Company: AHL
Filing Date: 2025-05-08
Form Type: S-8
Source: 0001628280-25-023422
Chunk: 0

Company: ASPEN INSURANCE HOLDINGS LTD
Filing Date: 2025-05-08
Form: S-8
Chunk 0
---
<div align='center'>As filed with the Securities and Exchange Commission on May 8, 2025</div>

#### Registration No. 333-

### UNITED STATES

### SECURITIES AND EXCHANGE COMMISSION

#### WASHINGTON, D.C. 20549

#### FORM S-8

### REGISTRATION STATEMENT

#### UNDER

#### THE SECURITIES ACT OF 1933

### ASPEN INSURANCE HOLDINGS LIMITED
<div align='center'>(Exact name of registrant as specified in its charter)</div>

| Bermuda                         
 (State or Other Jurisdiction of 
 Incorporation or Organization)  |     | 98-0501000          
 (I.R.S. Employer    
 Identification No.) |

#### 141 Front Street

#### Hamilton, HM19

#### Bermuda
<div align='center'>(Address and Zip Code of Principal Executive Offices)

Aspen Insurance Holdings Limited 2025 Equity and Incentive Plan

Aspen Insurance Holdings Limited Share Incentive Plan

(Full title of the plans)</div>

#### Cogency Global Inc.

#### 122 East 42nd Street, 18th Floor

#### New York, New York 10168

#### Telephone: (212) 947-7200
<div align='center'>(Name, Address, and Telephone Number, including Area Code, of Agent for Service)</div>

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company or an emerging growth company. See definitions of “large accelerated filer,” “accelerated filer,” “smaller reporting company” and “emerging growth company” in Rule 12b-2 of the Exchange Act.

| Large accelerated filer |     | ☐ |     | Accelerated filer         |     | ☐ |
| Non-accelerated filer   |     | x |     | Smaller reporting company |     | ☐ |
|                         |     |   |     | Emerging growth company   |     | ☐ |

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 7(a)(2)(B) of the Securities Act. ☐

# PART I
<div align='center'>INFORMATION REQUIRED IN THE SECTION 10(a) PROSPECTUS</div>

All