In a similar vein, I also really enjoy Harmontown. Now, Harmontown's a little bit of a weird show, and harder to pin down. Essentially, it's Dan Harmon self-therapizing by talking - to his guests, and to the audience. As such, you have you find what he has to say interesting to enjoy the podcast.
If you're not familiar, or the name rings a bell but you're not sure why: Dan Harmon is the co-creator of Rick & Morty, as well as the creator of Community. He's like TVTropes, the person. Very intelligent, very troubled, very self-aware - while the format of the show often lends itself to Harmon's masturbatory monologuing, honestly, 75% of what comes out of his mouth - being conservative - is really legitimately fascinating, and often quite thought provoking.
Also, there's a lot of audience participation, and there's a real 'community/family' vibe, as the show provides an in-group for weirdos, freaks, and non-desirables. Harmon wanted to play DND in one of the first episodes, and asked if anyone in the crowd knew how to dungeon master. One dude raised their hand, and that person is now a full-time member of the show, as well someone who is involved in some of Harmon's other media projects as a producer.
Harmontown is a great podcast for driving long distances. I'll append these this and the above post with some recommendations of good epsiodes to start with.