Aspen Insurance repurchases shares at $18.30

The repurchased shares are intended for cancellation on November 13, 2026, after Aspen notified the New York Stock Exchange.

Available on EDGAR 10/30/2026 - 04:17 PM EDT Accepted by SEC EDGAR 10/30/2026 - 04:16 PM EDT Learn about SEC filing dates

Rhea-AI Filing Summary

Aspen Insurance Holdings Ltd. (AHL) purchased 1,066,000 5.625% Perpetual Non-Cumulative Preference Shares and 2,798,000 depository shares, each representing a 1/1000th interest in a preference share, in a privately negotiated transaction on October 30, 2026. Both classes were purchased at $18.30 per share; the aggregate purchase prices were $19,507,800 for the preference shares and $51,203,400 for the depository shares. Aspen notified the New York Stock Exchange that it intends to cancel the repurchased shares on November 13, 2026.

Key Figures

Preference shares repurchased: 1,066,000 shares Preference-share purchase price: $18.30 per share Preference-share aggregate purchase price: $19,507,800 +3 more

6 metrics

Preference shares repurchased 1,066,000 shares 5.625% Perpetual Non-Cumulative Preference Shares purchased October 30, 2026

Preference-share purchase price $18.30 per share 5.625% Perpetual Non-Cumulative Preference Shares purchased October 30, 2026

Preference-share aggregate purchase price $19,507,800 5.625% Perpetual Non-Cumulative Preference Shares purchased October 30, 2026

Depository shares repurchased 2,798,000 shares Each represents a 1/1000th interest in a preference share; purchased October 30, 2026

Depository-share purchase price $18.30 per share Depository shares purchased October 30, 2026

Depository-share aggregate purchase price $51,203,400 Depository shares purchased October 30, 2026

Key Terms

Perpetual Non-Cumulative Preference Shares, Depository Shares, privately negotiated transaction, 1/1000th interest

4 terms

Perpetual Non-Cumulative Preference Shares financial

"5.625% Perpetual Non-Cumulative Preference Shares"

Depository Shares financial

"Depository Shares, each representing a 1/1000th interest"

privately negotiated transaction financial

"in a privately negotiated transaction"

A privately negotiated transaction is a deal whose terms are worked out directly between a buyer and a seller rather than through a public market or open auction. Think of it like selling a car to a neighbor instead of putting it on eBay: the price, timing and conditions are agreed one-on-one, so investors may see less public information, different pricing compared with market trades, and potential impacts on liquidity and valuation.

1/1000th interest technical

"each representing a 1/1000th interest in a share"

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many AHL preference and depository shares did Aspen repurchase?

Aspen repurchased 1,066,000 5.625% Perpetual Non-Cumulative Preference Shares and 2,798,000 depository shares, each representing a 1/1000th interest in a preference share, on October 30, 2026.

What price did AHL pay for the repurchased shares?

Both classes were repurchased at $18.30 per share. The aggregate purchase price was $19,507,800 for the preference shares and $51,203,400 for the depository shares.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 6-K: How Foreign Companies Report to the SEC →

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UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

Form 6-K

REPORT OF FOREIGN PRIVATE ISSUER PURSUANT TO RULE 13a-16 OR 15d-16 UNDER THE SECURITIES EXCHANGE ACT OF 1934

For the month of October 2026

Commission File Number: 001-31909

ASPEN INSURANCE HOLDINGS LIMITED

(Translation of registrant’s name into English)

Waterloo House

100 Pitts Bay Road

Pembroke HM 08

Bermuda

(Address of principal executive office)

Indicate by check mark whether the registrant files or will file annual reports under cover of Form 20-F or Form 40-F.

Form 20-F  ý Form 40-F  ¨

Indicate by check mark whether the registrant by furnishing the information contained in this Form is also thereby furnishing the information to the Commission pursuant to Rule 12g3-2(b) under the Securities Exchange Act of 1934.

Yes ¨ No ý

If "Yes" is marked, indicate below the file number assigned to the registrant in connection with Rule 12g3-2(b).

TRANSACTION IN OWN SHARES

Aspen Insurance Holdings Limited (“Aspen” or the “Company”), a wholly owned subsidiary of Sompo International Holdings Ltd. and a member of the Sompo Holdings, Inc. group of companies, announced today that it has purchased the following number of its preferred shares on October 30, 2026 in a privately negotiated transaction.

Trading Symbol			Class of Securities			Number of Shares Purchased			Price per Share			Aggregate Purchase Price
AHL PRD			5.625% Perpetual Non-Cumulative Preference Shares			1,066,000			$18.30			$19,507,800
AHL PRE			Depository Shares, each representing a 1/1000th interest in a share of 5.625% Perpetual Non-Cumulative Preference Shares			2,798,000			$18.30			$51,203,400

The Company has notified the New York Stock Exchange that it intends to cancel the repurchased shares on November 13, 2026.

SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

ASPEN INSURANCE HOLDINGS LIMITED

Dated: October 30, 2026

By:

/s/ Carrie Rosorea

Name:

Carrie Rosorea

Title:

Chief Financial Officer