Kenny Anderson

Kenny Anderson had a 15-year NBA career and made up to $60 million as a professional athlete, but a number of different issues resulted in him losing his fortune. Kenny racked up almost $41,000 in monthly expenses, and things got really ugly when he had to pay child support for his 8 kids. I

n 2005, he filed for bankcruptcy because of 8 luxury cars he kept in the garage of a mansion and used $10,000 a month to spend on himself. Reckless spending, to say the least, led to Kenny's financial demise.