2. “The Nature Boy” Ric Flair
After being one of the Greatest NWA Superstars of all time, “The Nature Boy” Ric Flair finally joined the World Wrestling Federation in the summer of 1991, and was managed by Bobby “The Brain” Heenan right away.
Under Heenan’s guidance, Ric Flair won the WWF World Title twice, once by winning the 1992 Royal Rumble match, and the second time when he regained the belt from “The Macho Man” Randy Savage.
Bobby Heenan managed Flair, until he left the WWF in early 1993, to return to Ted Turner’s World Championship Wrestling.
