Company: AHL
Filing Date: 2025-05-08
Form Type: 424B4
Source: 0001628280-25-023859
Chunk: 282

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: 424B4
Chunk 282
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. The Board has the authority to amend, suspend, or terminate the 2025 Incentive Plan, subject to any requirement of shareholder approval required by law or stock exchange rules. The 2025 Incentive Plan will terminate on the ten-year anniversary of its approval by the Board, unless terminated earlier by the Board.

#### Share Incentive Plan
Employees will be eligible to receive share-based awards pursuant to the U.K. SIP, pursuant to which 227,083 shares will be available for issuance. We expect participation to be limited to employees who reside in the U.K.

Participants in the U.K. SIP may be awarded up to £3,600 of unrestricted shares each tax year (“free shares”). In addition, participants may purchase from their salary, on a pre-tax basis, shares having a value of up to £1,800 per annum (or 10% of gross taxable income, if lower) (“partnership shares”). For each partnership share purchased, the participant can receive an additional two free “matching shares” (in addition to the allowance for free shares

<div align='center'>195</div>

described above). Any dividends paid on free shares, partnership shares or matching shares may be reinvested for additional shares.

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### PRINCIPAL AND SELLING SHAREHOLDERS
The following table presents information relating to the beneficial ownership of our ordinary shares as of March 30, 2025, after giving effect to the Pre-IPO Transaction, by:

• each person, or group of affiliated persons, known by us to own beneficially 5% or more of our outstanding ordinary shares;

• each of our directors and executive officers;

• all of our directors and executive officers as a group; and

• the selling shareholders.

As of March 30, 2025, we had 90,833,333 ordinary shares outstanding.

The number of ordinary shares beneficially owned by each entity, person, director or executive officer is determined in accordance with the rules of the SEC, and the information is not necessarily indicative of beneficial ownership for any other purpose. Under such rules, beneficial ownership includes any ordinary shares over which the individual has sole or shared voting power or investment power as well as any such ordinary shares that the individual has the right to acquire within 60 days of March 30, 2025 through the exercise of any option or other right. Except as otherwise indicated, and subject to applicable community property laws, we believe that the