While CM Punk has had plenty of great moments in the WWE both as a heel and a face, there is no question that his biggest contributions to the company have come as an anti-establishment bad guy with a massive chip on his shoulder.
Punk reached elite status when he turned face during the summer of 2011, but fans felt that he eventually grew stale in that role. That ultimately facilitated another heel turn on the 1,000th episode of Raw, and it has allowed Punk to become the unquestioned top heel in WWE.
Punk's evolution over the course of his WWE career has been evident, particularly when it comes to how he has changed as a heel. Punk went from a cult leader who focused on his straight-edge lifestyle to a loner looking to break through the glass ceiling to the best wrestler in the world. During that evolution, Punk has done a lot of things that fans won't soon forget.
Some of those moments have taken place in recent weeks and months, while others happened early in his initial heel turn in 2009. The fact of the matter is that, love him or hate him, Punk has been a fixture in the WWE for the past several years and he will continue to be one moving forward. He has proven capable of playing every role imaginable, but he is definitely at his best as a heel.
Here are the top seven heel moments thus far in CM Punk's WWE career.