I don't think he's changed at all. He's still incredibly snarky and even sarcastic in a way I don't like, particularly on Twitter, but I don't think has ever had those other traits you're labeled him with.
In the twitter-verse, Matt is well known for his occasional "hot takes". But he is among the people who pushes the envelope ever so lightly all time and is still tolerated by woke twitter and I am glad for his role. He made out somewhat OK from the recent Harper letter controversy.
^ Notably, I do think this blog post clarifies why he signed onto that letter (whether you agree or not).