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Allen Iverson
Unlike actors and musicians, NBA careers rarely last a lifetime. As a result, the only way an NBA superstar can maintain long-lasting wealth is if they invest. Throughout Allen Iverson’s stellar career, the basketball star earned over $150 million in salary alone. Considered one of the best point guards in NBA history, Allen lived life on the fast lane and often traveled with an entourage of more than 50 people. However, Allen has never admitted to being bankrupt, but the type of deals he’s been pursuing makes it evident that the guy needs money.