My friend is going with me to their live show in a couple weeks and they don’t listen to it, so they wanted recommendations for the best few episodes to listen to.
As mentioned the CPAC one is probably their best episode ever
Episode 58, the immediate 2016 postmortem, is also a timeless classic.
Any Inebriated Past
Was re-listening to some I've had saved recently. 487 (Capitol Riot), 541 (Blowback Season 2), 543 (shitting on Black Rifle Coffee again) are all good.
However in general I consider the "golden age" of the podcast to be the summer of 2018, particularly the episodes where they first talk about Jeffrey Epstein (I think 226?), the one where they went to Ozyfest and Matt dropped acid (230), McCain's funeral (242), and the week of episodes covering the Kavanaugh hearings (which I believe were 248-251). This extended into winter and early 2019 as well, with the mid-term postmortem, shitting on Bernard-Henri Levy, and the Atlanta suburb that wanted to split off its affluent neighborhoods so they could get a Cheesecake Factory (262), Matt regaling us with his tortuous ordeal watching SNL at the height of Muellerite fever (272), and an interview on how evil Elliot Abrams is during the Venezuelan coup hysteria (287).
The post-Trump election episode (58: We Live in The Zone Now) aged pretty well (better than any lib commentary of the time) and pretty much set the tone for the next four years of the pod. It is the episode with the classic Felix bit about Hillary pulling a Dale Earnhardt because she couldn't turn left. They also call for Chuck Schumer to be executed.
265 - thanksgiving Dinar
294 - CPAC
571 - Welcome to the MentalVerse
These come to mind right away.
the ep on "the villages" remains one of the best too. the entire segment is on youtube. 221
I'm a big fan of all of the Rod Dreher reading series', especially the early ones when the Chapos were first being exposed to Dreher's worldview.
this is the one where they have Stavvybaby on, and he shares stories of his family of villagers back in Greece. absolute masterpiece.
Liberal Driller was a recent pretty funny one. It's a patreon episode though.
575 - Eternal Affairs
is good if your friend likes to watch capeshit. I listened to it before watching the Eternals and I'm the only person I know who had a good time watching it, lol
They talk about Abrams in ep 287 - Killy Elliot. don't know about Bolton.
more recently 593 and 600 are pretty good. 584 too (second half -- talking about Reconstruction)
https://soundcloud.com/chapo-trap-house/episode-232-america-you-sexy-bigfoot-73018