Company: AHL
Filing Date: 2025-04-29
Form Type: F-1/A
Source: 0001628280-25-020463
Chunk: 505

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-04-29
Form: F-1/A
Chunk 505
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s receivable from underwriting activities |     | $               | 21.0 |     | $          |  3.6 |     | $          | — |     | $          | — |     | $            | 24.6 |
| Reinsurance                                      |     | $               |    — |     | $          | 27.5 |     | $          | — |     | $          | — |     | $            | 27.5 |
| 2023                                             |     |                 |      |     |            |      |     |            |   |     |            |   |     |              |      |
| Premiums receivable from underwriting activities |     | $               | 25.0 |     | $          | -4.0 |     | $          | — |     | $          | — |     | $            | 21.0 |
| Reinsurance                                      |     | $               |    — |     | $          |    — |     | $          | — |     | $          | — |     | $            |    — |
| 2022                                             |     |                 |      |     |            |      |     |            |   |     |            |   |     |              |      |
| Premiums receivable from underwriting activities |     | $               | 30.2 |     | $          | -5.2 |     | $          | — |     | $          | — |     | $            | 25.0 |
| Reinsurance                                      |     | $               |    — |     | $          |    — |     | $          | — |     | $          | — |     | $            |    — |

<div align='center'>S-8

11,000,000 Ordinary Shares

Aspen Insurance Holdings Limited</div>

<div align='center'>Lead Book-Running Managers</div>

| Goldman Sachs & Co. LLC |     | Citigroup |     | Jefferies |

<div align='center'>Book-Running Managers</div>

| Apollo Global Securities |     | BMO Capital Markets |     | Deutsche Bank Securities |     | Morgan Stanley |     | RBC Capital Markets |     | Wells Fargo Securities |

| Citizens Capital Markets |     | Dowling & Partners Securities, LLC |     | Natixis |     | Piper Sandler |     | Raymond James |

<div align='center'>Co-Managers</