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Judge John Hodgman is my favorite comedy-esque podcast right now. I'm the Guest with Lauren Lapkus is a fun change where the host is the guest and is the person being interviewed. I'll second Hardcore History, that's a great podcast.
Judge John Hodgman is one of my favorites as well. I'll have to check out I'm the Guest. I may be confusing Hardcore History with something else. It's been very popular for a very long time, but the one I'm thinking of has a host with an abrasive voice. I do enjoy Stuff You Missed in History Class because in my case, that was everything.