The 20 Most Expensive Domain Names Ever Sold

5., $7.5 Million

Year: 1999
Buyer: Jake Winebaum and Sky Daton

Eight years before R.H. Donnelley purchased the entire company outright for $345 million to compete with SuperPages and YellowPages, was owned by two friends who purchased the domain name to create a B2B site. Many laughed at the purchase, especially after the Internet bubble popped, but the two got the last laugh when they sold for 46 times what they originally paid.

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