6 times Bray Wyatt lost when he should have won

#2 The Undertaker and Kane (Survivor Series 2015)

The Brothers of Destruction perform simultaneous chokeslams on the Wyatt Family.

It's possible that the loss to Roman Reigns inside Hell in a Cell caused Bray Wyatt to go off his rocker (pun intended). On the same night that Wyatt lost to Reigns in a Hell in a Cell match, The Undertaker lost one of his own to Brock Lesnar. After the match ended, The Eater Of Worlds led his family down to the ring to attack The Deadman, and they carried him off into the abyss. They did the same thing to Kane the next night, in a moment that was eerily similar to what the did to the man in the summer of 2013.

This time, however, things would not go the way Wyatt intended. In 2013, Wyatt, along with his followers, defeated Kane and send him out of the spotlight. While he no longer had a problem with The Big Red Monster, he still used the man to get at his brother, who Wyatt failed to defeat earlier in the year at WrestleMania.

It worked. The attacks on both The Undertaker and Kane provoked the men and led to the reformation of the Brothers of Destruction on the 25th anniversary of the birth of The Deadman character.

Kane and The Undertaker made quick work of Wyatt and Harper, even with Rowan and Strowman interfering on their behalf. The Brothers of Destruction essentially beat all four members of the Wyatt Family, and it barely took them 10 minutes to do it.

It was probably this loss that sent Wyatt into the tailspin that would eventually lead to The Fiend. Wyatt got hurt a couple of times, picked random fights with people he had no actual interest in finishing off, and generally drifted around like a ship with a torn sail in the middle of the sea.

He briefly made it back to the shore thanks to Randy Orton, but it turned out that Orton was inside Wyatt's mind the whole time. Orton helped him, three years after his debut, win his first-ever championship in WWE (SD Tag Titles) and even motivated him enough to finally lead him to win the WWE Championship, a title that he fell short from gaining on a number of occasions.

But it was never real. Wyatt tried to replace The Undertaker two different times and failed both times, the first on his own, and the second time with help. That sent him into madness, and the brief run of success from late 2016 into early 2017 was all in his imagination. His final run, against, and then with, Matt Hardy, also never happened.