Ashton Kutcher used to front a gambling syndicate.The 'jOBS' actor took advantage of his "dumb actor" persona to win huge sums of money betting on college football and admitted it was "pretty fun".He told the March issue of Esquire magazine: "I actually used to be a front for the largest national sports-betting syndicate in America...we were clearing like £484,402 in four weeks of college football. It was pretty fun. Then they caught on. The hypothesis had been that the house would just assume that I was a dumb actor with a lot of money who liked football."Â Ashton also revealed he always knows when he has made a bad movie because his friends are honest about his work.