Alright, so there is the "dirtbag Left" podcast
Chapo Trap House which is Will Menaker, Felix Biederman, Matt Christman, Virgil Texas, and Amber A'lee Frost. The trick is,
CTH is related to the
faar filthier Nick Mullen-Stavros Halkias-Adam Friedland podcast
Cum Town inasmuch as Menaker and Biederman were guests and Mullen lives with Frost. The last leg of the tripod is
Red Scare, hosted by Anna Khachiyan and Dasha Nekrasova, and there is some connection between Adam Friedland and Dasha Nekrasova. The reader needs to understand that everybody I've mentioned lives in New York, and so they run into each other.
If you want to know what it's like to be young and trying to do stand-up comedy in NYC,
Cum Town is where you go. Nick has a million stories of the insane jobs he worked before doing stand-up (
the GameStop story is hilarious but not safe for work, obviously.)
If you want to listen to people with media backgrounds nail the press-political nexus and conduct decent interviews,
Chapo Trap House* is a good place to go. The
snippet of them talking about the Democratic National Committee is a good introduction to their podcast style. Donald Borenstein and Matt Honor filmed their 2016 Election Night live show, turning it into the short documentary
I'm Actually Laughing (2017). That one is good because you get to see the faces James Adomian does while doing his Chris Matthews impression, also it's a good example of what happens when reality flips the script on a group thinking that they would have to deal with Madame President and instead they got President Dorito-dust.
Red Scare is the smallest and it feels like a less-cussy, smarter version of
Cum Town mixed with
CTH's interviews.
Some mention should go to
Whale Vomit, the defunct Sam Kriss-Amber A'lee Frost podcast hosted by
The Baffler. Also,
Champagne Sharks should get some love.
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* The name comes from how Joaquín "El Chapo" Guzmán was in the news when they started and a "trap house" is street slang for a drug house; it doesn't mean anything, but it's evocative of a lot.