Company: AHL
Filing Date: 2025-06-09
Form Type: 424B5
Source: 0001628280-25-030114
Chunk: 59

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-09
Form: 424B5
Chunk 59
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 purchase, ownership and disposition of the notes. Unless otherwise stated, this summary deals only with Noteholders who acquire the notes at their original issue price and who hold the notes as capital assets. The following discussion is only a discussion of the material U.S. federal income tax matters as described herein and does not purport to address all of the U.S. federal income tax consequences that may be relevant to a particular Noteholder in light of such Noteholder’s specific circumstances. In addition, the following summary does not describe the U.S. federal income tax consequences that may be relevant to certain Noteholders (such as financial institutions, insurance companies, regulated investment companies, real estate investment trusts, financial asset securitization investment trusts, dealers in securities or traders that adopt a mark-to-market method of tax accounting, tax-exempt organizations, expatriates, investors in pass-through entities, U.S. Noteholders (as defined below) whose functional currency is not the U.S. dollar, persons subject to an alternative minimum tax or persons who hold the notes as part of a hedging or conversion transaction or as part of a short-sale or straddle) who may be subject to special rules or treatment under the Code. This discussion is based upon the Code, the Treasury regulations promulgated thereunder (“Treasury Regulations”) and any relevant administrative rulings or pronouncements or judicial decisions, all as in effect on the date hereof and as currently interpreted, and does not take into account possible changes in such tax laws or interpretations thereof, which may apply retroactively. This discussion does not include any description of the special timing rules under Section 451(b) of the Code, the Medicare contribution tax on net investment income or the tax laws of any state or local governments within the United States, or of any foreign government, that may be

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applicable to the notes or the Noteholders. Persons considering making an investment in the notes should consult their own tax advisors concerning the application of the U.S. federal tax laws to their particular situations as well as any tax consequences arising under the laws of any state, local or foreign taxing jurisdiction prior to making such investment.

This discussion does not consider the U.S. federal income tax consequences related to the purchase, ownership and disposition of the notes by an entity that is treated as a partnership for U.S. federal income tax purposes. If a partnership holds notes, the U.S. federal income tax treatment of a partner in the partnership generally will depend upon the status of