Hell, he's been serving up dark red Kool Aide for years!
As far as the political points go, his bread and butter (like al lpundits) is exploiting the political views of his followers for personal gain. He's doing what he needs to do to make a living, and a very good one at that. While I dislike him, as I dislike all pundits who make their livings exploiting partisanship and damaging the country in the process, it's a free country and he takes advantage of that as well or better than anyone.
"He who does not think himself worth saving from poverty and ignorance by his own efforts, will hardly be thought worth the efforts of anybody else." -- Frederick Douglass, Self-Made Men (1872)