Company: AHL
Filing Date: 2025-06-11
Form Type: 424B5
Source: 0001628280-25-030754
Chunk: 55

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-11
Form: 424B5
Chunk 55
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 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 CONSEQUENCES OF OWNING OUR NOTES.

#### Taxation of Noteholders

#### Bermuda Taxation
The following is a discussion of certain Bermuda tax consequences of an investment in the notes. The discussion is a general summary of present law, which is subject to prospective and retroactive change. It is not intended as tax advice, does not consider any investor’s particular circumstances and does not consider tax consequences other than those arising under Bermuda law.

Under existing Bermuda laws:

(a) payments of interest, principal and other amounts on the notes will not be subject to taxation in Bermuda and no withholding will be required on the payment of interest and principal and other amounts on the notes, nor will gains derived from the disposal of the notes be subject to Bermuda income or corporation tax. There is, at present, no Bermuda withholding tax, capital gains tax, capital transfer tax, estate duty or inheritance tax payable by the Issuer or the Noteholders (other than Noteholders ordinarily resident in Bermuda) as a consequence of holding the notes;

(b) no stamp duty is