Company: AHL
Filing Date: 2025-04-29
Form Type: F-1/A
Source: 0001628280-25-020463
Chunk: 261

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-04-29
Form: F-1/A
Chunk 261
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 connection with the offering and an initial public offering price of $30.00 per ordinary share, which is the midpoint of the price range set forth on the cover page of this prospectus. 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 49,437,624 ordinary shares held by AP Highlands Holdings and 30,218,096 ordinary shares held by AP Highlands Co-Invest. See “Principal and Selling Shareholders” for detail of the percentage ownership following this offering.

(2) Represents 1,185,762 ordinary shares held by certain members of our management team (including the net issuance of 1,008,149 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” (based on an assumed initial public offering price of $30.00 per ordinary share, which is the midpoint of the price range set forth on the cover page of this prospectus, and after giving effect to the withholding of 302,038 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 are also reflected in the chart above:

| Name of Subsidiary                |     | Jurisdiction of Incorporation |     | Ultimate Ownership Interest Held by Aspen Holdings |
| Aspen Insurance UK Limited        |     | United Kingdom                |     | 100.0%                                             |
| Aspen Bermuda Limited             |     | Bermuda                       |     | 100.0%                                             |
| Aspen Specialty Insurance Company |     | North Dakota                  |     | 100.0%                                             |
| Aspen American Insurance Company  |     | Texas                         |     | 100.0%                                             |
| Aspen Underwriting Limited        |     | United Kingdom                |     | 100.0%                                             |

#### Ratings
Ratings by independent agencies are an important factor in establishing the competitive position of (re)insurance companies and are important to our ability to market and sell our products and services. Rating organizations continually review the financial positions of insurers, including us. As of the date of this prospectus, the financial strength ratings of our Operating Sub