Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 500

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 500
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     |   |                                 534.7 |     |   |                                  51.1 |
| Other comprehensive income/(loss), net of taxes:                            |     |                |                                       |     |   |                                       |     |   |                                       |
| Change in unrealized gains/(losses) on investments                          |     |                |                                  29.4 |     |   |                                 105.6 |     |   |                                -367.8 |
| Net change from current period hedged transactions                          |     |                |                                  -5.1 |     |   |                                 -14.0 |     |   |                                  15.4 |
| Change in foreign currency translation adjustment                           |     |                |                                 -14.1 |     |   |                                  14.4 |     |   |                                 -30.9 |
| Other comprehensive income/(loss), net of tax                               |     |                |                                  10.2 |     |   |                                 106.0 |     |   |                                -383.3 |
| Comprehensive Income /(loss)                                                |     | $              |                                 496.3 |     | $ |                                 640.7 |     | $ |                                -332.2 |

<div align='center'>S-4</div>

### ASPEN INSURANCE HOLDINGS LIMITED
<div align='center'>SCHEDULE II - CONDENSED FINANCIAL INFORMATION OF REGISTRANT (CONTINUED)</div>

### STATEMENTS OF CASH FLOWS
<div align='center'>For the Twelve Months Ended December 31, 2024, 2023 and 2022</div>

|                                                                 |     |                | Twelve Months Ended December 31, 2024 |     |   | Twelve Months Ended December 31, 2023 |     |   | Twelve Months Ended December 31, 2022 |
|:----------------------------------------------------------------|:----|:---------------|--------------------------------------:|:----|:--|--------------------------------------:|:----|:--|--------------------------------------:|
|                                                                 |     | -$ in millions |                                       |     |   |                                       |     |   |                                       |
| Cash flows from operating activities:                           |     |                |                                       |     |   |                                       |     |   |                                       |
| Net income (excluding equity in net earnings of subsidiaries)   |     | $              |                                 377.2 |     | $ |                                 230.0 |     |