10 Wrestlers Who Didn't Know When To Quit

9. Kane

The Undertaker Quit
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When Kane debuted at In Your House: Badd Blood 1997, it was incredible. He stormed to the ring with Paul Bearer, ripped the Hell In A Cell cage's door off its hinges, stood face-to-face with The Undertaker, then dropped him with a Tombstone Piledriver.

How do you top a moment like that?

Unfortunately, you can't.

Let's jump ahead 15 years to when the Big Red Machine's career fell off a cliff. In a decade and a half, he'd held the WWE Championship for one night, got himself a girlfriend and joined D-Generation X, fought with WWE against The Alliance, and definitively beaten his brother in a drawn out feud for the World Heavyweight Championship, all the while switching between masked and unmasked.

It was a rollercoaster that kept going for way too long.

Pairing him with The Authority is where things got to the point of no return. From masked menace making WWE hell for other wrestlers, to walking out in a shirt and tie with Triple H under the title of Director Of Operations, has there ever been a bigger comedown in wrestling history?

When that painful storyline ended, they slapped the mask back on him - but it was too late. The rest of Kane's run was like a greatest hits tour. He tagged with Daniel Bryan again, reunited the Brothers Of Destruction, then started only making appearances to pop the crowd.

The character was so diluted that him leaving to become Mayor of Knox County, Tennessee couldn't have come sooner.

 
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When I'm not trying my hardest to visit all 50 U.S. states, I'm listening to music from the 80s, watching TV from the 90s, and reminiscing about growing up in the 00s. I'm currently living in Melbourne, Australia so WWE premium live events are on Sunday afternoons for me; the absolute dream.