Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 284

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 284
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 |                                                           |          — |     |                      |    — |   |     |                                |          — |     |                                                        |     52,609 |     | *% |      |   |
| Directors and executive officers as a group (18 individuals) |     |                                                           |     63,275 |     | *%                   |      |   |     |                                |          — |     |                                                        |    880,746 |     |    |  1.0 | % |

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* Represents beneficial ownership of less than 1% of the outstanding ordinary shares.

(1) Prior to this offering, Highlands Bermuda Holdco, Ltd., a holding company affiliate of certain investment funds managed by affiliates of Apollo, owned all of our issued and outstanding ordinary shares, which constituted its sole assets. On March 30, 2025, Highlands Bermuda Holdco, Ltd. transferred all 60,395,839 of our issued and outstanding ordinary shares, par value $0.01 per share, to us and for consideration of such transfer we issued to Highlands Bermuda Holdco, Ltd. 90,833,333 Class A ordinary shares, par value $0.001 per share, which have the same voting and economic rights as our existing ordinary shares other than par value. Following the Exchange, Highlands Bermuda Holdco, Ltd. will, pursuant to its plan of liquidation, distribute all 90,833,333 Class A ordinary shares that it received in the Exchange to AP Highlands Holdings, AP Highlands Co-Invest and certain members of our management team. As a result of the Pre-IPO Transaction, all of our issued and outstanding Class A ordinary shares previously held by Highlands Bermuda Holdco, Ltd. will, after the Pre-IPO Transaction, be held by the existing holders of equity interests in Highlands Bermuda Holdco, Ltd., including AP Highlands Holdings and AP Highlands Co-Invest, both of which are affiliated with and managed by affiliates of Apollo. Alexander Humphreys (a member of the Company’s Board) and Michael Saffer (a member of the Company’s Board) are the directors of Highlands Bermuda Holdco, Ltd. Each of Messrs. Humphreys and Saffer disclaims beneficial ownership of our ordinary shares, in each case except to the extent of any pecuniary interest therein. The address of the registered office of Highlands Bermuda Holdco, Ltd. is Park Place, 3rd Floor, 55 Par-la-Ville Road, Hamilton HM11, Bermuda. The address of