Estimated Career Earnings: $70,000,000
How He Lost It All: When you spend the majority of your career on IR, you have a lot of free time to waste green. Curry once made a five-month personal loan at an 85% interest rate. Another ill-fated business decision that led the former 4th overall pick to financial ruin was his renting (yes, we said renting) of a $17,000 a month home while playing in New York. The hefty center also kept a house chef for $72,000 a year. But his "yes-you're-out-of-control" moment came in 2010 when his wages were being garnished despite collecting a $10 million annual salary.