#2 Charles Robinson
Charles Robinson had spent two years refereeing on the indy circuit in his early career and was then hired by WCW in late 1997. It was no secret that Charles Robinson grew up idolizing "Nature Boy" Ric Flair. In 1999, Robinson found great fortune in becoming the official referee for the Four Horseman.
He remained in that position until the (kayfabe) suspended-"Macho Man" Randy Savage demanded Robinson wrestle Savage's valet Gorgeous George; if George won, Savage would be reinstated.
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This led to Robinson becoming "Little Naitch" in the match. He copied Flair from his robe and hair to his in-ring mannerisms and strut. George was, however, victorious, and Savage was reinstated.
This all led to a tag match one week later. Flair and Robinson vs. Savage and Madusa- and an errant elbow drop from Savage left Robinson with several cracked vertebrae and a collapsed lung.