I would say that RVD around right when the InVasion angle started. He was OBVIOUSLY well known in the WWE universe, but i know since he was an ECW guy, that would've never happened (i can dream though).
I think DDP should have been winning it a couple of times after beating Curt Henning at Starrcade '97. He was always one of the most over dudes in WCW from late '96 - early '99 so he should've gotten a clean Diamond Cutter on Hogan or Nash and a win.
Also, i think that the Ken Shammrock mention is VERY legit during '97- early '98
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