-I think D'Lo would have been an awesome world champion eventually, following the the roster split (maybe on the Smackdown brand). Of course, he was quietly buried after the Droz tragedy (and maybe his heart wasn't into in anymore since he probably felt great guilt). Which is a crying shame.
-I think Owen would have made a terrific world champion in 1995-96. But he didn't want the belt.
-Even though he would go on to win the title in 2006, I think Booker T should have won it against HHH at WM19. He had it all: Solid worker, good with the mic, and was one of he more over guys on the RAW brand at the time. Even HHH was pushing for Booker to win that night, but someone in the company overruled him (Vince?). A great shame: Booker would go on to get humiliated for weeks prior to the event, with that awful angle of being treated like a slave by HHH & Flair, and for what? He got buried in what's quite possibly the worst ending to a WM championship match ever, and he was never heard of in the main event scene for years. (Though he would go on to have a good feud with Christian for the IC Title, and a successful tag team title run with RVD).
-RVD in 2003-04. The guy was massively over during that time, But from what I understand, he was incredibly stiff in the ring, which may have played against him. They would eventually give him the belt (+ the ECW title), but we all know how it all that ended up.
-I think Morrison would have been a terrific champion too. His former tag team partner ended up getting the world title push, but I think JoMo should have gotten it first. He was better in the ring that miz, for sure. His downfall would be his lack of mic skills. Maybe a gimmick change would have helped hm out in this matter. I think a CM Punk / Morrison feud for the title would have been awesome.