Net worth: $35 million
At first, Robert A. Bob Baffert needed to become a skilled horseman; however, as his weight and build became difficult to maintain, he began to wander in preparation for American Quarter Horses. His ponies have won one Belmont Stakes, three Breeders’ Cup Sprint, two Breeders’ Cup Juvenile Fillies, two Breeders’ Cup Juvenile, three Kentucky Derby, two Kentucky Oaks, and five Preakness Stakes. On the world stage, Bob Baffert and his ponies have participated and triumphed at the Dubai World Cup twice.