The names Undertaker and WrestleMania are synonymous with every different. Even now that Undertaker is a few years got rid of from his closing WrestleMania tournament and deep into his retirement, the development simply does now not really feel the similar with out his presence on the Exhibit of the Immortals. Now not simplest was once his Streak important as a result of how long it was once (finishing at 25-2), however as a result of his fits would frequently be the most efficient of the night time – despite the fact that now not all the time.
27 Undertaker vs. Massive Gonzalez
WrestleMania IX
This tournament will be the simplest asterisk and blemish on The Undertaker’s report. even larger than his simplest two losses at WrestleMania, all as a result of it is the simplest tournament in his report the place he gained with out pinning or filing his opponent. As an alternative, on account of the 8-foot-tall large dosing The Deadman with a chloroform-soaked towel, The Undertaker gained through disqualification.
It is definitely a unusual approach to finish any tournament at WrestleMania, let by myself a Streak tournament, however fact be informed, the DQ end felt like a mercy kill, because the 8 mins of the competition have been probably the most slowest, maximum prodding of Taker’s profession. Undertaker’s fits with giant males generally is a blended bag. They may both be a amusing automobile crash that includes giant meaty males slapping every different, or a automobile spoil that includes less-than-exciting motion, and in large part as a result of Gonzalez’s struggles along with his frame on the time, this fell into the latter.
26 Undertaker vs. Giant Boss Guy – Hell in a Mobile
WrestleMania XV
There is a explanation why this tournament is frequently hailed because the worst Hell in a Mobile tournament of all time, and a few of it does not have the rest to do with the tournament itself. For starters, the sight of The Undertaker’s post-match placing of the Giant Boss Guy all the time made for uncomfortable viewing, even for the reside crowd in attendance.
As for the tournament itself, there have been too many components that averted this tournament from being one thing price making an investment in. The chemistry wasn’t there, the brawl wasn’t fascinating, and most likely worst of all, the tournament pitted one heel towards the opposite, now not giving the target audience someone to relatively cheer for. There was once not anything right here for audience to do however to rely down the seconds till it was once all in the end over.
25 Undertaker vs. Shane McMahon – Hell in a Mobile
WrestleMania 32
This may well be probably the most extra confusingly booked fits in WrestleMania historical past. Going into it, everybody cherished seeing Shane McMahon go back, however the stipulation was once had he gained, he’d develop into the Uncooked Common Supervisor and Undertaker could be pressured to by no means strive against at WrestleMania once more. No person sought after to peer the latter. Understand that each males have been babyfaces, making it the entire extra complicated.
What we were given is an Undertaker previous his high and and not using a Streak to deal with hobby within the tournament, and a Shane McMahon who added years of ring rust to his already not-so-fabulous wrestling talents. It is a lose-lose for everybody concerned. No less than it has the predictable, however ever-exciting dive from the cage and a series of high-risk, high-impact spots the place deficient Shane put his frame at the line for our leisure.
24 Undertaker vs. Roman Reigns – No Holds Barred
WrestleMania 33
There was once a time when audiences believed that Roman Reigns would make the very best candidate to finish the Streak. Right through his rookie days with the Protect, figuring out he was once a best prospect, it as soon as made sense for him to be the only to overcome Taker at WrestleMania. The ones days had lengthy handed by the point they wrestled at WrestleMania 33, a time when Roman was once getting into his 3rd WrestleMania major tournament as a multi-time former WWE Champion.
He did not wish to beat The Undertaker, and figuring out audiences would see Roman face the person who did destroy the Streak within the following yr’s WrestleMania, this win felt like a unnecessary approach to feed Vince McMahon’s vainness challenge in his hyper-fixation on pushing Roman Reigns. This tournament exists simplest to make Roman glance robust when he already seemed mighty robust. Reserving proceedings apart, the tournament is solely full of sloppy spots that made watchers really feel as though it was once time for Taker to in the end hold up his boots.
23 Undertaker vs. King Kong Bundy
WrestleMania XI

Whilst he is a reputation that does not get introduced up so much within the grand scheme of WWE historical past, King Kong Bundy’s standing as a legend is simple as one among Mania’s first major eventers, having headlined WrestleMania II in a Metal Cage tournament for the WWE Championship towards Hulk Hogan. Via WrestleMania XI, despite the fact that, nearly 10 years after the truth, Bundy is visibly previous his high towards the Undertaker.
Once more, giant guy bouts have all the time been a blended bag for the Undertaker, but if he is dealt an opponent who is not allowed to reside as much as his old-school popularity as a result of his age, that makes it the entire tougher to have a compelling tournament. It does not assist that the tournament is watered down additional through shenanigans revolving round Ted Dibiase and the Million Buck Company.
22 The Undertaker vs. Giant Display and A-Educate
WrestleMania XIX
What is maximum sudden is that this tournament was once with reference to being worse than it ended up being, because it was once firstly scheduled as a tag crew tournament that may have observed the founding father of Deadman Inc. crew along with his student, Nathan Jones, to tackle A-Educate and Giant Display. On the closing imaginable minute, the admittedly inexperienced Jones was once regarded as too inexperienced to strive against at the largest reveal of the yr. Right through the night time’s Sunday Evening Warmth pre-show, Jones could be attacked through the Complete Blooded Italians – now not his would-be Mania combatants, oddly sufficient – and thus, the tournament was once made a Handicap Fit.
On one hand, seeing Taker beat two males in a single night time did make for a greater exhibit on his Mania resume, whilst taking Jones out simply made for a greater contest. However, “higher” is not pronouncing a lot. The one factor worse than Taker wrestling a large guy that he does not have chemistry with is seeing him wrestling two.
21 The Undertaker vs. Sycho Sid – WWE Championship
WrestleMania 13

Undertaker’s first WrestleMania major tournament is extra of a whimper than a bang, however it is not both his or Sid’s fault. The previous WWE Champion (and optimistically long run WWE Corridor of Famer) and the principle tournament’s eventual victor have been each competent giant males, however regardless of each males getting 21 mins price of time they shine, they could not shine as a result of they have been being actively overshadowed.
First, they have been overshadowed through the sooner rapid vintage between Steve Austin and Bret Hart, which nonetheless stands tall as one among Stone Chilly’s best possible fits, to not point out a star-making efficiency. That was once all the time going to be exhausting to apply up. Then, the tournament is overshadowed through Shawn Michaels on remark, and Bret Hart’s interference, at the side of their resulting shenanigans. Whilst neither Sid nor Taker do the rest outright unsuitable within the tournament themselves, their tournament was once set as much as fail earlier than it even started.
20 The Undertaker vs. Kane
WrestleMania XX
Spoiler alert for later within the listing, however Undertaker and Kane’s previous contest from WrestleMania XIV ranks amongst probably the most former’s best possible Mania fits, and probably the most best possible fits in both guy’s profession. This tournament, despite the fact that, did not reside as much as that very same roughly expectation just because this tournament wasn’t set as much as be the similar roughly back-and-forth giant guy exhibit it was once greater than part a decade previously.
This could mark the primary time in years that Undertaker would pop out because the Deadman personality after first debuting the biker personality in 2000. Because of this, this served as extra of a exhibit of Taker’s reintroduction of that personality relatively than present to exhibit a tournament. The tournament is cast in putting in place what it tries to succeed in, at the price of sacrificing the chance for having every other nice tournament.
19 The Undertaker vs. Jimmy “Superfly” Snuka
WrestleMania VII
That is the tournament that set the degree for The Undertaker’s presence at the Grandest Level of Them All. It is the first tournament Undertaker ever had at WrestleMania, and as a tournament to set the tone for his Streak, it is not unhealthy. It isn’t rather the rest to put in writing house about because it does not stand out along the classics he would have in later years, however this is a cast begin to what would develop into an iconic run.
In underneath 5 mins, Undertaker vs. Snuka have what may also be best possible described as a reliable match-up. Taker appears to be like excellent in his first day trip and regardless of being previous his high, Snuka does his best possible to assist spotlight the strengths of the younger up-and-comer. It is a easy squash tournament that may elevate extra weight, that means, and relevance in later years because the Streak would develop into extra outstanding.
18 The Undertaker vs. Jake “The Snake” Roberts
WrestleMania VIII
Similar to the yr prior, this was once an example of a veteran hanging over the rookie on their manner out the door, however Roberts had the luxurious of nonetheless being in his high as a storyteller. Talking of, as a result of the well-documented storytelling talents of Jake Roberts and taking into account simply how a lot those two characters supplement every different, some would be expecting this to be a real vintage within the making.
Sadly, whilst now not a nasty tournament, it is disappointing as only a positive one. A easy seven-minute tournament that does not cross out of its approach to compel or reinvent the wheel. One issue might be that this might be Roberts’ ultimate tournament earlier than his WWE go out. Whether or not Roberts being unmotivated is what averted the tournament from dwelling as much as its complete doable, he nonetheless a minimum of does what he can to ship a tight contest with Taker.
17 The Undertaker vs. Bray Wyatt
WrestleMania 31
Similar to the aforementioned Jake “The Snake” Roberts tournament, in that audiences were given two spooky, eerie characters who supplement every different, tale and character-wise. On paper, it will have to have resulted in a super tournament. The truth that the tournament is not as nice as one would be expecting is what makes it disappointing. Just like the Roberts tournament, this one is a minimum of positive, inoffensive, and not anything outright unhealthy. The sit-up/spider-walk visible is finished completely.
Whilst the Roberts tournament was once hindered through Jake’s go out, this was once hindered through the truth that the Streak had simply ended the yr prior. Undertaker’s presence nonetheless supposed one thing at WrestleMania, however the principle attract and drama have been long gone after his defeat, and so the stakes have been minimized.
16 The Undertaker vs. Mark Henry – Casket Fit
WrestleMania 22
365 days got rid of from Randy Orton making The Streak a typical point of interest of Taker’s Mania storylines, it is disappointing for his very subsequent opponent not to pose a lot of a risk to the Streak. Now not as soon as all over the build-up or the true tournament did it really feel like Mark Henry had an opportunity of thrashing The Undertaker, even with the Casket Fit stipulation. That is earlier than Henry would in reality succeed in major tournament standing along with his Corridor of Ache personality, and earlier than that, he was once booked like a stepping stone, which stifles the tournament.
On the other hand, this may be some distance from a nasty tournament. Now not very thrilling, however as excellent as one can get from a 9-minute Casket Fit. The chemistry is a minimum of there for a cast contest that, all issues regarded as, nonetheless almost certainly ranks as probably the most higher coffin fits in WWE’s historical past.
15 The Undertaker vs. Brock Lesnar
WrestleMania XXX
This one is a tough one to rank. On one hand, that is the night time that the Streak got here to an finish, and The Beast Incarnate formally turned into the One to Beat the One in 21-1. It is arguably probably the most surprising second to occur in wrestling historical past, definitely within the historical past of WrestleMania. However, the tournament by itself deserves will not be excellent.
It isn’t someone’s fault that the tournament is not excellent, as Undertaker sustained a concussion early on. Had that now not came about, the tournament a minimum of will have been on par with their a lot better fits all over the summer season of 2015. It additionally did not assist that regardless of his credentials, no person believed that Brock would beat Taker at WrestleMania, if simplest for the reason that consensus was once that his personality did not want that win, even after struggling a couple of losses after his WWE go back. Nonetheless, despite the fact that, the overall 3 rely is unforgettable sufficient to a minimum of rank the tournament upper than it will have to.
14 The Undertaker vs. John Cena
WrestleMania 34
It is simple to stroll clear of John Cena vs. The Undertaker at WrestleMania and really feel underwhelmed as a viewer. Now not simplest as a result of they have had higher fits from greater than a decade prior, however for a number of years, this tournament was once regarded as a dream tournament price revisiting for WrestleMania, with Cena being a believable contender to overcome the Streak. By the point the tournament came about, the Streak was once lengthy over and Taker was once nearing the tip of his profession, and in consequence, could not hang the similar 20+ minute marathons he’d had prior to now.

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On the other hand, the 2 competition are execs for a reason why, and so they made due through having a dash as an alternative of a marathon, and that dash is entertaining for what it’s. It is disappointing to peer a tournament of this magnitude closing 3 mins, however it is a memorable 3 mins. In truth, it is spectacular that each have been in a position to pack all in their largest signatures and noteworthy moments in slightly below 3 mins.
13 The Undertaker vs. Triple H (I)
WrestleMania X-Seven

Even supposing it does not elevate the similar emotional gravitas because the latter fits of their Mania trilogy, their first Mania tournament was once all the time regarded as to be a excellent one. This could mark Undertaker’s first Mania tournament because the American Unhealthy Ass personality, whilst Triple H was once playing his run as the corporate’s best heel, even spoiling Stone Chilly’s highway to WrestleMania through beating him the month prior at No Approach Out.
Against this to their two latter fits, the storyline for his or her feud had not anything to do with The Streak itself, however it was once one thing that lovers have been acutely aware of going into it. In being conscious that Triple H was once nearly unstoppable all over this period, lovers have been sweaty on the concept that The Sport had a respectable probability to overcome Undertaker. The drama made for an exciting brawl.
12 The Undertaker vs. Ric Aptitude – No Disqualifications
WrestleMania X-8

Even supposing it would not be an lively a part of the storyline in choose of the private vendetta between the vets, Taker going 10-0 marks probably the most first occasions that the Streak was once stated on digital camera. It is pivotal in that side by myself, however the actual driver that made this memorable was once the tale itself. In fact, Ric Aptitude nonetheless being in a position to handing over a super contest and Taker on the best of his recreation was once all the time going to have astute effects.
Nevertheless, the storyline of Taker focused on Aptitude’s circle of relatives and seeing how the ones tales weave into this tournament – together with Arn Anderson’s interference for a ravishing spinebuster – feels rewarding to the audience who paid consideration to every phase. On best of that, it is a uncommon Mania look for a heel Undertaker, the place he’s completely depraved as he’s taking enjoyment of being the unhealthy man at the largest degree imaginable.
11 The Undertaker vs. Diesel
WrestleMania XII

That is one among WrestleMania’s oft-forgotten and least mentioned bouts, however that does not imply it is a unhealthy one. The tournament itself was once all the time overshadowed through the truth that this might be Kevin Nash’s 2d to closing televised tournament with the WWE as he was once on his manner out of the corporate and headed towards WCW. Fortunately, that truth did not grow to be a lazy efficiency, as Nash gave it his all towards Taker and vice versa in an incredibly fast moving tournament between the 2 juggernauts.
It was once mentioned previous that Taker’s fits with giant males generally is a blended bag, and this is without doubt one of the higher ones from his profession. It is also the primary tournament in Taker’s Streak the place it in reality felt as though The Demon of Loss of life Valley was once in jeopardy of dropping, including stakes and drama.
10 The Undertaker vs. Randy Orton
WrestleMania 21

If Diesel was once the primary opponent to make audiences consider that the Streak may just finish, then Randy Orton was once the primary opponent to make audiences consider the Streak mattered. Previous to this tournament, The Streak was once simply one thing discussed in passing within the background all over remark. It was once by no means a significant contingent of the storyline till The Legend Killer challenged Undertaker to a WrestleMania tournament, hoping to kill the legend of his Streak.
That is arguably an important Streak tournament for the reason that Streak would develop into the focus of Taker’s tales main into long run Manias, and despite the fact that that is a stretch, it does not trade the truth that Taker helped ship one among Orton’s best possible WWE fits. Thrilling from bell to bell as moments like Orton reversing a Chokeslam right into a #RKOOuttaNowhere had audiences on bated breath that the Streak might be over.
9 The Undertaker vs. Triple H (III) – Particular Referee Hell in a Mobile
WrestleMania 28
Some would argue that some moments from this bout are overly melodramatic, and that would possibly pull the tournament again somewhat. On the other hand, others would say that that is probably the most maximum emotionally resonant storytelling that WWE has dedicated to in its complete historical past. Total, this tournament is the fruits of nearly six years price of storylines. It all started at Royal Rumble 2007 and 2008, teasing Taker vs. HBK, adopted through their Mania fits, and Triple H’s previous bouts in honor of his fallen pal.
This tournament itself tells a multi-layered tale of 2 males obsessive about The Streak and a Streak holder determined to redeem himself after this sort of males brutalized him the yr earlier than. As well as, the load on Michaels’ shoulders is on complete show as he’s tearing on the seams figuring out the duty he holds in refereeing a tournament between his best possible pal and the person who retired him with sports activities leisure’s largest streak at the line.
8 The Undertaker vs. Kane
WrestleMania XIV
WrestleMania is all about spectacle, and boy, does this tournament have spectacle. This whole storyline would end up to be lore-defining for the Undertaker, as it is exhausting to even call to mind The Deadman with out enthusiastic about his emotionally scarred brother and the position that Taker performed in giving Kane the ones scars once they have been more youthful. The Brother vs. Brother tagline would upload weight to an already stacked Mania card, and this one holds a excellent argument for being the tournament of the night time.
Kane and The Undertaker would have numerous fits through the years, however this nonetheless ranks as their best possible. Now not simplest is it engrossing to peer those two giant males clobber every different, however the drama has audiences at the edge in their seats. In an generation the place it was once uncommon to peer a wrestler use their finisher greater than as soon as, seeing Kane kick out of 2 Tombstones (nearly 3) is sufficient to ship a pant throughout all the crowd.