Burt Reynolds
After the “Smokey and the Bandit” star divorced actress Loni Anderson, he filed for bankruptcy. On August 2011, he owed Merrill Lynch Credit Corp., nearly $1.2 million and hadn’t made a mortgage payment in a year. He managed to go from Hollywood’s most coveted actor, to virtually homeless. Thankfully, he’s managed to stay afloat by starring in films like “Hollow Creek,” but the financial misery really took a toll on the heart-throb.