Iverson amassed over $140 million during his NBA career, which included a huge deal with Reebok. The money seems all but squandered now, except for a $30 million deferred trust from Reebok, which he can't touch until he turns 55.
Well, he'll still have a nice retirement - he just has to wait 18 more years... (He's 37 now.) How many broke rich people get a second chance like that?