6. Chris McAlister
McAlister went from signing a $55 million contract to living with his parents because he lost all of his money. You almost have to appreciate the sheer frivolity of his ability to spend money. McAlister’s marriage lasted for just three months before the divorce and he also had a child, which didn’t help matters. In the end, he struggled to pay $3000 per month in child benefits.

A Super Bowl champion with the Baltimore Ravens, the former corner played for 11 seasons in the NFL. As we previously stated, he made a fortune but his hard-living ways played havoc with his bank balance. Finally, he depended on his parents to give him an allowance for basic daily living expenses after squandering his massive fortune. It’s a unique and miserable tale.