He's mostly fine, but he misses the boat sometimes on some issues where he is blinded by his idealism and ignorance on certain topics, and he kind of pushes his ignorant opinions on certain things way too hard rather than letting his guests speak more.

A lot of his guests are too pie in the sky liberals and not enough are pragmatic. I also feel like he pushes back against his more pragmatic guests in a way that he doesn't against the idealists and tries to push them into idealist thinking and gets annoyed when they don't take his bait. He needs more diversity of of opinion on his show, but that might alienate his core audience who goes to him precise for the ignorant idealism and the American Way stuff. He also by into hype train nonsense way too much and doesn't really dig for details enough.

I also think he's way too much of an optimist about people, which is true of most folks in his situation/generation who all tell the same 'rags to riches' stories and think that's possible for anyone if you just 'work hard'. Often comedians like him were from well-off families, who just didn't think they were well-off because they didn't own a yacht growing up. They don't really seem to acknowledge the privilege of their backgrounds, but then again nobody else really, anyone. I think my biggest annoyance is when he has another celeb guest and they jerk off about what 'jersey boys' they were...

I listen to his podcast.