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Esurance Seeks to Grow in Oregon

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San Francisco, CA — October 24, 2006

Esurance, a direct-to-consumer personal auto insurance company, announced the launch of its auto insurance program in Oregon. Gary Tolman, Esurance President and CEO, stated, "We think Oregon drivers will appreciate our competitive rates and 24/7 convenience."

On top of the company's affordable base rates, Esurance offers a variety of discounts to Oregon drivers, including a $75 discount when a driver buys his or her policy online. Tolman explained, "Buying auto insurance online eliminates the paperwork that makes applying for auto insurance such a hassle. With less paperwork and with our online discount, customers can save time and money on their auto insurance, while saving a tree or two in the process."

With a rapidly growing policyholder base nationwide, Esurance's use of electronic documents and communications saves hundreds of trees a year. Esurance has also focused on making the rest of its operations as paperless as possible, and uses hybrid claims vehicles where they are available. Tolman added, "Often, making the environmentally friendly decision is also the right thing in terms of customer convenience and operating efficiency."

Esurance also works with a variety of local environmental partners to plant trees and restore natural environments, particularly in and around urban areas. Through its support of these organizations, Esurance has planted thousands of trees across the U.S. Of the company's plans for environmental outreach in Oregon, Tolman stated, "We look forward to exploring similar opportunities with Oregon's environmental groups. Though we are an online company, we still like to put down roots in a variety of locations, sometimes meaning that quite literally."

Esurance's Oregon launch should serve as a reminder for all drivers to shop around for auto insurance. Tolman concluded, "Whenever there's a new entrant in a state's auto insurance market, drivers should get new auto insurance quotes to ensure they're getting the best rates and discounts available. With our recent launch, we hope that Oregon drivers will turn over a new leaf when it comes to their auto insurance and choose Esurance."

About Esurance®

Esurance Insurance Services, Inc., a subsidiary of White Mountains Insurance Group, Ltd. (NYSE: WTM), provides personal auto insurance direct to consumers online. 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 auto insurance 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.