The Best Heel Of All Time

I'll have to change the question a bit so bear with me. My "favourite" heel of all time is Hollywood Rock, that was such an entertaining gimmick. The Rock Toronto promo was one of the greatest promo's I've ever seen. I just loved everything about Hollywood Rock, his goofiness, his "Rock concerts", how arrogant he was, his stuff with The Hurricane and him finally beating Stone Cold. All of it is just amazing, I absolutely loved it. It was short lived but short and sweet.
 
I think kayfabe played a huge role in his success as a heel, especially in the territory days (AWA, NWA, Georgia).

Piper's Pit, it goes without saying, was absolutely a one-of-a-kind idea at the time Piper was doing it.

With Attitude era Mr McMahon coming in at a close second, Piper was the best out of the ring villain in history in my opinion.

The dislike, oftentimes hatred, Piper's wrestling persona enticed in people is unmatched to anything I've experienced to this day. The taunting, the insults, the STABBINGS... all in the name of kayfabe.

Couple his mic skills and overall heel demeanor with his in ring toughness, rule breaking and bending and brash offensive style and you have all the making of what every heel should aspire to be.

And just when you think you have all the answers... Piper changes the question
 
Greatest heel of all time hands down is The Beast Incarnate, Brock Lesnar the current WWE World Heavyweight Champion because he just exudes heat but also he is just a great monster heel with the world's greatest heel manager, how can anyone not vote Lesnar? I mean this man just ended the greatest streak in all of professional sports by ending Taker's WrestleMania streak and dominated Cena like he's never ever been dominated before
 
I gotta give a shout out to one of my all-time favorites, "Macho Man" Randy Savage. When the Mega Powers exploded, I hated the guy. He was a bit of a cool heel at times, sure, but how couldn't he be? His charisma and talent were undeniable, and that husky voice with the insane promos was magnetic. That doesn't mean he didn't do his job as a heel, though. He'd do despicable things, stall and gesticulate to get heat and annoy his opponents, and of course there was the way he treated Liz. He definitely deserves honorable mention.
 
Triple H from his 2002-06 heel run especially during 2002-03 people actually genuinely hated Triple H to the point where they actually paid money just to see him lose because he just had that genuine heel heat where people actually hated him especially in his early Evolution days especially feuding with Shawn nearly ending Shawn's career
 
Ric Flair is the greatest heel ever. He knew exactly what to say to make you want to ring his neck. Flair would get out there and start off slow but by the time he was done talking he'd have a whole town wanting to kill him. His character being primarily seen in the south made it even better as he would boast about his father being one of the best doctors in minnesota and how he had never wore a pair of jeans in his life. You could put any schmuck off the streets in a match with Flair and the fans would treat the schmuck like he's one of the greatest faces of all time.

Raven from 1995 is an extremely close second. Watch his promos and you'll almost feel sorry for the guy. He was a guy who had had this extremely rough life (and I'm almost certain the character was a heroin addict?), but he would use that as an excuse for all of the crazy things he ended up doing and it made you think "wow this guy deserves it"

Vader is in the conversation as well. Watch him in Japan and it's how to book a monster heel 1o1.
 
I think heel turns has to be Vince just after the screw job, for me a heel's gotta be a guy that people truly hate and despise and want to see get beat down, I think these days it's hard to have heels because they seem to get good pops.
 
I think heel turns has to be Vince just after the screw job, for me a heel's gotta be a guy that people truly hate and despise and want to see get beat down, I think these days it's hard to have heels because they seem to get good pops.
 
I like the reasoning some are giving for Ted DiBiase as The Million Dollar Man not being cheered -- and I'd say he'd definitely be a top contender. However, DiBiase didn't really participate in an era where heels really became "cool". I think if he had lasted, he would've been right there with guys like Flair, Savage, and Rude.

Speaking of those three, I consider Flair, Savage, and Rude the best heels of all time at least from the time that I remember wrestling. I can't speak on guys like Gorgeous George, Hans Schmidt, Freddie Blassie or The Sheik who I'm gonna take a guess someone could make a strong argument for them setting down the roots of what makes a great heel.

To me, Randy Savage takes the prize though. His run with Miss Elizabeth and his pairing with Sensational Sherri just exudes nastiness, paranoia, and that over the top wrestling persona that just seems positively crazy. Due credit to Elizabeth for playing the damsel in distress who can't condone her man's actions. What made Savage work in the 80s was the very dangerous game that he was playing with Elizabeth of being on the verge of outright physical abuse -- you just WANTED to see this guy get his ass kicked, not because he was the IC Champion, not because he came out to Pomp and Circumstance and spun around the ring like he was the best, but because he couldn't even be nice to his manager. You wanted Savage's ass kicked for Elizabeth's sake.
 

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