I think it's that the world has changed and left him behind. He was a racist misogynist 30 years ago, but back then the system enforced those things to his satisfaction. The systemic oppression of people he doesn't like has been challenged more and more over the past few decades, and he takes issue with that.

It makes sense for him to be the angriest "progressive" in the world if you think about it. All the progress we've made has been the things he DOESN'T want (#metoo, BLM, etc) and none of the things he does want (healthcare, secularism)

This is why a lot of old people "become more conservative." No they don't. They just stew in their shitty comfort zones while the world around them moves forward.