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Esurance Customers Can Monitor Repairs Online

Esurance and AutoWatch Announce Partnership

SAN FRANCISCO, Jan. 16 -- Esurance, a direct-to-consumer personal auto insurance company, announced its implementation of AutoWatch, a unique Web-enabled system that allows customers to monitor their vehicle's progress throughout the repair process.

Esurance feels that its technology-savvy customer base will appreciate the new feature. Gary Tolman, Esurance President & CEO, explained, "Our Web-savvy customers prefer to handle things online, at times when it's convenient for them to do so. With AutoWatch, our customers can see their car's progress 24/7."

David Henderson, AutoWatch President, stated, "We are very happy to have a technology-focused partner like Esurance. Being able to see a car's progress during its repair reduces customer hassle and gives people peace of mind."

Tolman stated, "When you have an accident, you just want your car repaired as quickly as possible. Most people don't like having to call the body shop to find out when a car's ready. With AutoWatch, our customers will be able to see progress throughout the repair process." Tolman concluded, "Our mission is to make the entire auto insurance experience easier, from quote to claim, and AutoWatch helps us fulfill that mission."

About Esurance(R)

Esurance, a subsidiary of White Mountains Insurance Group, Ltd. , 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 Web site, http://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.

About AutoWatch(TM)

AutoWatch is provided by See Progress, Inc., a recognized pioneer of online customer vehicle tracking. Its product, AutoWatch, is a unique customer service and marketing tool for the collision repair industry. AutoWatch allows vehicle owners to view digital photos of their vehicles via the Internet throughout the repair process. Additional information can be found at: http://www.autowatch.com/ .

Safe Harbor Statement under the Private Securities Litigation Reform Act of 1995

The press release may contain "forward-looking statements" within the meaning of Section 27A of the Securities Act of 1933 and Section 21E of the Securities Exchange Act of 1934. All statements, other than statements of historical facts, included or referenced in this release which address activities, events or developments which we expect or anticipate will or may occur in the future are forward-looking statements. The words "will," "believe," "intend," "expect," "anticipate," "project," "estimate," "predict" and similar expressions are also intended to identify forward-looking statements. These forward-looking statements include, among others, statements with respect to White Mountains':

  * growth in book value per share or return on equity;
  * business strategy;
  * financial and operating targets or plans;
  * incurred losses and the adequacy of its loss and loss adjustment expense
    reserves and related reinsurance;
  * projections of revenues, income (or loss), earnings (or loss) per share,
    dividends, market share or other financial forecasts;
  * expansion and growth of our business and operations; and
  * future capital expenditures.

These statements are based on certain assumptions and analyses made by White Mountains in light of its experience and perception of historical trends, current conditions and expected future developments, as well as other factors believed to be appropriate in the circumstances. However, whether actual results and developments will conform to our expectations and predictions is subject to a number of risks and uncertainties that could cause actual results to differ materially from expectations, including:

  * the risks associated with Item 1A of White Mountains' 2005 Annual Report
    on Form 10-K and second quarter 2006 Form 10-Q;
  * claims arising from catastrophic events, such as hurricanes,
    earthquakes, floods or terrorist attacks;
  * the continued availability of capital and financing;
  * general economic, market or business conditions;
  * business opportunities (or lack thereof) that may be presented to it and
    pursued;
  * competitive forces, including the conduct of other property and casualty
    insurers and reinsurers;
  * changes in domestic or foreign laws or regulations, or their
    interpretation, applicable to White Mountains, its competitors or its
    clients;
  * an economic downturn or other economic conditions adversely affecting
    its financial position;
  * recorded loss reserves subsequently proving to have been inadequate;
  * other factors, most of which are beyond White Mountains' control.

Consequently, all of the forward-looking statements made in this press release are qualified by these cautionary statements, and there can be no assurance that the actual results or developments anticipated by White Mountains will be realized or, even if substantially realized, that they will have the expected consequences to, or effects on, White Mountains or its business or operations. White Mountains assumes no obligation to update publicly any such forward-looking statements, whether as a result of new information, future events or otherwise.