Undertaker's Character Summer '99 | WrestleZone Forums
Come 1999, WWE was starting to see that characters that are exaggerated versions of the people performing them were drawing. Rock and Austin being the best examples and two biggest draws. It stands to reason that the thought to move a very over the top dark character like the Undertaker into a character closer to the man portraying him could have been a drawing character, therefore a renewed source of revenue and interest in an established star.
Undertaker at this time was more than likely already or beginning to get the ear of Vince Mcmahon. The transition to the biker character would have allowed Taker freedoms such as not dying his hair or applying make up.
We would have seen a slow morph into the biker character over the fall. I think the final trigger would have been pulled early winter, maybe Rumble time, with the end goal of a biker Undertaker vs Big Show match at WrestleMania 2000 (16). The end result would have been biker Taker, only different. We may not have gotten the Kid Rock theme or the American Badass nickname that came along with it, but it would have been the same result.
The Unholy Alliance would have continued in the tag title scene until likely December, perhaps Royal Rumble time. It would have been interesting to see how this affected the dissolution of the New Age Outlaws or the tag team ladder match at Mania 2000.
The end goal of the Unholy Alliance was to turn Undertaker babyface in a biker gimmick so that he could evolve with the times.
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