Company: AHL
Filing Date: 2025-06-09
Form Type: 424B5
Source: 0001628280-25-030114
Chunk: 64

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-09
Form: 424B5
Chunk 64
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 be required to comply with applicable certification procedures to establish that they are not U.S. Noteholders in order to avoid the application of any information reporting requirements and backup withholding. The amount of any backup withholding from a payment to a non-U.S. Noteholder will be allowed as a credit against the non-U.S. Noteholder’s U.S. federal income tax liability and may entitle the non-U.S. Noteholder to a refund, provided that the required information is timely furnished to the IRS. Non-U.S. Noteholders should consult their tax advisors concerning the application of the information reporting and backup withholding rules.

THE PRECEDING DISCUSSION IS FOR GENERAL INFORMATION PURPOSES ONLY AND IS NOT TAX ADVICE. ACCORDINGLY, EACH PROSPECTIVE HOLDER OF A NOTE SHOULD CONSULT ITS OWN TAX ADVISOR AS TO THE PARTICULAR TAX CONSEQUENCES TO IT OF PURCHASING, OWNING AND DISPOSING OF NOTES, INCLUDING THE APPLICABILITY AND EFFECT OF ANY STATE, LOCAL OR NON-U.S. TAX LAWS, AND OF ANY PROPOSED CHANGES IN APPLICABLE LAW.

<div align='center'>S-37</div>

#### UNDERWRITING (CONFLICTS OF INTEREST)
Subject to the terms and conditions of the underwriting agreement, the underwriters named below, through their representatives Citigroup Global Markets Inc., Lloyds Securities Inc. and HSBC Securities (USA) Inc., have severally, and not jointly, agreed to purchase from us the following respective principal amounts of notes listed opposite their names below at the public offering price less the underwriting discount set forth on the cover page of this prospectus supplement:

| Underwriters                    |     |   |     | Principal 
 Amount of 
 Notes     |
|:--------------------------------|:----|:--|:----|:----------|
| Citigroup Global Markets Inc.   |     | $ |     |           |
| Lloyds Securities Inc.          |     |   |     |           |
| HSBC Securities (USA) Inc.      |     |   |     |           |
| BMO Capital Markets Corp.       |     |   |     |           |
| Deutsche Bank Securities Inc.   |     |   |     |           |
| nabSecurities, LLC              |     |   |     |           |
| Natixis Securities Americas LLC |     |   |     |           |
| Wells Fargo Securities, LLC     |     |   |     |           |
| Total