He has always been somewhat on the right of the American political spectrum, mostly rooted there because (people thought) of his maximalist views over the right to own guns. When he (co)started OSI, he was one of the most business-friendly personalities in the FOSS ecosystem.

Over the last 15 years he seems to have shifted further and further into the MAGA spectrum, increasingly exhibiting outright racist views. It might be age, it might be the evolution of the political debate over there, but the fact is that he's utterly unpresentable now, and I'm surprised anyone still listens to what he's basically just an old racist uncle yelling at everyone.