#5 Daniel Bryan

This is a match that could have happened in 2013 while Daniel Bryan had momentum. While The Undertaker had been a babyface for a long time at that point, face vs face feuds wasn't exactly uncommon.
The two have shared a ring - but not on the opposite sides. In 2013, The Undertaker was ambushed by The Shield, who were still close to a year away from turning face and breaking out as singles stars. Daniel Bryan and Kane would make the save and it would lead to the three of them teaming up in a losing effort against The Shield.
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One could argue that the timing was never right to have the feud, but a dream match between Daniel Bryan at his peak and The Undertaker would have sold well regardless of whether there would be a build-up or not. There's no doubt that Daniel Bryan could have given The Undertaker as good a match as CM Punk did at WrestleMania 29.
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