7 Matches That Should Have Headlined WrestleMania

5. The Undertaker Vs. Shawn Michaels - WrestleMania 25

CM Punk The Undertaker
WWE.com

Triple H, in rare poetic justice for a man immune to the karma threatened by Julie Hart in the aftermath of the Montreal Screwjob, repeated a fatal mistake twice on the Show of Shows, tarnishing his legacy on it in the process.

Precedent and his hubris alike concealed from him the inevitable bomb that was his WrestleMania 25 main event. The Undertaker vs. Shawn Michaels was never not going to reach classic status; they'd mastered the Hell In A Cell match at the first attempt, in 1997, and their synergistic showings at the 2007 and and 2008 Royal Rumbles proved that they were capable of something even better than that under the heady glow of the Grandest Stage.

It was a classic. An influential classic, a fusion of physicality and psychology performed by two old warhorses. Triple H Vs. Randy Orton was not a classic. It was never not going to not reach classic status, given the optimistic and arrogant layout. Almost defiantly methodical, Trips and Randy wandered through a 23 minute slog in defiance also of its hysterically violent storyline. It was peak Triple H babyface chutzpah. Nobody wanted to see him out-wrestle Orton in a lesson imparted by the veteran.

Better veterans had taught him a lesson about an hour earlier.

Contributor
Contributor

Michael Sidgwick is an editor, writer and podcaster for WhatCulture Wrestling. With over seven years of experience in wrestling analysis, Michael was published in the influential institution that was Power Slam magazine, and specialises in providing insights into All Elite Wrestling - so much so that he wrote a book about the subject. You can order Becoming All Elite: The Rise Of AEW on Amazon. Possessing a deep knowledge also of WWE, WCW, ECW and New Japan Pro Wrestling, Michael’s work has been publicly praised by former AEW World Champions Kenny Omega and MJF, and current Undisputed WWE Champion Cody Rhodes. When he isn’t putting your finger on why things are the way they are in the endlessly fascinating world of professional wrestling, Michael wraps his own around a hand grinder to explore the world of specialty coffee. Follow Michael on X (formerly known as Twitter) @MSidgwick for more!