10 Most Ambitious Wrestling Matches Of All Time

2. Triple H Vs. The Undertaker - WWE Super Show-Down

Certain expectations surrounded the ‘Last Time Ever’ match between Triple H and the Undertaker at last year’s Super Show-Down pay-per-view—expectations lowered by ‘Taker’s general physical decline. He could only manage sub-three minutes with John Cena at WrestleMania 34, and so surely, this thing wasn’t going 25+ trademark Triple H minutes.

Essentially, if you escaped with your cherished memories intact, you’d probably be reet.

This thing went 27 minutes and 33 seconds, and it felt significantly longer than that because the Undertaker struggled so badly to perform as even a parody of his old self. He didn’t even have it in him to adequately do his part in a back body drop he wasn’t on the receiving end of. He looked as exhausted out there as he does at the prospect of mustering a half-smile for a fan paying extortionate money to meet him.

And what’s sad or morbidly hilarious, depending on your perspective, is that those cheeky prehistoric bastards aimed to pay tribute to their early 2010s classics, as if this was a narrative continuation of them, and not the last scene in Kingpin transposed to the wrestling arena. What were they thinking?

This was either the most woefully ambitious match in recent memory, or the most horrendously narcissistic.