#1 Ric Flair
It is astonishing to learn that the Nature Boy Ric Flair had never headlined a WrestleMania in his career. Even though he accompanied his prodigy Triple H to his WrestleMania 2005 main event match against Batista, that was the only time Flair could get to the top of the 'Mania card.
Ric Flair won the 1992 Royal Rumble after eliminating Sid Justice to become the new WWE champion (Similar to 2016 Royal Rumble, the 1992 Royal Rumble was also for the WWE championship - rather than for the opportunity to challenge the Champion at WrestleMania). Flair was the first to break the one-hour barrier in a Royal Rumble match.
However, his championship defence at WrestleMania XIII against the Macho Man Randy Savage was moved down the cards for a negatively received main event between Hulk Hogan and Sid Justice, which ended in a baffling DQ.