Come Back Rock
Dark Match Jobber
How bout The Rock. In 2003, he was the best heel. he was a highly entertainment superstar when he fought against Hulk Hogan, Stone Cold, and Goldberg. not to metion the fact he carried all of those matches.
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Two come to mind as the greatest heel ever.
The Million Dollar Man Ted Dibiase. His gimmick was just so perfect for wrestling. Everything about it was incredible. I think he was one of the greatest of his time. I miss his whole image. I think the WWE should bring him back some how as the leader of the new Million Dollar Team. Then again stables don't work as well anymore, look at Survivor Series. It's dead.
The next greatest heel was also the greatest face of all time. Hollywood Hogan.
Who was a better bad guy than Hogan?? Nobody. He was the best good guy AND the best bad guy in wrestling history. EVERYBODY hated him. Except me of course. I was all about the NWO. Especially Hogan's NWO. Even when it split with the Wolfpac, I represented NWO Hollywood for life. What is better than Hogan leading the most hated group in wrestling. Spray painting people in the eyes (flair), spray painting peoples bad hips after beating them to a pulp (piper), spray painting peoples bald heads (goldberg). Cheating to win. He was legitimately the greatest wrestler the world has ever seen. Maybe not technical wrestler or talent wise. But what he did for wrestling both as a good guy and bad guy is something you just can't replicate.
Hogan
the best heels in my opinion were Bret Hart in USA and Shawn Michaels in Canada during the 1997 Hart Foundation days. Two interviews stand out in my mind by Michaels as the loudest i have ever heard a crowd boo.... Halifax on July 20, 1997 (On Youtube) and of course his Montreal interview back in 2005. On the flipside the family values segment that Bret did was a very close third, i though someone might kill him there too lol. Ahh... I still worship him though.