What If…The Undertaker’s Streak Ended in 1993?

What If…

The Undertaker’s Streak Ended in 1993?

Contributor: Jesse Pratt


At WrestleMania 33, the final chapter of the career of The Undertaker was seemingly written.  A defining part of his career was “The Streak,” his series of matches at WrestleMania that he won each year until 2014.  This idea created, arguably, some of the most memorable moments in the history of the event.  The notion of The Undertaker being undefeated at WrestleMania was first mentioned by Vince McMahon in 1995 at WrestleMania 11, although the word “streak” was not used until much later.  Prior to that event, The Undertaker’s previous appearance at the big event was at WrestleMania 9 in 1993, where he faced Giant Gonzales in their first official encounter and won by disqualification.  Gonzales had debuted that year at the Royal Rumble, where he came out and physically dominated The Undertaker, eliminating him from the match.  The Undertaker would then go on to win the feud at SummerSlam 1993.  Very often in feuds, we see the heel win the first encounter and the babyface overcome the odds to ultimately vanquish their foe at the end.  What if that happened for this feud?  What if Giant Gonzales defeated The Undertaker at WrestleMania 9, thereby killing the streak in its infancy in 1993?  How would subsequent WrestleMania matches for The Undertaker have turned out?  We’re going to explore this possibility, but first, let’s cover some assumptions and caveats:

  • I won’t be giving a whole lot of in-depth analysis, as there are 20+ matches to consider. I will simply state the winner, along with a brief sentence explaining my rationale.
  • All opponents remain the same.
  • All timeline events remain the same, for example, people leaving the company, people retiring, etc.
  • Most storylines remain the same. Some creative liberties will be taken where I see fit.
  • On a personal note, I loved the streak and am not advocating that it should not have happened. This is purely hypothetical.

Without further ado, let’s begin with 1995:

  • WrestleMania XI vs. King Kong Bundy – Undertaker wins. Bundy was a bit player by this point.
  • WrestleMania XII vs. Diesel – Undertaker wins. Kevin Nash was on the way out by this point, only makes sense.
  • WrestleMania 13 vs. Sycho Sid – Undertaker wins. As promising as a “Summer of Sid” may sound, this night belonged to Taker.
  • WrestleMania XIV vs. Kane – Kane wins. The character was hot, on a roll, and not quite ready to be cut short.
  • WrestleMania XV vs. Big Bossman – Undertaker wins. Taker won the title two months later, no reason to lose here.
  • WrestleMania X-Seven vs. Triple H – Triple H wins. Triple H was still on fire after his great year in 2000, had just in the prior month cleanly beaten the man who would go on to win the title later that night, keep the momentum going.
  • WrestleMania X8 vs. Ric Flair – Undertaker wins. With all due respect, I can’t imagine someone likely still seen as a “WCW guy” in 2002 beating a WWF main eventer at WrestleMania (see also the matches with Scott Hall, Hulk Hogan, and Chris Jericho from the same show).
  • WrestleMania XIX vs. Big Show & A-Train – Big Show & A-Train win. This was a throw away match on the card, the biker gimmick was tired by this point, and the two guys could have used the boost.
  • WrestleMania XX vs. Kane – Undertaker wins. This was the return of the Deadman, getting revenge on the guy that buried him alive.
  • WrestleMania 21 vs. Randy Orton – Orton wins. The “Legend Killer” schtick still had some legs to it, plus he could have used the win following his title loss to Triple H from the months prior.
  • WrestleMania 22 vs. Mark Henry – Undertaker wins.
  • WrestleMania 23 vs. Batista – Batista wins. Batista felt stale as a babyface at this point, and a heel turn mid-match could have put a little more energy into the run.  Quite frankly, only 6 months of heel Batista in 2009-2010 was not enough for me.
  • WrestleMania XXIV vs. Edge – Undertaker wins. Edge had been a thorn in Taker’s side for the majority of the prior year, time for his comeuppance.


  • WrestleMania XXV vs. Shawn Michaels – Undertaker wins. This is one of my all-time favorite matches, I wouldn’t change a single thing.
  • WrestleMania XXVI vs. Shawn Michaels – Undertaker wins. This was HBK’s retirement match, only makes sense for Undertaker to win.
  • WrestleMania XXVII vs. Triple H – Triple H wins. Trips gets revenge on his buddy getting retired, plus it is Triple H.
  • WrestleMania XXVIII vs. Triple H – Undertaker wins. Taker at this point would have lost twice, not losing three times.
  • WrestleMania 29 vs. CM Punk – Undertaker wins. With the passing of Paul Bearer in the weeks prior to this match, Taker was the sentimental favorite and had to win.
  • WrestleMania XXX vs. Brock Lesnar – Lesnar wins. He broke The Streak to begin with, so he should win in this timeline as well.
  • WrestleMania 31 vs. Bray Wyatt – Undertaker wins. This is Taker’s first appearance in a year, so needs to win.
  • WrestleMania 32 vs. Shane McMahon – Undertaker wins. In no universe (WWE or otherwise) does Shane McMahon ever beat The Undertaker.
  • WrestleMania 33 vs. Roman Reigns – Reigns wins. Taker’s retirement match.

There we have it, a possible timeline of events had The Undertaker lost back in 1993.  Would all of these results have happened the way I outlined above?  Maybe, maybe not, but it’s fun to think about.  In closing, as a fan, I would just like to express my thanks and appreciation for the wonderful career that The Undertaker has had and the memories he has given us.  He has been my favorite wrestler since I started watching over 20 years ago and is responsible for some of my favorite matches.  Enjoy retirement, Deadman.  You have more than earned it.

-Jesse Pratt

(Get to know Jesse a little better HERE.)


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