@Radical_EgoCom I watched a bit of this, but honestly I don't really think he's gotten out of the anti-woke/anti-sjw mindset and sphere as much as he seems to think.
He seems to have this idea that anti-sjw content started out alright but that it eventually got out of hand--he isn't recognizing that it was always harmful and ridiculous. His perspective now still very much seems to be a "both sides are bad" one.
He seems strangely reluctant to acknowledge that the backlash Anita Sarkeesian got was completely unfounded as well--to the extent where he calls anti-woke content creators "reverse Anita Sarkeesians" later in the video. It's absurd, considering that most of Anita's analyses at the time were extremely tame--it just happened that she was one of the earlier figures on the internet who applied feminist analysis to video game media.
I think there's just a lack of understanding on his part about what life is like for marginalized people. That our livelihoods shouldn't be subject to how diplomatically we are able to present ourselves to our oppressors. That it is reasonable for marginalized people to be emotional about these topics.
The reality is that for him, as an allocishet white man, basically none of the political consequences from those things have any impact on him. His life will practically be untouched by the Trump administration. It's so easy for white men to be detached and "rational" about these things because they have no stake in it. It's a game they can take out and put away as they please--while calling those who are given no choice but to participate as "obsessive".