10 Worst Matches Of The Undertaker's WWE Career

These were uncharacteristically dark days for 'The Deadman'...

The Undertaker Goldberg
WWE.com

'The Demon of Death Valley' may have rode off into the sunset on his motorcycle (jury's still out on that one) following that now-iconic Boneyard Match at WrestleMania 36, but he can look back on what is probably in all honesty the greatest career in professional wrestling history with pride.

When The Undertaker says he has nothing left to accomplish, he literally means that he has nothing left to accomplish. Not only has the man achieved a legacy like no other, amassed an incredible amount of accolades and provided audiences with the best wrestling character of all time, he's also gifted us with some of the greatest matches in WWE history.

'Taker vs. Angle? Incredible wrestling. 'Taker vs. HHH? Violent brilliance. 'Taker vs. Michaels? Literal perfection (all five of them).

But it wasn't always 30-minute classics, faux finishes and Jim Ross losing his freakin' mind for The Undertaker because, over that three-decade career of his, 'The Lord of Darkness' has had a few, well, less brilliant affairs.

But we're not just talking about duds and squashes here. No, we're talking about the real misfires. Whether it was an opponent he was just never going to gel with in the ring, or indeed down to his own physical limitations in his later career, let's take a look at some of the rare blips on an otherwise perfect career for The Undertaker.

10. Vs. Big Show & A-Train - WrestleMania XIX

The Undertaker Goldberg
WWE.com

Undoubtedly the most meaningless of The Undertaker's WrestleMania bouts, his Handicap showdown with Big Show and A-Train was an example of just how creatively bankrupt the company was when it came to his biker persona back in 2003.

Though this was a better option than the originally envisioned tag team match - in which 'Taker would have teamed with Nathan Jones - it just felt like much less than what 'Big Evil' deserved.

If we're being completely honest, it wasn't even that bad as 'Taker and Big Show had some nice exchanges and we even got to see a rare Tombstone/Darkness Pin combo to finish off A-Train - a rarity during this period - but the nine-minute bout lacked flow, felt longer than it actually was and, finish aside, was completely forgettable. And considering we're talking about The Undertaker at WrestleMania here, that's really saying something.

Contributor
Contributor

Michael Patterson is an experienced writer with an affinity for all things film and TV. He may or may not have spent his childhood obsessing over WWE.