Let me see ... adult to mainstream webmasters ...
I always think first of Jonathan Lieberman, from Naughty Mail to FocalX.
Surprised no one had yet mentioned RB and Razor Magazine.
Serge is gonna bitch slap me
but Standard Internet comes to mind. (If nothing else Serge, I gave you a chance to rant!)
Ah shit, whatshisname (not Spanker, not Spanky, not Sharpie, not Sharky... er, something like that though) the guy who owned Best Bucks ... I heard he was doing well in mainstream, but I forget what it is he's doing exactly.
I agree, hosting, domains and programming are excellent for having a foot on both sides of the fence.