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#4 Dan Henderson
Dan Henderson is a shoo-in for the UFC Hall of Fame and if there ever is an MMA Hall of Fame, he will have a spot reserved there as well. Henderson represented the USA in Freestyle wrestling at the 1992 and 1996 Olympics
"Hendo" made his UFC debut all the way back in 1998, at UFC 17. His MMA career peaked in PRIDE Fighting Championships, where he won the Welterweight and Middleweight belts. He returned to the UFC and unsuccessfully challenged for the promotion's Light Heavyweight and Middleweight belts.
Titles might have eluded him, but immortality hadn't - Henderson produced one of the most iconic and violent knockouts in MMA when he H-bombed Michael Bisping into oblivion at UFC 100. To many fans, his fight with Shogun Rua at UFC 139 is the greatest in the sport's history. Both legends rematched at UFC Fight Night 38 in 2014 and gave the fans another Fight of the Night award winner.
At UFC 204, a 46-year-old Henderson was granted a rematch by longtime foe Michael Bisping, but this time the Middleweight Championship was on the line. Henderson came up short in the nailbiting back and forth scrap, which won Fight of the Night and then announced his retirement. He was the oldest fighter on the UFC roster at the time.
