Interestingly enough, the Raw I watched form June of 2000, Benoit took 3 direction chair shots to the head, went head first into a locker and pepsi machine, and then got rock bottomed on the hood of a limo in the span of 20 seconds.... hindsight is 20/20.
The Montreal Screw Job was a real screw job, so I don't categorize it as a swerve. lol
I couldn't stand Ric Flair. In fact, Macho Man Randy Savage became my favorite wrestler when he defeated Flair for the title.
John Cena was a better heel, and he was pretty funny with those free styles... He faces the 95 Hulk Hogan staleness now, but the WWE wont make him heel because his merch keeps selling for the kids from what I've read.
The Rock is by far the most talented on the mic, heel or face, he was simply hysterical.
Bret Hart was an amazing heel
X'D Hart said this was his favorite moment in all of his WCW career... man was it funny.
Stone Cold and the nWo were intriguing heels because eventually the fans cheered for them... while they were still heels. they both broke those common rules in wrestling, nothing was safe, and the fans loved it... in WCW, a lot of the face characters like Lex Luger started to complain to management because they were starting to get booed. Scott Hall's survey time started swinging heavily in favor of the nWo. They are my favorite stable, and sadly the breakaway of the Wolfpac and then the reunion, and its many revivals ran it into the ground.
Jericho was another great character. His talent on the mic rivaled the rock, but had a little more intelligence to them rather than vulgar outlandish shock phrases. In WCW he was the top mid card, and the funniest out of anyone in the company. His feud with Dean Malenko is highly underrated. I'll never forget Ralphus. In WWE, his debut was phenomenal, and he was allowed to thrive in the top card for a good run.
Kurt Angle (On Steroids) was a great heel and talented wrestler. He looks so sickly now...
My underrated heel is Kanyon... only because he was a part of the funniest angle ever IMO.
http://www.youtube.com/watch?v=F5czUMb8HlE