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Josh Kopelman
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How'd he get so rich? The founder of Infonautics, Half.com, Turn Tide, and First Round Capital, Kopelman's big windfall came in 2000, when he sold Half.com to eBay for $350 million. He then remained with eBay for three years to run Half.com. During that period he expanded eBay's Media marketplace to almost half a billion dollars in annual sales. He has since founded First Round Capital, a seed-stage venture capital fund, and writes a tech blog called Red Eye VC.