Marion Jones - In 2007, Olympic legend Jones (she was the first woman to win five track-and-field medals at a single Olympics)&nbsp;went broke and became disgraced. Not only did she admit to taking performance-enhancing drugs throughout her career, she had a mountain of debt and only $2,000 left to her name. She not only lost her mansion and two other properties, she was stripped of her medals as well. These days, Jones is helping others to learn from her mistakes through her Take a Break program, encouraging young people to think twice before taking life-altering decisions.  (Photo: Andy Kropa/Getty Images)