Company: AHL
Filing Date: 2025-06-11
Form Type: 424B5
Source: 0001628280-25-030754
Chunk: 19

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-06-11
Form: 424B5
Chunk 19
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 Bermuda insolvency law is that a rehabilitation of an insolvent company in Bermuda may be more difficult to achieve than the rehabilitation of an insolvent U.S. corporation.

In addition, under Bermuda law and our bye-laws, we may indemnify our directors, officers, any other persons appointed to a committee of our Board of Directors or resident representative (and their respective heirs, executors or administrators (notwithstanding any defect in such appointment or election)) to the full extent permitted by law against all actions, costs, charges, liabilities, loss, damage or expense (including but not limited to liabilities under contract, tort and statue or any applicable foreign law or regulation and all reasonable legal and other costs and expenses properly payable), incurred or suffered by such persons by reason of any act done, conceived in or omitted in the conduct of our business or in the discharge of their duties; provided that such indemnification shall not extend to any matter which would render such indemnification void under the Companies Act.

<div align='center'>S-11</div>

### USE OF PROCEEDS
We expect that the net proceeds from this offering to us, after deducting the underwriting discount but before expenses, will be $297.8 million. 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.

On July 26, 2023, we entered into a $300.0 million term loan facility pursuant to a term loan credit agreement among the Company, the several lenders from time to time party thereto, HSBC Bank Bermuda Limited, as structuring agent, Lloyds Bank Plc, as syndication agent, and Citibank, N.A., as administrative agent (the “Term Loan Credit Agreement”).

As of May 31, 2025, we had $300.0 million of indebtedness outstanding under the Term Loan Credit Agreement (the “2026 Term Loan”). Borrowings under the Term Loan Credit Agreement bear interest based on Term SOFR plus an applicable margin (ranging from 1.13% to 1.75% based on our credit ratings and 1.375% as of May 31, 2025) and a SOFR adjustment of 0.10% pursuant to the Term Loan Credit Agreement (where “SOFR” refers to the secured overnight financing rate). The maturity date of the indebtedness outstanding under the Term Loan Credit Agreement is November 9, 2026.

Affiliates of