Overstock.com Announces Winner of May $10,000 Family Bailout Sweepstakes

SALT LAKE CITY, June 29 /PRNewswire-FirstCall/ -- Overstock.com, Inc. (Nasdaq: OSTK) announced today that Robert Itter ofChickamauga, Georgia has won the May 2009 $10,000 Family Bailout Sweepstakes. Overstock.com will pay the $10,000 directly to one or more of Itter's qualified creditors

Itter, a long-haul truck driver, lost his self-owned truck recently when the engine gave out unexpectedly just as he finished the payments. The $10,000 will help him pay off his business debts from the loss of the truck, as well as help pay his 82 year old aunt's medical bills. .

Approximately 250,000 people entered the May sweepstakes. Itter was selected as the winner according to contest rules. No purchase is necessary for eligibility. To enter go to www.overstock.com/familybailout. Additionally, shoppers will have the choice to opt-in to the contest when purchasing items through Overstock.com.

"We are glad that we can help out Mr. Itter," said Patrick Byrne, CEO and Chairman of Overstock.com. "We hope this $10,000 will give him some much needed relief."

In January of this year Overstock.com created the Family Bailout plan in order to give Overstock.com visitors the chance to pay off their mortgage, credit cards, or other large debts.

"This is going to change our lives," said Itter. "Thank you, Overstock.com!"

About Overstock.com

Overstock.com, Inc. is an online retailer offering brand-name merchandise at discount prices. The company offers its customers an opportunity to shop for bargains conveniently, while offering its suppliers an alternative inventory distribution channel. Overstock.com, headquartered inSalt Lake City, is a publicly traded company listed on the NASDAQ Global Market System and can be found online at http://www.overstock.com. Overstock.com regularly posts information about the company and other related matters on its website under the heading "Investor Relations."

Overstock.com(R) is a registered trademark of Overstock.com, Inc.

This press release contains certain 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. Such forward-looking statements include, but are not limited to, statements regarding continuation of the sweepstakes. Our Form 10-K/A for the year ended December 31, 2007, our subsequent quarterly reports on Form 10-Q, or any amendments thereto, and our other subsequent filings with the Securities and Exchange Commission identify important factors that could cause our actual results to differ materially from those contained in our projections, estimates or forward-looking statements.

SOURCE Overstock.com, Inc.

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