He is what he is. like all of us. I don't think he's a bad guy. Don't think I've ever hard him praising state power. He's quite libertarian in that respect. I can respect that. Also, he fought the globalists, before it was cool.
I always try to look at the incentive angle when evaluating: he's a radio host; he makes money from eyeballs on his show. It's not a knock on him, just something to keep in mind. To his credit, he always gave a platform to anti war people during the Bush and Obama years. Mainly people who the MSM wouldn;t have on, like Ray McGovern, Tom Woods, Peter Schiff et al.
And the hooker provides an actual service.