This is probably not an appropriate conversation for Hacker News but essentially you can vote Democrat in America and still be a reactionary conservative and those are not inconsistent positions.

American politics is shifted so far to the right that any honest categorization of it suggest that almost no "leftism" actually exist in the politics. America's notion of liberalism is largely defined economically.

Looking is clearly a Centrist with strong reactionary leanings. He has all the hallmarks of this. For example he's historically been very soft on conspiracy theory culture and is even been part of some of those movements himself. He clearly profits from the same system that Rush Limbaugh, Sean Hannity, and Ben Shapiro also profit from.

Nor do hosts of said shows need to believe the profitable aspects of their work to profit from them. Ben Shapiro does not seem like the kind of person who's so stupid that he believes that a permanently flooded house could be resold, but he's definitely said that and then subsequently defended it. I also suspect that Crowder doesn't believe many of the things that he says, but it's his business.