Company: AHL
Filing Date: 2025-06-11
Form Type: 424B5
Source: 0001628280-25-030754
Chunk: 62

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-11
Form: 424B5
Chunk 62
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 excess of the stated interest or principal on the notes or in advance of their scheduled payment dates in certain circumstances, including as described under “ Description of Notes—Payment of Additional Amounts. ” These potential payments may implicate the provisions of Treasury Regulations relating to “contingent payment debt instruments.” According to the applicable Treasury Regulations, certain contingencies will not cause a debt instrument to be treated as a contingent payment debt instrument if such contingencies in the aggregate, as of the date of issuance, are remote or incidental. We believe and intend to take the position that the foregoing contingencies are remote or incidental in the aggregate, and, accordingly, we do not intend to treat the notes as contingent payment debt instruments. Our position that such contingencies are remote or incidental is binding on a Noteholder, unless such Noteholder discloses its contrary position in the manner required by applicable Treasury Regulations. Our position is not, however, binding on the IRS, and if the IRS were to

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successfully challenge this position, a Noteholder may be required to accrue interest income on the notes at a rate in excess of the stated interest rate and to treat any gain realized on the taxable disposition of a note as ordinary income rather than as capital gain. The remainder of this discussion assumes that the notes will not be treated as contingent payment debt instruments. Noteholders are urged to consult their own tax advisors regarding the possible application of the contingent payment debt instrument rules to the notes.

U.S. Noteholders

Interest Payments . We expect, and this discussion assumes, that the notes will be issued with less than a de minimis amount of original issue discount, if any. Interest paid to a U.S. Noteholder on a note will be includible in such Noteholder’s gross income as ordinary interest income in accordance with the Noteholder’s regular method of tax accounting. In addition, interest on the notes will be treated as foreign source income for U.S. federal income tax purposes. For foreign tax credit limitation purposes, interest on the notes generally will constitute passive category income.

Sale, Exchange, Redemption and Other Disposition of Notes . Upon the sale, exchange, redemption or other disposition of a note, a U.S. Noteholder will recognize taxable gain or loss equal to the difference, if any, between the amount realized on the sale, exchange, redemption or other disposition (other than amounts attributable to accrued but unpaid interest, which will be taxable as interest) and the Noteholder’s adjusted tax basis in such note