10 Wrestlers Who Didn't Know When To Quit
1. Ric Flair
Even Hulk Hogan thinks Ric Flair is one of the greatest wrestlers of all-time.
Where Terry Funk was able to hide that his wrestling skills were deminishing by making himself a hardcore legend, the Nature Boy's drop off was far more noticeable.
A man who started his career in 1971 was never going to be the same person 30 years later; that's a given. It's hard to pinpoint exactly when Flair should've let his career end. He was WCW World Heavyweight Champions twice in 2000, but in 2001, at the last ever World Championship Wrestling event, he wrestled Sting in a t-shirt because he'd gotten so out of shape.
He couldv'e gone down with the ship when WCW closed, but WWE gave him a lifeline as on an onscreen character at the end of 2001. He was talked back into wrestling and eventually found his way into Evolution. World Tag Team and Intercontinental title reigns followed too; he'd found a new lease of life.
Then, in 2008 he decided to finish his career at WrestleMania 24 against Shawn Michaels. With a loss after the Heartbreak Kid said "I'm sorry, I love you," this was the end of Flair.
You know what? It could've been the perfect retirement.
Instead, Ric went to TNA via a tour of Australia with Hulk Hogan, and wrestled some awful matches, then bled far too much on his own self-indulgent retirement tour in 2023.
His last match in WWE was perfect, everything else was sequels no one asked for.