Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 132

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 132
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 outstanding, actual and as adjusted, excludes the net issuance of 1,005,033 ordinary shares issued upon the completion of this offering as replacement awards with respect to legacy share option awards granted to certain employees of the Company as described in “Executive Compensation—2025 Equity and Incentive Plan” (after giving effect to the withholding of 301,106 ordinary shares to satisfy the estimated tax withholding and remittance obligations).

(5) On January 1, 2025, we redeemed our AHL PRC Shares for an aggregate redemption price of $275.0 million.

(6) The liquidation preference is reflected net of issuance costs.

(7) Total capitalization equals total long-term debt obligations plus total shareholders’ equity.

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### CAUTIONARY NOTE REGARDING FORWARD-LOOKING STATEMENTS
This prospectus contains forward-looking statements that are intended to enhance the reader’s ability to assess our future financial and business performance. These statements are based on the beliefs and assumptions of our management, and are subject to known and unknown risks and uncertainties. Generally, statements that are not about historical facts, including statements concerning our possible or assumed future actions or results of operations, are forward-looking statements. In particular, statements that use the words such as “believe,” “anticipate,” “expect,” “assume,” “objective,” “target,” “plan,” “estimate,” “project,” “seek,” “will,” “may,” “aim,” “likely,” “continue,” “intend,” “guidance,” “outlook,” “trends,” “future,” “could,” “would,” “should,” “target,” “predict,” “potential,” “on track” or their negatives or variations and similar terminology and words of similar import generally involve forward-looking statements. These statements reflect our current views with respect to future events and because our business is subject to numerous risks, uncertainties and other factors, our actual results could differ materially from those anticipated in the forward-looking statements. We believe that these factors include, but are not limited to, the following:

• the occurrence of natural disasters, severe weather events and other catastrophic events;

• global climate change and government responses thereto;

• war, terrorism and political unrest, government action that is hostile to commercial interests and from sovereign, sub-sovereign and corporate defaults;

• emerging claim and coverage issues in our business and social inflation;

• cyclical changes in the insurance and reinsurance industries;

• our reinsurers may not reimburse us for claims