Sometimes I want to like him, like when he seemed to change his mind on the spot about anti-discrimination laws (I think this was during a Jim Jeffries show episode) when faced with facts he seemed not to have considered. He seems to think fairly clearly on a lot of topics that are currently confusing a lot of leftists, but when it comes to religious/spiritual/literary topics, he seems like a great example of what happens when a very intelligent person falls in love with their own ideas and decides there is no valid criticism of them. His regular excuse of "it'd take me 40 hours to answer that" or "I'd have to write a 600 page book on that" response to simple questions on religions topics ("do you believe Jesus literally died and was resurrected" or "if all humans ceased to exist would god still exist") is infuriating
Watching him dance around his claim that no one can give up smoking without a supernatural experience in conversation with Matt dillahunty was painful. His confused way of defining truth in conversation with Sam Harris, doubly so.
To the extent that he says anything true and useful, there are people out there doing so much more clearly and honestly. He seems mostly to be taking advantage (though, it seems to me that he's doing so unintentionally and out of genuine belief in his own nonsense) of intellectually lazy people that are in search of meaning and want to imagine themselves to have formed an intellectually interesting and novel worldview.