Triple H and Shawn Michaels are two of the greatest wrestlers to ever step into a ring. Once they formed the alliance of D-Generation X at the start of he Attitude Era, everything changed forever for Mr. Vincent Kennedy McMahon. All of the sudden, WWE was beating WCW in the ratings, and they would never look back. DX helped WWE become a more adult-oriented product. The group would have two more formations together, in 2006 and 2009.
DX would also have an epic reunion at WrestleMania 31, when they fought on behalf of Triple H when The Game was facing Sting. Even though almost every WWE fan loved DX, these two definitely had to do a lot of screwing and enemy making to rise to the top. They say that CEOs and successful businesmen (hello, Donald Trump) have to be major jerks. They have to be ruthless and treat everyone like garbage to get to the top.
Triple H and Michaels had to do that to become two of the top wrestlers of their generations. And here are some of those exact wrestlers that Triple H and Shawn Michaels became enemies with.
16 Triple H: Chyna
Chyna was the valet of D-Generation X when it originally formed in the '90s. She was also Triple H's girlfriend in real life. The two had a very strong relationship, but then The Game fell for the billionaire's princess, Stephanie McMahon.
It all led to an absolute tragic situation for the WWE. Chyna was eventually fired after it became a love triangle mess. Triple H and Stephanie refused to talk about her until her untimely passing this past April. The Game and Chyna also had an apparent confrontation at Roddy Piper's funeral.
Chyna was obviously never the same after Triple H left her for Stephanie, whom he ended up marrying. Chyna struggled with drug addiction problems and just didn't get any better after that. At least Triple H and Stephanie praised her after her tragic passing.
15 Shawn Michaels: The Harris Brothers
The Harris brothers (Ron and Don) were twins who were one of the more successful tag teams you probably haven't heard about. They won three Tag Team Championships together in WCW, but they also had a very strong dislike towards The Heartbreak Kid.
Ron and Don were previously employed in the WWF, but weren't fans of Michaels and wanted to get revenge on him before they left the company. Scott Steiner told a story where the brothers forced the entire locker room out in order to have Michaels to themselves. One of them stood by the door while the other was about to lay a beatdown on him. Michaels apparently started crying in fear, only to turn around and see the brothers were just laughing.
Just because they didn't mean him, it doesn't mean they liked him. It was their last chance to scare him before leaving, and they pulled it off.
14 Triple H: Mr. Kennedy
Ladies and gentlemen...my second person on the list of Triple H.............MIIIIIIIIISTTEEEEEERRRRRR KEEEEEEEEEENNNNNEDY!!!!.......Kennedy!
Kennedy wasn't able to get over in WWE, mainly because his entrance where he introduced himself became annoying to everyone except for me. Kennedy didn't last long in WWE and made a jump to WCW. He made the same character entrance, except he went by Mr. Anderson this time around.
But Mr. whatever you want to call him didn't get along with Randy Orton, who of course was close with Triple H. It's believed Orton helped Triple H get Anderson/Kennedy out of the WWE. Triple H also said that Kennedy was "too comedic," to be one of the top stars. Kennedy would rant about Triple H in segments and interviews. But hey, at least he made a name for himself in TNA.
But yeah, don't ever piss off the boss or his friends.
13 Shawn Michaels: Chris Candido
This was a very sad case. Chris Candido was a nice story. He was only 5-feet-8 but made it big in an industry where guys are usually at least 6-1. Candido was an up-and-coming wrestler who was a WWE World Tag Team Champion and WCW Cruiserweight Champion. He tragically passed away at the age of 33 from pneumonia.
Candido and Michaels apparently didn't like get along behind the scenes, confronting each other after a match where Candido apparently was too rough during a house show. But things got much worse down the road. Candido, who was in a relationship with Sunny, discovered that she was having an affair with none other than Michaels himself. Sunny wrote in her book about the details; how Michaels was able to seduce her so well which caused the cheating scandal.
Hard to blame Candido. Michaels was a huge jerk backstage who thought he was above everyone else.
12 Triple H: Rob Van Dam
RVD was one of the best in-ring performers when he was with both ECW and WWE. He somewhat got over with the crowd, but Triple H was never big on him and was somewhat able to prevent him from becoming a top star.
Triple H also shot a promo a few years ago, where he said this about Van Dam and other Superstars to Daniel Bryan:
"Here's the thing, Daniel. I've seen guys like you come and go a million times. Guys like Jericho, Edge, Rob Van Dam... But not 'the one.' Never were they 'the one.' And maybe nobody wants to say this, but it needs to be said: It's a fact. If any of those guys had been the face of the WWE back in the day, we'd all be working for Ted Turner right now."
Van Dam has done interviews talking about how hard Triple H was to work with. Some wrestlers encouraged him to come back to WWE because of the way Triple H was changing the direction, but the former talent just wasn't interested.
11 Shawn Michaels: Jim Cornette
Jim Cornette built up a good resume for himself. He worked in all of the major wrestling promotions: WWE, Jim Crockett, WCW, and later TNA. But he'll probably tell you he didn't enjoy his time with WWE because of Michaels. Cornette answered questions in a Reddit Q and A.
A fan asked him why Vader quickly fell off the top of the WWE card, and Cornette said this:
“[Shawn] Michaels was a p—y and didn’t like working with Leon [White] because he was too stiff”.
Per Inquisitr, Cornette also talked about his major disapproval of the MSG Curtain Call, and even went as far as to calling HBK "a goof," and a "head case." Cornette talked about how they never got along and he doesn't like him for being religious yet "shooting animals." It's probably safe to say they'll never make up.
10 Triple H: The Ultimate Warrior
The Ultimate Warrior was one of the biggest wrestlers during the '80s and for the early '90s. By the time he faced Triple H at WrestleMania XII, his character had slowly lost its steam, and The Game was gradually working his way to the top. Nobody could have imagined that it would kickstart a rather sour relationship between the two men.
Triple H said that Warrior was "unprofessional," in the latter's DVD. Before their match at WrestleMania, The Game tried talking to Warrior about how to plan it, with an agent by his side. Warrior shot down every idea in a condescending matter and was rude to the agent for being there.
In response to the criticism, Warrior said this:
"Well, it sure sounds like I taught you very well in the 5 minutes you had in the ring with me. Because from what I hear you are the biggest unprofessional asshole the business has ever seen. You are welcome."
But the two would actually make up as Warrior was inducted into the WWE Hall of Fame in 2014.
9 Shawn Michaels: Hulk Hogan
Michaels and Hulk Hogan are two of the most respected WWE legends to ever live. Hogan is considered THE GUY of the '80s, while Michaels was one of, if not, THE GUY of the mid '90s and early 2000s. Fans were treated to a dream match between the two at the 2005 edition of SummerSlam. But wouldn't ya know it? Both egos reared their ugly heads and made the match all-around awful.
You see, Michaels was to lose to Hogan, with The Heartbreak Kid getting a rematch that he would end up winning. But Hogan refused to lose to Michaels, so he was promised to get the one match that he would win. WWE employees had no choice but to give in to Hogan's demands. Michaels was not happy about this.
Michaels oversold everything and flopped like a fish out of water during the match. In a way, it's funny to watch. But for the fans who anticipated a match of the century, both men ruined it. Hogan was immature, but Michaels was classless about it.
8 Triple H: Goldberg
Goldberg was the guy near the end of WCW, emerging as their top babyface in 1997 with his unbeaten streak. When WWE bought out WCW, Goldberg was expected to get his big push in his new employer. That never really happened, and some can rightfully speculate that it's because Triple H didn't care for Goldberg. Vince's son-in-law surely had some pull in all of this.
Triple H and Shawn Michaels talked about how Goldberg wasn't material enough to be in the WWE Hall of Fame. And when he did an interview with Sports Illustrated, Goldberg said he tried reasoning with Triple H to have a return somewhat earlier. He promised to put their differences aside, but it just wasn't meant to be. Thankfully, they really did put it all aside as Goldberg is set to fight at Survivor Series against Brock Lesnar
7 Shawn Michaels: Shane Douglas
Shane Douglas was one of the many wrestler who fell victim to The Kliq's power backstage. He and Shawn Michaels didn't get along, leaving the writing on the wall for a personal rivalry to take place. Douglas' feud with Michaels prevented the former from ever getting a big and well-deserved push in WWE.
During an interview with BeneathTheMat.com, Douglas said how Michaels threatened to embarrass him backstage before one of their matches was to take place. Suddenly, Michaels backed out of the match because of a concussion, much to the frustration of Douglas.
And while Douglas has gone on to proclaim Michaels as the greatest wrestling performer ever, he's accused The Heartbreak Kid of constantly insulting the way he has performed. Doesn't sound very mature to me. Easy to see why these two didn't get along.
6 Triple H: Alberto Del Rio
Over the past few years, Triple H has been running the company side-by-side with Vince McMahon. So the fact Alberto Del Rio has had two ugly departures from the WWE easily shows how much The Game and this man don't like each other.
Del Rio accused Triple H of being a racist and how he ruined the fun in wrestling. Del Rio hated the way he was booked and wasted no time to let his feelings be revealed. Triple H has no tolerance for people who are hard to deal with, so Del Rio's recent departure can't be a surprise to anyone.
Also, Del Rio and Paige were suspended around the same time for violating the WWE Wellness Policy. Triple H has apparently tried to break off the relationship. There's no doubt Del Rio and Triple H don't see things through together. It's amazing they worked well on two separate occasions to begin with.
5 Shawn Michaels: Marty Jannety
Michaels and Marty Jannety formed The Rockers, one of the most iconic tag teams in professional wrestling from 1985-1992. Wrestling Observer Newsletter named them the Tag Team of the Year in 1989, and this was a starting point in helping Michaels becoming The Heartbreak Kid legend we all know and love today.
However, everything between these two began to fall apart during the '90s. Jannety allegedly showed up intoxicated during a match and it landed him in hot water. Jannety was fired, but took it out on Michaels. From Jannety's point of view, his buddy should have defended him and worked to help him keep his job.
The two would have a reunion on Monday Night Raw in 2005, but it doesn't appear as though the two will remain friends again. That ship has long sailed.
4 Triple H: Kurt Angle
Kurt Angle and Triple H dominated the WWE during the Ruthless Aggression Era. Angle left the WWE in 2006 and as fans have anxiously awaited another run for the Olympic Gold medalist with the company. Perhaps one reason it hasn't happened yet is because of his rough relationship with The Game.
When you have two big egos in the WWE, it's never going to end well. Angle has the right to feel like the darn best wrestler on the planet. The Game is the son-in-law of Mr. McMahon. So each side is warranted.
Angle has basically said he hasn't returned because he and The Game have had to "bury the hatchet." Though he hasn't really gone off on Triple H in interviews, it's clear their personal distastes for one another have held back what could have been a nice relationship.
3 Shawn Michaels: The Rock
Besides Sting/Undertaker and Steve Austin/Hulk Hogan, this is the one dream match we'll never see that everyone wanted to happen. Shawn Michaels and The Rock are easily two of the greatest in-ring performers and characters that the WWE has ever employed. But a lack of understanding between both guys made it very hard to work together.
The Rock never really did anything wrong, so his bitter feelings towards Michaels should be considered justified. Michaels was apparently obnoxious to The Rock's grandmother during a wrestling event when the latter was just a kid. In his biography, Bret Hart mentioned how Michaels and Triple H hated Rock from the get-go.
Michaels just couldn't let it go. He and Triple H tried to end The Rock's Intercontinental Championship push and make him look bad. Michals also lobbied hard to Vince McMahon to not let Rock to headline WrestleMania XV. Rock said he would never work with Michaels. Can you really blame him?
2 1.Triple H: CM Punk
Even though it's really McMahon who is the WWE Chairman, Triple H has been having just as much say in things for the last few years. So when CM Punk left the WWE in 2014, it wasn't just because of Vince, but Triple H as well.
Now, these two have somewhat avoided taking major shots at each other in the media, but the reasons are clear why Punk hates The Game. The two just simply never saw eye-to-eye. Punk was hoping to get over once and for all, but Triple H was never big on him. Though it probably was deserved for Punk, Triple H didn't want him to be their main guy. Punk would deliver shoot promos about how he was sick of John Cena being the guy when all he did was suck up to Vince.
Punk was fired on his wedding day an the chances of him coming back to WWE are slim-to-none at this point.
1 Shawn Michaels: Bret Hart
As you've learned already, just about every major wrestler in the '90s hated Shawn Michaels except Triple H. He had a huge ego, was very selfish and difficult to get along with. Nobody knew that better than Bret Hart.
Hart and Michaels have since patched things up, but The Hitman talked about how he told HBK he would put him over, despite their rocky relationship. Michaels said he appreciated it but wouldn't do the same. Before Hart left WWE for WCW in 1997, Michaels conspired to screw Hart in his final match with the company. We all know where that went. Hart was embarrassed in his home country, Vince McMahon got spat on and knocked out backstage, his evil on-screen boss character came to life, and all parties made peace in 2010.
But this goes down as the most infamous personal rivalry in WWE history. Not because of what happened backstage, but because of what happened in front of millions at Survivor Series, 1997 in Montreal.