Triple H's wrestling career is among the most fascinating in the history of the industry. As an in-ring performer, Triple H has a legendary body of work with superb matches and enough moments to last a lifetime.
The more interesting aspect of his life is his backstage role and the controversy surrounding it. Triple H’s real life romantic relationship with Stephanie McMahon gave him a great deal of power in the WWE and he was never afraid to use it. Many wrestlers and personalities hold a grudge against him for doing them wrong, especially when he was competing with them for the top spot.
Triple H’s perception has changed for the better in recent years with his transition into a more prominent role in running the company. The introduction of NXT has made fans appreciate him more and the wrestlers working under him get someone wanting to help them rather than sabotage them. Despite his negative reputation, Triple H still did manage to make a few close friends during his long career in the business. We’ll look at both emotions shown towards one of the most influential men ever to enter pro wrestling. These are the eight best friends of Triple H and eight of his most hated enemies in pro wrestling.
16 Friend: Kevin Nash
The friendship sparked in The Kliq has lived on for over two decades. Triple H was the lowest member of the group on the totem pole during his first few years in the WWE. Shawn Michaels, Kevin Nash, Scott Hall and Sean Waltman included him in their inner circle. Triple H would have short falling outs with every member of The Kliq at some point over the years, except Nash. The cool demeanor of Nash makes it impossible to get into a fight with him.
15 Enemy: Bill Goldberg
Bill Goldberg and Triple H have always hated each other. The two met via an awkward interaction at an autograph appearance when respectively working for WWE and WCW during the Monday Night Wars. Everyone was on edge in the time frame, but it continued for many more years. Triple H absolutely trashed Goldberg for having no passion or heart on an appearance of Tough Enough. Pro wrestling was Triple H’s dream from day one but Goldberg lucked into it. That’s where it all stems from.
14 Friend: Vince McMahon
It seems like an obvious choice for Triple H to be a good friend of his father-in-law. However, the relationship between Triple H and Vince McMahon started long before he started dating Stephanie McMahon. Vince used to use Triple H as an example of the kind of guy Stephanie should aspire to date. She took the advice to heart and ended up marrying Triple H to make him a member of the McMahon family.
13 Enemy: Paul London
Triple H has rubbed many wrestlers the wrong way through the years. The political power saw him look strong consistently on WWE television. That carried over to the other talent working with him looking rather weak in comparison. One specific moment stands out when Triple H destroyed any chances of credibility for Paul London and Brian Kendrick. The Tag Team had the longest reigning Tag Title championship run on SmackDown but moved over to Raw.
12 Friend: Road Dogg
The era of D-Generation X is probably the most important chapter of Triple H’s career. Fans viewed him as a bigger star due to his presence in the popular faction. Shawn Michaels leaving the business opened things up for Triple H to become the leader with new members working with him. Road Dogg was one of the talents to get the opportunity and hit a home run. The charisma and sense of humor made him a perfect fit for the DX style.
The two men had a falling out when Road Dogg left the company and he buried Triple H in various shoot interviews. Road Dogg felt Triple H didn’t do right by him and played a role in his departure.
11 Enemy: Rob Van Dam
The top star always brought up when discussing Triple H’s tyranny over the WWE roster is Rob Van Dam. Fans adopted RVD as their favorite star during his first couple of years in the company. The timing was right for Van Dam to capture the World Champion in 2002, as a rivalry brewed with the dominant heel champ, Triple H. As expected, Triple H picked up the win and sent RVD back down into the mid-card and Tag Team picture.
10 Friend: X-Pac
Another longtime friend of Triple H to have a falling out with him for a short time period is Sean Waltman, also known as X-Pac. The two started a friendship in The Kliq and only grew closer in D-Generation X. Waltman returned to WWE following a bitter ending in WCW to join Triple H in DX with the new name of X-Pac. They were perfect together and provided the most entertaining days of DX with the face version of their stable.
9 Enemy: Kurt Angle
The rivalry between Triple H and Kurt Angle has gone on for about sixteen years now. Angle became one of the top heels in the WWE instantly and won the WWE Championship in less than a year on television. The success of Angle sparked competition with Triple H over the top heel spot in the company. A story has circulated for years that Triple H petitioned to change a story that would have Stephanie McMahon leave him for Angle on television.
8 Friend: William Regal
William Regal has remained a loyal friend of Triple H for many years. The two worked together in WCW and connected on a closer level in the WWE. Regal’s vast knowledge and genuine love for the wrestling business made him a peer of Triple H. Through various struggles on the road to getting clean, Regal has been met with support from Triple H and it has paid off big time today in the current landscape of the WWE.
7 Enemy: Scott Steiner
The most vocal enemy of Triple H has been Scott Steiner. A failed stint in the WWE caused Steiner to blame Triple H for sabotaging him. Steiner had a world of hype entering the company after a successful singles run in WCW before the company went out of business. Big Poppa Pump received one of the biggest pops in WWE history for his return in 2002. Triple H would enter a feud with him, leading to the two having absolutely dreadful matches together.
6 Friend: Ric Flair
Triple H has lived a dream life in many aspects, but becoming best friends with a childhood hero has to top the list. Ric Flair was the favorite wrestler of most avid fans of the 80s and Triple H was not an exception. The two had a short history in WCW when Triple H was breaking into the mainstream wrestling world. Flair looked out for Triple H and stopped Randy Savage from burying the young talent in his final match before heading to WWE.
5 Enemy: Kevin Dunn
The rumors of a power struggle backstage at WWE have pitted Triple H against super producer Kevin Dunn. Vince McMahon has extreme loyalty to Dunn and his family for their countless years of service in the WWE. Dunn will likely never be removed from his position of power if Vince is still the lead man in charge. There’s allegedly a drastic difference in philosophies between Triple H and Dunn.
Triple H has a clear vision for the future as shown with his execution of NXT. The new era of stars has been mostly discovered in NXT under Triple H’s watch, but Dunn is not as confident in this formula. Rumors have stated Dunn tried to sabotage the careers of Tyler Breeze, The Ascension and other various NXT acts called up to the main roster.
4 Friend: Shawn Michaels
Shawn Michaels and Triple H will always have their careers tied together. Michaels embraced Triple H early on in The Kliq and gave the young prospect a group of powerful friends to travel with. The biggest break of Triple H’s career would come when Michaels formed D-Generation X. It was the first time fans viewed Triple H as a potential singles star on the rise. The drug abuse issues in Michaels’ life forced the two to cut ties until he overcame the personal demons.
3 Enemy: Bret Hart
Triple H suggested the idea of orchestrating The Montreal Screwjob to Shawn Michaels and Vince McMahon when Bret Hart refused to lose the WWE Championship on his final night in the company. The idea turned into one of the worst moments of Hart’s life and he still holds a grudge today. Triple H has never made any bones about his role and belief in the situation. Hart has returned to form a solid relationship with the WWE again, but it doesn’t apply to his views on Triple H.
2 Friend: Scott Hall
Scott Hall has had one of the most tumultuous lives in the wrestling business with ups and downs. The in-ring talent of Hall provided excellence during his first stint in the WWE and that’s also where his friendship with Triple H launched in The Kliq. Hall’s personal demons harmed their relationship due to needing to get clean before being embraced by the WWE family again. Triple H helped Hall get help in countless rehab facilities through the years with the tab being picked up by him and the WWE.
The unique workouts of DDP Yoga ended up being the process to finally help get Hall back on track. Triple H was able to bring Hall back into the WWE world with the risks of negative stores associated with him diminishing. After Hall proved he could keep his head on straight, Triple H helped him get a place in the WWE Hall of Fame. Hall has appeared on various WWE shows, including WrestleMania 31, and it’s all thanks to his friendship with Triple H once again thriving.
1 Enemy: CM Punk
As seen with half of this list, Triple H has made a great deal of enemies in the wrestling business over the past twenty-four years. One man stands out as the top enemy of The Game and that’s CM Punk. The two have had a rocky relationship since day one. Triple H apparently mocked Punk’s look and physique during a dark match tryout and it leaked online. With that, Punk developed the reputation of being someone Triple H looked down on during his developmental days.
Naturally, they would become rivals on-screen when Punk became a top star on WWE television. The desire of Punk could not be denied and he became one of the biggest names in recent wrestling history. Triple H coincidentally was responsible for Punk’s red hot momentum cooling off in 2011. Punk inexplicably entered a feud with Kevin Nash and took a loss to Triple H, who was a part-time wrestler at this point, shortly after "The Summer of Punk.” The hatred between the two continued to grow backstage until Punk quit the WWE and confirmed the disdain for Triple H was a major reason why. Punk and Triple H’s story is a rare one of two wrestling personalities genuinely loathing each other with no repairing in sight.
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