18 Raymond Dalio
Bridgewater Associates
$400 million
Ray Dalio, known for zigging when others zag, had paltry 3 to 4 percent returns in 2005 and 2006, when the returns of most hedge funds were in double digits. But he hit the jackpot in 2007, beating most competitors with a 13 percent return in his biggest fund, Pure Alpha Strategy.
