First, a little bit about why you should listen to my recommendations. I have listened to nearly every episode of every podcast on this list. There may be a few that I’m missing, but I’m sure I’ve heard 95% of everything these shows have put out. I currently listen to about 10 different shows weekly, and have gone back and forth between roughly 25 different shows altogether over the past five years. These are my 8 favorite comedy podcasts (note: only comedy is listed here) of all time though, and they are the ones I currently listen to as well. I am a diehard comedy fan and love podcasts with a passion. You can trust me on this one — I won’t steer you wrong.
Harmontown is my current favorite podcast (it switches all the time) because of the strange and hilarious, brutal honesty Dan Harmon brings to the table. It’s hard to really explain Harmontown; it’s just a show you have to hear. It is, more or less, a round table discussion in front of a live audience, but the audience is often a big part of the show. Dan, along with comptroller Jeff Davis and dungeon master Spencer Crittenden, talk to the crowd about their love lives, their jobs, and anything else that might be on their minds. The show never has any real plan, and that is what makes it so successful. There’s also lots of great (and famous) guests such as Kumail Nanjiani (Silicon Valley), Mitch Hurwitz (Arrested Development), Curtis Armstrong (Revenge of the Nerds), and Norman Lear (All in the Family, The Jeffersons, all-around Sitcom royalty). Harmontown has followed the tumultuous career and personal life of Dan Harmon from the infamous Chevy Chase voice mail (first played on the podcast), to his firing & rehiring at Community, to his marriage & divorce – all with total transparency. Check out the trailer for the documentary about the podcast here and hear the newest episode below: