below). Interest on the notes will be payable semi-annually in arrears on January 1 and July 1 of each year, commencing on January 1, 2026, to holders of record at the close of business on the Business Day (as defined below) immediately preceding the interest payment date so long as the notes remain in book-entry only form, or on the immediately preceding December 15 and June 15, respectively, if the notes do not remain in book-entry only form. See “ —Form, Denomination, Transfer, Exchange and Book-Entry Procedures ” below. Interest on the notes will be computed on the basis of a 360-day year comprised of twelve 30-day months. The notes will be issued in fully registered form in minimum denominations of $2,000 and integral multiples of $1,000 in excess thereof.

The notes will accr