5 surprising names who hold a victory over Ric Flair

#1 Rico def. Ric Flair (WWE Monday Night RAW September 16, 2002)

Ric Flair was lost in the WWE wilderness heading into the fall of 2002. After losing sole ownership of WWE to Vince McMahon, The Nature Boy's role on WWE television was in question before he eventually joined forces with Triple H and founded Evolution. However, in order to pair up with The Game in the future, Ric Flair had to continue to fall on WWE television first.

In recent weeks on WWE television, RAW General Manager Eric Bischoff had appeared on SmackDown, interrupting the wedding between Billy and Chuck, facilitating an attack on SmackDown General Manager Stephanie McMahon by Three Minute Warning in the process.

In a subsequent episode of RAW, Eric Bischoff revealed that Billy and Chuck's former manager Rico had assisted the RAW General Manager in arranging the attack on SmackDown. Rico's reward for his crimes would be a match against Ric Flair later on during the broadcast.

Once the match began, it appeared as if Ric Flair was going to make quick work of his opponent. Rico had brought a steel chair into the ring, to which The Nature Boy removed the weapon and briefly thought about using it. However, during his hesitation Ric Flair was met with a spinning kick by Rico. The newest member of the RAW roster was able to get a shock upset pinfall victory despite Flair's hand being on the bottom rope.

During an interview after the match, Ric Flair was confronted by Triple H. The new World Heavyweight Champion questioned how Flair had won the World Championship 16 times and called The Nature Boy "pathetic." This would all set up Flair joining forces with The Game several weeks later, and the rest is history.