#50: Allen Iverson
Nobody played bigger than 6-foot Allen Iverson. The Philadelphia 76ers star was an NBA MVP and 11-time All-Star who earned over $150 million in salary, plus a lifetime deal with Reebok. He traveled with a large crew of friends and spent heavily on jewelry and cars.

In 2012, a judge ordered his bank accounts seized to pay an unpaid jewelry bill, and reports said he was broke. But Iverson had a secret safety net. His Reebok deal includes a trust fund worth about $32 million that he can access when he turns 55.
