Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 259

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 259
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 shares. Upon completion of the Pre-IPO Transaction, but prior to the consummation of this offering and the sale of our Class A ordinary shares by the selling shareholders, we will have 90,833,333 Class A ordinary shares issued and outstanding, 56,264,677 Class A ordinary shares of which will be held by AP Highlands Holdings, 34,391,043 Class A ordinary shares of which will be held by AP Highlands Co-Invest and 177,613 Class A ordinary shares of which will be held by certain members of our management team.

Following the completion of this offering, we will continue to have one class of authorized and issued ordinary shares and one class of authorized and issued Preference Shares, consisting of three series, which are the AHL PRD Shares, the AHL PRE Shares, which are represented by the AHL PRE Depositary Shares, and the AHL PRF Shares, which are represented by the AHL PRF Depositary Shares. For a more detailed description of our ordinary shares and Preference Shares, see “Description of Share Capital.”

The following diagram sets forth a simplified view of our corporate structure after giving effect to this offering and the Pre-IPO Transaction. The chart assumes no exercise of the option granted to the underwriters to purchase up to 1,987,500 additional ordinary shares in connection with the offering and an initial public offering price of $30.00 per ordinary share. This chart is for illustrative purposes only and does not represent all legal entities affiliated with the entities depicted. Unless otherwise noted, each entity is wholly-owned by its immediate parent.

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(1) Represents 48,041,181 ordinary shares held by AP Highlands Holdings and 29,364,539 ordinary shares held by AP Highlands Co-Invest. See “Principal and Selling Shareholders” for detail of the percentage ownership following this offering.

(2) Represents 1,182,646 ordinary shares held by certain members of our management team (including 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)).

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The Company’s principal Operating Subsidiaries at December 31, 2024 were as follows which