Company: AHL
Filing Date: 2025-06-09
Form Type: 424B5
Source: 0001628280-25-030114
Chunk: 20

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-09
Form: 424B5
Chunk 20
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241.3 |     |             |   241.3 |
| 10,000 5.625% Preference Shares of par value $0.0015144558 per share (liquidation preference of $25,000 per preference share)(represented by depositary shares, each with a liquidation preference of $25 per share)(4) |     |                                         |   241.6 |     |             |   241.6 |
| 9,000 7.00% Preference Shares of par value $0.0015144558 per share                                                                                                                                                      
 (liquidation preference of $25,000 per preference share)(represented by                                                                                                                                                 
 depositary shares, each with a liquidation preference of $25 per share)(4)                                                                                                                                              |     |                                         |   217.0 |     |             |   217.0 |
| Additional Paid-in Capital                                                                                                                                                                                              |     |                                         |   761.7 |     |             |   761.7 |
| Retained Earnings                                                                                                                                                                                                       |     |                                         | 2,049.6 |     |             | 2,049.6 |
| Accumulated Other Comprehensive Income (Loss)                                                                                                                                                                           |     |                                         |  -320.8 |     |             |  -320.8 |
| Total Shareholders’ Equity                                                                                                                                                                                              |     | $                                       | 3,190.5 |     | $           | 3,190.5 |
| Total Capitalization(5)                                                                                                                                                                                                 |     | $                                       | 3,490.5 |     | $           |         |

__________________

(1) We intend to use the net proceeds from this offering, together with cash on hand, to repay the indebtedness outstanding under the Term Loan Credit Agreement.

(2) Does not reflect letters of credit outstanding under our letter of credit facilities and revolving credit facility.

(3) As of March 31, 2025, we had undrawn commitments available for borrowings under our revolving credit facility of up to $300.0 million (there were no outstanding letters of credit under such facility as of such date). We have the option to increase the aggregate amount of our revolving credit facility by up to $100.0 million, subject to certain conditions. Aspen Holdings and certain of its direct or indirect subsidiaries are the borrowers under such revolving credit facility and Aspen Holdings has guaranteed the borrowings of any such subsidiary borrowers under our revolving credit facility.

(4) The liquidation preference is reflected net of issuance