I always liked him because of his association with HBK and everyone. I always thought he had big balls regarding a lot of things that he said. One thing that can be handed to Waltman is his "I won't pull punches" attitude regarding anyone, and everyone. I do respect that for sure.
I guess I have always backed him a little bit because I did kind of feel sorry for him. He is definitely an idiot, but I liked him for that I think.
When I started to lose interest, was when Chyna was on The Surreal Life and he made his appearance on the show. He came to the house drunk and trying to get Chyna to leave with him.
Da Brat kind of punked him out and he basically made a complete ass out of himself. I was embarrassed for him, for Chyna, for DX, for wrestling in general, and more importantly, I was embarrassed for myself for liking the guy.
That was when I was completely over him. If I ever see Sean Waltman, I swear to anyone reading this, I will beat the fuck out of the dude right where he stands!