Company: AHL
Filing Date: 2025-06-09
Form Type: 424B5
Source: 0001628280-25-030114
Chunk: 55

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-09
Form: 424B5
Chunk 55
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 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 payable in respect of the issue of the notes; and

(c) certificates evidencing the notes, in registered form, to which title is not transferable by delivery, will not attract Bermuda stamp duty.

(d) The Issuer has been incorporated with limited liability under the laws of Bermuda as an exempted company and, as such, has obtained an undertaking from the Minister of Finance of Bermuda in the following form:

#### BERMUDA

#### TAX ASSURANCE

#### WHEREAS
the Minister of Finance (“the Minister”), pursuant to section 2 of the Exempted Undertakings Tax Protection Act 1966, is authorised to enter into an arrangement with any exempted undertaking upon application.

#### WHEREAS
such undertakings may be given an assurance that in the event of there being enacted in Bermuda any legislation imposing tax computed on profits or income or computed on any capital asset, gain or appreciation, or any tax in the nature of estate duty or inheritance tax, then the imposition of any tax described herein shall not be applicable to such undertakings or to any of its operations or the shares, debentures or other obligations of the said undertakings.

<div align='center'>S-32</div>

#### THEREFORE
the Minister, upon application, hereby grants the aforementioned assurance to:

#### Aspen Insurance Holdings Limited
<div align='center'>(“the Undertaking”)</div>

#### PROVIDED THAT
this assurance shall not be construed so as to:

(i) prevent