Both these were great. Two others that he did away from finance and that introduced me to two fascinating people are his interviews with Jocko Willink (ex-Navy SEAL, has his own great podcast where he reads from military history books, amazing stuff, start chronologically) and Peter Attia (who I've already mentioned here often).
Jocko Willink being interviewed by Patrick O'Shaughnessy sounds interesting, but I couldn't find that episode. Did it happen?