Shawn Michaels. (1997-2010). This is tangibly better than the Undertaker vs. Kane feud, but I preferred Undertaker vs. Kane over Taker vs. Shawn.
Shawn and Undertaker were and still are the top dogs in the WWE today. They have both proven their dedication and still haven’t been reimbursed for everything they have done.
Shawn Michaels has had the greatest matches in WWE. The Undertaker has had the greatest feuds and promos in WWE. Together, they would make the most preeminent superstar. We can’t have that but luckily; the next best thing is them feuding together. Shawn and Taker had the first Hell in a Cell match. It was an amazing Hell in a Cell and, compared to today, set the bar to high for HIAC’s to come. The match itself is known for a few things; Kane Debuting and it being the first Hell in a Cell. Because of that, many fail to realize why it is so great (and not just because of the most known reasons). It was deadly. It was brutal. They used weapons, destroyed each other. They even broke announce tables. They were beaten down so badly that they were prostrated and debilitated, so to say, and when Kane delivered a Tombstone Piledriver to The Deadman, he just dragged a dead weight on top of Taker, it was an easy 1-2-3.
One year later they would reencounter each other in a Casket Match (where Undertaker broke Shawn’s back, much like he will with his Career). An amazing match was, in a way, ruined but also constructed, to build talent and entertainment. I don’t believe it was ruined, but others might. This match isn’t remembered as much due to the fact it didn’t contain as much thrilling moments as the HIAC (with the exception of HBK breaking his back and Undertaker being lit on fire inside a casket). This was also a main factor in The Undertaker vs. Kane at WrestleMania XIV.
Then there was a 9 year break. The two top stars didn’t meet in a proper match, until it was time for the 2007 Royal Rumble where both of the superstars were the two remaining superstars at the end. It was the greatest Royal Rumble ending in history, and it left people in amazement with a historical conclusion to a fantastic Royal Rumble. We still hadn’t seen enough of The Undertaker vs. Shawn Michaels, and I don’t think we ever will. With just a normal Royal Rumble ending (which usually ends via a quick elimination, a double elimination, backstabbing elimination or an unreal elimination) this was amazing. If this was a match, and had ended via a pinfall, I’d be happy. Undertaker was against the ropes, at the very end, and as Shawn went for a Sweet Chin Music, Taker would duck and flip Shawn over the top rope to win. Not only that but as the 3rd last superstar, Edge, was eliminated by Shawn, Taker and Shawn lay down in the ring for several moments, only for HBK to handspring onto the mat whilst The Deadman sat up and rose from the canvas.
Two years later, Shawn Michaels wanted his opportunity to end the streak. Conversely, there is always a problem. JBL also wanted to end the streak. Shawn defeated JBL (Thank God) and went on to have one of the greatest matches of All Time with The Undertaker. This match was one of the greatest matches of all time. It had only two botched moves: Undertaker diving off of the top rope and Shawn Michaels performing DDT incorrectly onto Taker. After a brutal 30:41 minute match, it was The Undertaker, who prevailed after a second Tombstone Piledriver after he caught Shawn in mid air from a moonsault, went 17-0. Not only was the match one for the ages, but the promos were electrifying. Shawn went to a graveyard and had monologue about how he’d end the streak and after it all, he buried 17-0.
Now, after 17-0, Shawn tries to challenge The Undertaker again. The “Streak vs. Career” has so much on the line although we all know that nobody has ever really retired after a “Career Threatening Match” or “Your Fired Match”. After one of the greatest and spectacular promos of all time, will we have more to come from Shawn and Taker feuding together? Usually, the superstar that “retired” is back within the next few months; sadly it seems Shawn is gone for good as he gave us, what seems to be one final send off only a true superstar of enough calibers to be (self) entitled Mr. WrestleMania should – and could. As Shawn’s 26 (or, 22, considering he was out for 4 years) year career came to a magnificent close in what has now surpassed Ric Flair’s, The Greatest WrestleMania sendoff, The Undertaker was the victim of an 18-0 WrestleMania winning streak.