If you don't already listen to WTF with Marc Maron then can I really strongly suggest you start. The latest with Michael Ian Black is a great conversation between two very similar and very different people who share a respect and distrust for each other. Plenty of tension but also some revelation.
But there are so many other amazing conversations. They really get into what being an artist in the modern world really entails, the contradiction and humanity that lies below the face of" Holywood" or "Show Business" and the experiences and instincts that can drive people to dark places but also inspire them to try and share their experience.
Marc Maron talks to people you'll have heard of and people who you don't know at all. Often the people you'd never heard of turn out to have some of the most amazing conversations the show offers.
Here's some people he's had on the show: Stewert Lee, Sandra Bernhard, Zach Galifianakis, Chris Rock, Robin Williams, Tig Notaro, John Hamm, Bryan Cranzton, Ira Glass, Janeane Garofalo, Anthony Bourdain, Doug Stanhope, Louis CK, Jud Apatow, Gary Shandling, Aubry Plaza blah blah blah...
But the show isn't so good because it has famous people on it. It's good because people really talk. And they try and understand each other and they try and work out life and art and all that shit. It has an intimacy to it generally recorded in Mark's garage, and the conversations are between people who often know each other personally and have some history together, or at least who work towards the same sorts of goals and desires.
It's such a great show. And in many ways is both the model and inspiration for Getting Better Acquainted. If you find initially that the intro monologues are a bit too full on give it time, they aren't too long and then the conversations begin, and as you learn to know Mark in an intimate way you are able to "get" him and the intros stop being abrasive and start being moving, funny, annoying (in a satisfying way) and sometimes incredibly profound.
I love this show.