Shawn Kemp: Career Earnings: $92 million
Few players in NBA history have reaffirmed the reputation of philandering the way “the Reign Man,” Shawn Kemp, did. Officially, Kemp fathered seven different children with six different women. Unofficially, or unaccounted for? There are rumors of many, many more.
Still, those children “on the books” eventually drained away his earnings via child support payments, and with a portion of the money he had left, Kemp spent on illegal substances, for which he was eventually arrested for possession of.
During the mid 90’s, Kemp was arguably one of the best (and most popular) players in the NBA. Nowadays it seems like his name is only mentioned in articles like this.