#2. Ric Flair
![Ric Flair ended his WWE Career at WrestleMania 24.](https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg?w=190 190w, https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg?w=720 720w, https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg?w=640 640w, https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg?w=1045 1045w, https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg?w=1200 1200w, https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg?w=1460 1460w, https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg?w=1600 1600w, https://statico.sportskeeda.com/editor/2019/04/12ea1-15545580225702-800.jpg 1920w)
One could argue Ric Flair was a perennial main-eventer in other wrestling promotions, but the fact is that the Nature Boy still spent a massive chunk of his career with the WWE.
Ric Flair won his first-ever Royal Rumble match in 1992, after lasting for over 60 minutes - one of the most resilient performances throughout his illustrious career. Since the 1992 Royal Rumble match was for the vacant WWF World Heavyweight Championship, Flair became the Top Dog in the company leading up to Wrestlemania VIII. The Dirtiest Player in the Game was scheduled to defend his title against Macho Man Randy Savage at WrestleMania.
However, it was Hulk Hogan and Sid Justice - a match that ended in a DQ - that headlined that WrestleMania. Flair contested at various WrestleManias over the years but could never close out one.