Dan Marino
Dan Marino is probably best known for being the best quarterback that never actually won a Super Bowl. The former Miami Dolphin star followed his incredible career with some pretty bad financial decisions, with his investments causing him to lose $14 million. However, he is managing to stay afloat thanks to his CBS broadcasting job.
William Perry
William Perry, who was nicknamed “Refrigerator,” had a great career with the Chicago Bears, winning Super Bowl XX, in which he scored a touchdown. Though he earned millions, a series of health issues caused him to sell his Super Bowl championship ring for $20,000. By 2016, he moved into a retirement home and is allegedly living off of disability payments from the NFL as well as social security payments.