
8. Deuce McAllister
Deuce McAllister is a former running back who played with the New Orlean Saints from 2001 to 2009. He was certainly a great football star, but not so good as a businessman. After his career he purchased and set up his own Nissan Dealership in Mississippi.
Not too long after, the car dealership had to file for bankruptcy causing McAllister to lose a lot. Additionally he was sued by Nissan because he apparently defaulted on payments and was also sued by the Whitnet National Bank for failing to pay around $1.8 million on his mortgage.