Company: AHL
Filing Date: 2025-04-29
Form Type: F-1/A
Source: 0001628280-25-020463
Chunk: 509

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-04-29
Form: F-1/A
Chunk 509
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**     |     | Amended and Restated Outsourcing Agreement, dated March 31, 2023, between Aspen Insurance UK Services Limited, Aspen Insurance U.S. Services, Inc., Aspen Bermuda Limited and Genpact (UK) Limited                                                                        |

<div align='center'>II-2</div>

| 10.14**  
 10.15**  |     | First Amendment to the Outsourcing Agreement, dated December 20, 2023, between Aspen Insurance UK Services Limited, Aspen Insurance U.S. Services Inc., Aspen Bermuda Limited and Genpact (UK) Limited                 
 Outsourcing Agreement, dated as of November 5, 2024, between Aspen Insurance UK Services Limited, Aspen Insurance U.S. Services Inc., Aspen Bermuda Limited and Cognizant Worldwide Limited                            |
|:---------|:----|:-----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------|
| 10.16+** |     | Amended and Restated Reinsurance Agreement, dated January 10, 2022, among the Company, various subsidiaries therefor, and Cavello Bay Reinsurance Limited                                                              |
| 10.17+** |     | Master Services Agreement: ITO Services, dated May 27, 2022, between Aspen Insurance UK Services Limited and Mindtree Limited                                                                                          |
| 10.18**  |     | Term Loan Credit Agreement, dated as of July 26, 2023, among Aspen Insurance Holdings Limited, the several lenders from time to time parties thereto, Citibank N.A. as administrative agent, and other parties thereto |
| 10.19**  |     | First Amendment to the Term Loan Credit Agreement, dated as of December 18, 2023, among Aspen Insurance Holdings Limited, several banks and Citibank, N.A. as administrative agent that are parties hereto             |
| 10.20**  |     | Form of Indemnification Agreement                                                                                                                                                                                      |
| 10.21**  |     | Investment Management Agreement, dated asof April16, 2019, by and betweenAspen American Insurance CompanyandApollo Asset Management Europe PC LLP                                                                      |
| 10.22**  |     | Deed of Novation, datedas of January 24, 2025, by and amongAspen American Insurance Company, Apollo Asset Management EuropePC LLP and Apollo Asset Management Europe LLP                                               |
| 10.23**  |     | Form ofAmended and RestatedInvestment Management Agreement