White Mountains to Hold 2026 Annual Investor Information Meeting on June 5, 2026

HAMILTON, Bermuda, May 18, 2026 White Mountains Insurance Group, Ltd. (NYSE: WTM) will hold its Annual Investor Information Meeting on:

Investors and other interested parties can participate either in person or via Webcast.  Liam Caffrey, CEO, said, "We will discuss White Mountains's operations and our outlook for the Company.  Following a short presentation, my partners and I will answer your questions." 

For your convenience we have also posted this announcement and the Webcast instructions on the Company's website at www.whitemountains.com.  The Company's 2025 Annual Report on Form 10-K, Notice of 2026 Annual General Meeting of Members and Proxy Statement, and 2025 Management Report are available online at www.envisionreports.com/WTM for viewing and downloading.  These documents are also available on our website. 

ADDITIONAL INFORMATION

White Mountains is a Bermuda-domiciled financial services holding company traded on the New York Stock Exchange under the symbol WTM and on the Bermuda Stock Exchange under the symbol WTM.BH. Additional financial information and other items of interest are available at the Company's web site located at www.whitemountains.com.

White Mountains Insurance Group, Ltd. Hosts Investor Meeting

Date:  Friday, June 5, 2026
Time:  10:00 a.m. ET

To attend the meeting, please register at the White Mountains website. You may pre-register or register the day of the event.

For those attending via webcast, you may submit questions online.  We request that online questions are submitted at least 48 hours in advance of the meeting.

To pre-register or submit questions, please follow these instructions.

Pre-Registration:

• Access the White Mountains website:  www.whitemountains.com 
• Click on the For Shareholders link at the top of the home page
• On the Overview page, click on the hyperlink "2026 Annual Investor Meeting" under Upcoming Events, then click on the hyperlink "Click here to Register"
• When prompted, enter the following:
• Your full name and email address
• If you will attend in person or via webcast
• Your company name, title and country
• If you wish to submit a question, enter your question in the field provided

To attend the live Webcast, please follow these instructions.  

Webcast Instructions:

• Access the White Mountains website:  www.whitemountains.com 
• Click on the For Shareholders link at the top of the home page
• On the Overview page, click on the hyperlink "2026 Annual Investor Meeting" under Upcoming Events, then click on the hyperlink "Click here to Register" 
• When prompted, enter the following:
• Your full name and email address
• If you will attend in person or via webcast
• Your company name, title and country
• You will now be connected to the meeting

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SOURCE White Mountains Insurance Group, Ltd.