These aren’t always great and I don’t agree with everyone he features (in fact, I super-duper disagree with ever listening to some of these nutbags). But Rubin is a always a wonderful and honest interviewer, so the episodes are often quite revelatory about art and human thinking (at the very least).
This one with Rory Sutherland is quite good and worth your time (even at 3 hours!)
I also really like the two-parter with Tyler Cowen. The first half is also on YouTube (embedded below) while the second isn’t (maybe because of copyright? It’s dedicated to Cowen talking about and offering samples of music he finds interesting and is available here):
VERDICT: Extremely interesting, and honestly worth the time, despite extreme length.