During his prime he was known as the “Answer” but the diminutive former Philadelphia 76er could seem to find them when his financial woes arose. Iverson reportedly earned over $250 million during his career mostly from his contracts with the Philadelphia 76ers, and some lucrative endorsement deals. He’s recently officially retired from the NBA. But some early foresight may be ‘A.I’s” saving grace. According to a 2012 report he has $32 million in the bank which he can’t touch in whole until he’s 55. It reportedly pays him $1,000,000 a year currently.