Company: AHL
Filing Date: 2025-06-09
Form Type: 424B5
Source: 0001628280-25-030114
Chunk: 54

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-09
Form: 424B5
Chunk 54
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 treat the registered holder of a note as its owner for all purposes.

#### Information Concerning the Trustee
Deutsche Bank Trust Company Americas is the trustee and paying agent under the indenture and is one of a number of banks with which Aspen Holdings and its subsidiaries maintain banking relationships in the ordinary course of business. The address of Deutsche Bank Trust Company Americas is 1 Columbus Circle, 4th Floor, Mail Stop: NYC01-0417, New York, NY 10019.

#### Governing Law
The indenture and the notes will be governed by, and construed in accordance with, the laws of the State of New York, without regard to its principles of conflicts of laws.

<div align='center'>S-31</div>

### MATERIAL TAX CONSIDERATIONS
The following summary of the Bermuda and U.S. federal income taxation of the beneficial owners of our notes (“Noteholders”) is based upon current law, as of the date of this prospectus supplement, and is for general information only. Legislative, judicial or administrative changes may be forthcoming that could affect this summary. The following legal discussion (including and subject to the matters and qualifications set forth in such summary) of the material tax considerations (i) under “Material Tax Considerations—Taxation of Noteholders—Bermuda Taxation ” is based upon the advice of Walkers (Bermuda) Limited, Hamilton, Bermuda, our Bermuda counsel and (ii) under “ Material Tax Considerations—Taxation of Noteholders—United States Taxation ” is based upon the advice of Sidley Austin LLP, New York, New York (the advice of such firms does not include any factual or accounting matters, determinations or conclusions, including facts relating to our business or activities). The discussion is based upon current law. The tax treatment of a Noteholder, or of a person treated as a Noteholder for U.S. federal income, state, local or non-U.S. tax purposes, may vary depending on the Noteholder’s particular tax situation. Statements contained herein as to the beliefs, expectations and conditions of Aspen Holdings and its subsidiaries as to the application of such tax laws or facts represent the view of management as to the application of such laws and do not represent the opinions of counsel.

PROSPECTIVE NOTEHOLDERS SHOULD CAREFULLY EXAMINE THE PROSPECTUS SUPPLEMENT AND SHOULD CONSULT THEIR OWN TAX ADVISORS CONCERNING THE U.S. FEDERAL, STATE, LOCAL AND NON-U.S. TAX