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Sometimes you have all the talent in the world, everything is going good, but you still don't get the success you should have! The same has been the case with Bray Wyatt. Being a third-generation Superstar and having one of the best creative minds in the business, it is indeed disheartening to see Wyatt so often lose out in the big feuds.
After performing in WWE NXT as Husky Harris, he made his debut on the main roster as the leader of the Wyatt Family, and the gimmick seemed to be an instant hit among the fans. The way he used to cut his cryptic promos, and the aura around the character, he looked set to be a huge Superstar.
Unfortunately, that was not to be the case. Fans stopped buying into the story of him giving huge threats to his opponents but ending up losing to them in the end. While all hope is not lost for him, as he still has a huge career ahead, a victory in the matches listed in this article would have hugely benefitted him. Let's take a look at five such instances.
#5 Against Roman Reigns at Hell in a Cell 2015
The man who was earlier rumored to be Bray Wyatt's opponent at WrestleMania 36, Roman Reigns, has previously had a lengthy feud with the Eater of Worlds. While the Wyatt Family managed to defeat The Shield during their match in 2014, their leader was unable to defeat Shield's powerhouse a year later.
A rivalry that started with Bray costing Reigns the Money in the Bank match went through multiple PPVs, with the duo exchanging wins due to various interferences and what not. The feud was set to conclude with them taking on each other inside the deadly Hell in a Cell during 2015.
It was the Big Dog who came out with the deciding victory in the feud and the match after pinning Wyatt inside Hell in a Cell. A victory here could have been a huge one for Wyatt, but that was not the case, sadly!
#4 Against John Cena at WrestleMania 30
One of the earlier feuds that could have changed the entire course of Bray Wyatt's career was against John Cena. The feud started after the Wyatt Family cost Cena his World Title match against Randy Orton at Royal Rumble 2014, and yet again interfered in his Elimination Chamber match, leading to yet another defeat for the Leader of Cenation.
The storyline for the feud was one of the best ones as the sadistic Wyatt wanted to expose to the world that Cena being an upholder of all that is moral and good was nothing more than a liar himself. Not only did he want to prove him a fraud, but he intended to bring out the monster within Cena. This led to a clash between them on the 30th anniversary of WWE WrestleMania.
A victory against someone like John Cena at such a big stage would surely have brought the spotlight on Wyatt, making him the next big thing. But it was Cena who somehow managed to overcome all odds and defeated him in the match.
The feud stretched further with Wyatt managing to defeat Cena at Extreme Rules, but he ended up losing the deciding match of the feud at Payback.
#3 Against The Undertaker at WrestleMania 31
Ever since the debut of Bray Wyatt on the main roster, fans have compared him with The Undertaker. With the lack of supernatural gimmicks in the modern era, Wyatt seemed to be the perfect successor to carry on the Dead Man's legacy. The fact that Bray used to call himself the new face of fear seemed to be a hint towards that being the plan all along.
A year after Undertaker's shocking loss to Brock Lesnar, Bray Wyatt mocked and challenged him to a match at WrestleMania 31. The feud had all the ingredients expected from a clash between two supernatural entities, with the Phenom accepting his challenge by setting Wyatt's chair on fire inside the ring.
In what was a perfect opportunity to have a "passing the torch" moment with The Undertaker putting over Bray Wyatt, WWE decided to go against it and let Wyatt take a clean pin. This not only derailed Wyatt's momentum hugely but made his claims of being the new face of fear seem pointless.
Well, the company still has a chance to rectify that mistake by letting The Fiend retire The Undertaker once and for good, but only time will tell whether we get to see that.
#2 Against Randy Orton at WrestleMania 33
It is indeed disheartening to know the fact that Bray Wyatt is one of the only top Superstars in the company to not have won a single match at the Grandest Stage of Them All. After two huge defeats at the hands of John Cena and The Undertaker, Wyatt's next 'Mania match came against Randy Orton at WrestleMania 33.
The feud was again an amazing one as Randy joined the Wyatt Family, even winning the SmackDown Tag titles with Bray. The Viper then went on to win the Royal Rumble 2017 and things became interesting when Wyatt won the WWE Championship at Elimination Chamber.
While Orton initially refused to fight his "master", it all turned out to be one huge swerve as the Apex Predator went on to invade the Wyatt Family compound and burned their house to ashes, revealing it was his plan all along. This set up their title match at WrestleMania 33.
Bray Wyatt needed the victory much more than Randy Orton, as he had just won the title, and also to take revenge on Orton for destroying Sister Abigail's grave. But once again, he lost a big match on a big stage!
#1 Against Goldberg at Super ShowDown 2020
The latest occurrence on this list took place at WWE Super ShowDown 2020 when Goldberg defeated "The Fiend" Bray Wyatt to win the Universal Championship, becoming the first man to pin him.
After a not-so-successful run as the leader of the Wyatt Family, Bray took a hiatus from the ring and returned after WrestleMania 35 in a completely new avatar. Starting as a friendly-looking and ever-smiling host of the Firefly Funhouse, he soon started showing signs of his sadistic gimmick, and after a few weeks introduced the WWE Universe to The Fiend.
The character rose to fame instantly and became the hottest act in the world of sports entertainment. He was put in the World Title picture almost instantly, and he won the Universal Championship by defeating Seth Rollins at Crown Jewel 2019.
Just when he was building some momentum and starting to have a good reign as the Champion through his feuds with Daniel Bryan and The Miz, WWE Hall of Famer Goldberg decided to step in and challenged him for his title, leading to a match at WWE Super ShowDown 2020.
While fans were expecting this to be a match to help build some momentum for The Fiend before WrestleMania, Goldberg shocked everyone by handing him his first defeat. The decision hasn't gone down very well with the WWE Universe, but I am interested in seeing what The Fiend has next in-store. He's not done, certainly not!
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