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Putting HBK into Evolution really would not work at all.
First off, the whole gimmick of Evolution really doesn't suit itself to having multiple big names in it. It's basically the formula of the Four Horsemen. And before you start saying that I'm only saying that because it's got four guys and Ric Flair, take a look at it. Aside from the very obvious superficial similarities (the limos, the expensive suits, the whole "rich playboy snob" gimmick), the mechanics of the stable work solely to put the leader over. It's one main-event heel, and his cronies who do all of his dirty work. Essentially, the whole point of it is to get Triple H over. Adding another top tier star into the group would only hinder that process and/or hurt that star's credibility by turning him into just another lackey. That, or it would require the entire stable to be re-worked, and I highly doubt that would go over too well since they finally seem to have a formula that works.
Secondly, as PureHatred said, kicking out Ric Flair and putting in Michaels would seriously hurt Orton and Batista. Neither of them are particularly over, but Flair has done wonders in helping them get heat. HBK most likely wouldn't do that. Flair can afford to get his ass handed to him in Evolution matches, because his best days are behind him, and even in his heyday the faces were always kicking the shit out of him.
And thirdly, I just really really really don't like the idea of putting Triple H and Shawn Michaels on the same side. At least when they're enemies, they put on good matches against each other.
So, yeah, I'd rather not see that happen. If HBK turns heel, then so be it. Let him feud with Benoit some more, or with Edge. But don't cram him into a slot where he really doesn't belong.
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