Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 38

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 38
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 $30.00 per ordinary share. The number of ordinary shares that will be outstanding after this offering is based on 91,838,366 ordinary shares outstanding after giving effect to the Pre-IPO Transaction and 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). The number of ordinary shares that will be outstanding after this offering excludes: • 3,633,333 ordinary shares reserved for future issuance under the Aspen Insurance Holdings Limited 2025 Equity and Incentive Plan (the “2025 Incentive Plan”) as described in “Executive Compensation—2025 Equity and Incentive Plan” of which: (i) 792,695 ordinary shares will be issuable upon the vesting of restricted share units granted in connection with this offering under the 2025 Incentive Plan (as described in the third bullet of this paragraph); and (ii) 577,768 ordinary shares may be issued upon the exercise of share options granted in connection with this offering under the 2025 Incentive Plan (as described in the fourth bullet of this paragraph); • 227,083 ordinary shares reserved for future issuance under a tax-advantaged Share Incentive Plan (the “U.K. SIP”) as described in “Executive Compensation—Share Incentive Plan”; • 792,695 ordinary shares issuable upon the vesting of restricted share units granted in connection with this offering under the 2025 Incentive Plan; and

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• 577,768 ordinary shares that may be issued upon exercise of share options granted in connection with this offering under the 2025 Incentive Plan.

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SUMMARY FINANCIAL AND OPERATING DATA The following table sets forth our summary financial and operating data for the periods ended and as of the dates indicated. The summary income statement data for the twelve months ended December 31, 2024, 2023 and 2022, and the summary consolidated balance sheet data as of December 31, 2024, 2023 and 2022 are derived from our audited consolidated financial statements. Our historical results are not necessarily indicative of the results that