President and Chief Executive Officer of Pilot Travel Centers, LLC, Knoxville, TN. Jimmy Haslam got his truck-stop company off the hook with the Department of Justice by agreeing to a $92 million penalty in July 2014. The DOJ alleged Haslam's Pilot Flying J offered customers big rebates and then never paid up fully. The company admitted wrongdoing. Still, the deal offered no protection from future personal charges against individuals. Haslam denies knowledge of the scheme, but in a federal affidavit filed before a 2013 FBI raid on Pilot's headquarters, a vice president of sales was caught on tape saying Haslam was well aware of the cheating. "He knew all along. Loved it," the employee told an FBI informant. Despite the legal troubles, Pilot Flying J is raking in big profits thanks to cheaper gas, which means higher margins and more people at gas stations. Haslam's dad started the company in 1958. His brother Bill, who is now also a billionaire, is governor of Tennessee. Jimmy stayed largely in the shadows until he bought the Cleveland Browns in 2012.