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Esurance Inks Multiyear Deal with AutoWatch

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San Francisco, CA — March 12, 2008

Esurance, the direct-to-consumer personal auto insurance company, announced the signing of a 6-year agreement with AutoWatch, a unique web-enabled system designed for monitoring auto repairs. Esurance launched AutoWatch in January 2007 and the program has been a huge success with the auto insurance company's tech-savvy customer base.

Gary Tolman, Esurance President and CEO, stated, "Our customers use the Internet to manage their lives, so they really appreciate the ability to monitor their vehicle's repair online. In one of our claims surveys, policyholders who used AutoWatch showed increased satisfaction with the claims process because AutoWatch helps expedite vehicle repair." Esurance AutoWatch customers see a 16.5 percent reduction in repair length, totaling approximately two whole days. This results in a 6 percent increase in customer satisfaction among Esurance's AutoWatch users, based on the auto insurance company's internal claims surveys.

In addition to the 6-year partnership announcement, Esurance recently completed some user interface enhancements to its AutoWatch implementation, making AutoWatch even more integrated with Esurance's online customer experience. Esurance customers using the auto insurance company's direct repair program can monitor their vehicle's repair online in a virtually seamless process.

David Henderson, AutoWatch President, commented, "Esurance is a great partner for us, particularly because of its technology focus and commitment to excellence in user interface design. With a customer base that's so Internet-focused, our partnership with Esurance is a perfect fit."

Tolman concluded, "Our customers deserve to have the information they want 24/7, and we're pleased that we can actually show them their car's repair real-time. Getting into an accident is always stressful, and Esurance is committed to helping our customers during that time. We're very pleased to sign a long-term agreement with AutoWatch."

About Esurance®

Esurance, a subsidiary of White Mountains Insurance Group, Ltd. (NYSE: WTM), provides personal auto insurance direct to consumers online and through select online agents. Esurance is dedicated to constantly improving the way people shop for, buy, and manage their auto insurance. By combining the best of technology with industry know-how, Esurance is able to offer hassle-free coverage with 24/7 customer service and claims handling at competitive prices.

Through Esurance's website, www.esurance.com, customers can get instant quotes, view comparison quotes, buy an Esurance policy, and print their proof of insurance card — all in minutes. Esurance also offers policyholders the ability to make policy changes and file claims instantly online, demonstrating its commitment to improving the entire insurance process from quote to claim.