#10 Dexter Jackson
Net Worth: $7 Million
Dexter “The Blade” Jackson first began competing in 1992, where he placed third in the National Physique Committee (NPC) Southern States Championship. He competed in a record setting 16 Mr. Olympia contests. He placed first in the 2008 competition. That made him the twelfth man to win the contest. It also made him only the second man to win that and the Arnold Classic in the same year. Jackson has won the Arnold Classic more times than any other pro bodybuilder, winning it a total of five times. He is also one of only two bodybuilders to win both a Mr. Olympia and a Masters Olympia title.
At the age of 45, Jackson showed that he was still a force to be reckoned with when he placed second in the 2015 Mr. Olympia contest. Jackson is also the namesake for the NPC Dexter Jackson Classic, an amateur bodybuilding, bikini, figure and physique contest.