3. Deuce McAllister
Estimated Career Earnings: $70,000,000
How They Lost It All: Usually it takes a year or two for defunct athletes to go broke, but not Deuce McAllister. The former Saints running back was instantly crippled financially by a car dealership. McAllister was $7M in the red and his Louisiana home was auctioned off by the Sheriff's office less than 12 months after his retirement.