13. Shawn Kemp – $90 Million Lost

APTR_Shawn-Kemp

Kemp paid the price for not playing it safe in his private life. Kemp lost up to $90 million in child support payments for his 7 kids from 6 different women.

14. Vin Baker – $97 Million Lost

Vin-Baker

Years of gambling and alcohol cost Baker his fortune. His bad investment choices led to Baker losing his home and restaurant to foreclosure.