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Esurance Announces "Best of Both Worlds" Tennis Sweepstakes

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San Francisco, CA — August 17, 2010

Esurance, the direct-to-consumer personal auto insurance company, recently announced its "Best of Both Worlds" Tennis Sweepstakes. The contest is the company's latest initiative as the official car insurance sponsor of the 2010 US Open in Flushing Meadows, New York.

To highlight its best-of-both-worlds approach to car insurance — people when you want them, technology when you don't™ — Esurance is offering tennis fans the chance to win a deluxe tennis getaway for 2 people plus high-tech tennis equipment.

The grand prize includes a 3-night stay for 2 at The Westin Kierland Resort & Spa in Scottsdale, Arizona, roundtrip airline tickets, $1,000 spending cash, and 2 Wilson BLX tennis rackets. In addition, the winner will receive 6 hours of tennis lessons from a resort pro and a Wilson Portable Ball Machine with remote control and 2-line feature — prizes that will allow the winner to enjoy great technology and also receive personal attention from an expert.

"This sweepstakes is a great opportunity for us to illustrate our customer-centric approach to car insurance while connecting with tennis fans nationwide," said Esurance VP of Marketing Darren Howard. "The prize package represents what Esurance does best, which is giving people what they want, when they want it. For tennis lovers, it is the best of both worlds."

Tennis fans can enter the "Best of Both Worlds" sweepstakes, online at www.esurance.com/tennis through October 7, 2010, or on-site at the US Open between August 30 and September 12.

As the official car insurance sponsor of the US Open, Esurance will also host a booth outside Arthur Ashe Stadium with numerous events and giveaways. For the official rules and more information on the sweepstakes, visit www.esurance.com/tennis.

About Esurance®

Esurance, a subsidiary of White Mountains Insurance Group, Ltd. (NYSE: WTM), provides personal auto insurance direct to consumers online and through select agents, including sister company, Answer Financial. 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 car insurance quotes, view comparison quotes, buy an Esurance policy, and print their insurance cards — 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.

Answer Financial, also a subsidiary of White Mountains, is one of the largest independent personal lines insurance agencies in the country. Answer Financial offers comparison quotes and provides auto and property insurance from more than a dozen top-rated insurance companies through its website, www.answerfinancial.com, and over the phone.