I can think of plenty, just from WWE alone.
1990: Rick Rude, Randy Savage & Curt Henning
1992: Ric Flair, Jake Roberts & Nailz
1994: Yokozuna, Owen Hart & The Evil Undertaker
Am I joking about Nailz & The Evil Undertaker? Nope, because Nailz beating the shit out of the Bossman is way more memorable than Orton kicking people. Same with the Evil Undertaker angle.
I would switch it to:
1990- Ravishing Rick Rude, Macho King Randy Savage, The Million Dollar Man Ted Dibiase.
Three of the top heels not just of a particular time period ... but of All Time.
The heat Sgt. Slaughter drew during the Iraq War angle would put someone like Jericho or Edge to shame. Slaughter was actually getting death threats.
WWE has some awesome heels right now, no doubt about it. But I could pick out a couple other time periods when I can think of the company having some better ones.
Edge bores me a little. Mostly because they insist on shoving him down everyone's throats. You would have thought they learned their lesson with Triple H, but evidently not. He does throw out some real smartass comments every so once in a while, though.
How anyone can say that Jericho is a good heel at the moment, is truly beyond me. Again, I can only chalk it up to Jericho marks, who blindly follow the rest of the sheep to the slaughterhouse. I haven't seen a more bland, boring person on the mic in probably decades ... than Chris Jericho. You come out. You wear a suit. You say the same three phrases over and over again. You repeat all your promos. And his fans think it's the best thing they've ever heard.
And before anyone says anything, yes I know it is his gimmick to be the opposite of Y2J. I get it. But when you essentially try to act like you are as "exciting as watching paint dry" ... you still are as "exciting as watching paint dry". It's boring.
A) Put a little more emotion in your voice, and quit sounding so monotone, every time you cut a promo and ...
B) Vary your sound bites more frequently.
Ever hear of these phrases before?
1) "I am the best wrestler in the world today. I am the very best at what I do."
2) "I am the 2008 Wrestler of the year."
3) "These people are nothing, but liars and hypocrites."
Sound familiar? They should. These generic soundbites have been used in every promo he's had since turning heel. Real original.