Who according to you is the Best Heel the WWF/E has ever seen? For me it's the Undertaker during his Ministry of Darkness Era... as the Lord of Darkness he became someone the industry had never seen before and with that spine-chilling appearance and the way he cut a promo with Paul Bearer was so impressive and in a way scary...I like Punk and he too has been a very good heel but TAKER as the Lord of Darkness was on another level... HHH and Y2J are worth mentioning as well...
HHH for me, if we're talking actual wrestlers. He was the best heel I've personally ever seen. I can't speak for anyone that came prior to 1996-97, though.
As a character in general, though, it has to be Vince. He HAS to be the best heel in the history of the WWE. He was amazing.
Jake Roberts' 1991-1992 heel run was the best by a mile. No character in WWE history exemplified evil like Jake did during that time. Him slapping Elizabeth was the most heelish action I may have ever seen.
Nothing against Triple H, but I think you guys overrate him if you think he's the best heel ever. He was only good because of his association with the McMahons. He was moderately irrelevant for the most part until he fueded with The Rock, who was also a better heel than HHH imo.
HHH is a definite top heel wrestler for me, but CM Punk and Raven during his ECW days (crucifixion of Sandman etc.) are even on a second place, not far behind from HHH.
Triple H from mid 1999 to 2001 was untouchable, as far as the WWE alone goes. He was tweening pretty good in the summer / fall of 2000, but he went back to his true ways. The first year of his Title push, he was godly.
- Breaking JR's arm.
- Beating the casket Rock was inside with a sledge hammer.
- Interrupting the Test - Stephanie wedding. (Un-fucking-believe how he played this. I can't think of a single WWE segment that was better in terms of great heel work than this)
- Ruining lives in the McMahon - Helmsley Era.
Triple H and Vince McMahon. I mean come on Triple H was an amazing heel back in the late 90s to mid 00s. McMahon was a pretty awesome heel to, he forced people to kiss his bare ass in front thousand in the crowd and millions watching at home.
HHH gets too much credit. Fucker has been on the creative team since 1997. Piper wasn't a booker and helped create the antagonist for the biggest draw in wresting
Eddie Guerrero in 2005 is untouchable gold. Edge in 2006 is brilliant. HHH in 2000 is incredible. JBL in 2004 is... well, maybe not "wrestling" god material, but "heel" god material absolutely. Roddy Piper is amazing as a heel as well. Ted Dibiase is another fantastic heel.
As an all-time heel though, someone who had lengthy run that was almost always magnificent work, it would have to be Vince McMahon. He's the ultimate heel.
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