Brilliant guy, with great maps for life. I don't really recommend his books though, despite owning both. His classroom and biblical lectures are MILES above the execution in the books in my opinion. He achieves an excellent balance of focused lecture and sporadic tangents that makes his message far more digestible. And because he's in front of an audience I'd say he's riffing in a more embodied way. That's not really related to his content but I appreciate a good performance when I see it, after years of being a jazz musician myself.
The analysis of the Lion King or his Personality lectures are a great place to start.
The interview with Jocko Willink is also absolute gold, although it's substantially darker and covers some uncomfortable territory.