Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 433

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 433
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 93.6 |
| Privately-held investments, available for sale    |     |                         |         |     |            |      |     |            |        |     |                             |      |     |             |         |
| Asset-backed securities                           |     |                         |    14.7 |     |            |  0.2 |     |            |      — |     |                             |    — |     |             |    14.9 |
| Total investments, available for sale             |     | $                       | 4,438.3 |     | $          | 17.5 |     | $          | -221.8 |     | $                           | -2.9 |     | $           | 4,231.1 |

<div align='center'>F-26</div>

Fixed Income Securities, Short-term Investments, Catastrophe Bonds and Privately-held Investments — Trading. The following tables present the cost or amortized cost, gross unrealized gains and losses, and estimated fair market value of trading investments in fixed income securities, short-term investments, catastrophe bonds and privately-held investments as at December 31, 2024 and December 31, 2023:

|                                            |     | As at December 31, 2024 |         |     |            |     |     |            |       |     |             |         |
|:-------------------------------------------|:----|:------------------------|--------:|:----|:-----------|----:|:----|:-----------|------:|:----|:------------|--------:|
|                                            |     | Cost or                 
 Amortized Cost          |         |     | Gross      
 Unrealized 
 Gains      |     |     | Gross      
 Unrealized 
 Losses     |       |     | Fair Market 
 Value       |         |
|                                            |     | -$ in millions          |         |     |            |     |     |            |       |     |             |         |
| Fixed income securities, trading           |     |                         |         |     |            |     |     |            |       |     |             |         |
| U.S. government                            |     | $                       |   262.9 |     | $          | 0.6 |     | $          |  -2.2 |     | $           |   261.3 |
| Municipal                                  |     |                         |     1.6 |     |            |   — |