I love the Conversations with Tyler podcast.
Tyler Cowen is a fantastic interviewer, and he brings on really smart, interesting people. He asks prepared questions that are focused on the guest's experience and point of view, with the goal of letting them explore an interesting topic.
Cowen is in the libertarian political space. I don't think I would agree with him on many things, but I find the quality of the conversation to be excellent. I wish every podcaster listened to this show.