Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 260

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 260
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 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 Subsidiaries were as follows:

| Rating Agency                                    |     | Rating                       |     | Rated Operating Subsidiary                        |     | Agency’s Rating Definition                                                                                                                                                                   |     | Ranking of Rating                                                        |
| Standard & Poor’s Financial Services LLC (“S&P”) |     | A- (Strong - Stable outlook) |     | Aspen UK, Aspen Bermuda, and AAIC*                |     | Strong capacity to meet financial commitments but somewhat more susceptible to the adverse effects of changes in circumstances and economic conditions than those in higher-rated categories |     | The ‘A’ grouping is the third highest of ten major rating categories.    |
| A.M. Best Company, Inc. (“A.M. Best”)            |     | A (Excellent) (Stable)       |     | Aspen UK, Aspen Bermuda, Aspen Specialty and AAIC |     | An excellent ability to meet ongoing insurance obligations                                                                                                                                   |     | The ‘A’ grouping is the second highest of seven major rating categories. |

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* Note that Aspen Specialty does not maintain its own rating from S&P.

These ratings reflect the respective opinions of S&P and A.M. Best regarding the ability of the relevant Operating Subsidiary to pay claims and are not evaluations directed to our investors or recommendations to buy, sell or hold our securities. These ratings are subject to periodic review by, and may be revised downward or revoked, at the sole discretion of, S&P and A.M. Best, respectively. Additionally,