#4 The Deadman turns baby face
The WWE backstage officials had become aware of The Undertaker's popularity with the fans. Despite the fact that he was a mysterious, 'dark' character, the plan was drafted to turn him baby face.
He found his opportunity soon enough. The Undertaker had formed a loose alliance with Jake The Snake Roberts, but it didn't last long. When Jake Roberts went to attack Miss Elizabeth with a steel chair, The Undertaker stopped him.
This led to a Funeral Parlor segment where Roberts confronted his ally The Undertaker. When Roberts asked The Dead Man whose side he was on, The Undertaker replied "Not Yours." Then they engaged in a brawl that is still talked about today. Jake Roberts proved to be Taker's biggest challenge ye
Eventually the two would meet at Wrestlemania VIII, where the Snake fell to The Undertaker as another number of the legendary winning streak.