askchapo

Boonta Vista!

Beep Beep Lettuce, Minion Death Cult, Boomer Death Squad, The Adam Friedland Show, Stavvy's World, Conan O'Brien Needs a Friend

Your Kickstarter sucks is adjacent to many hrxbear favorites (they hang with chapo and street fight guys etc), but doesn't get mentioned enough. They're funnier, and JF is responsible for some of the most famous left-twitter dramas and memes including the "there's no way old Donny is going to weasel out of this one...."

The new Daniel Tosh pod looks pretty decent, but I haven't listened to a full episode yet.

Boonta Vista, Free to a Good Home, Kill James Bond, Episode One, Coffee With Butterscotch if you're at all interested in gamedev

Conan O'Brien Needs a Friend is my favorite. The Arnold Schwarzenegger and Jeff Goldblum episodes are great if you don't know where to start.

Quorators - they curate Quora

• My Brother, My Brother And Me - 3 brothers giving not-so-serious advice to listeners, reacting to questions from Yahoo Answers (when that was a thing), and later adding other segments, and overall being funny/silly (caveats: sometimes they make references that go over your head if you're not a midwestern American who grew up in the late 80's/early 90's, but they're still enjoyable. The podcast might have dropped in quality around episode 360.)
• My Dad Wrote A Porno - 3 people reacting to an "erotica" book series that one of the guys' dad published (I would say that the books are maybe only 5%-20% explicit, depending on the chapter) (caveats: some of the characters' voices that the narrator does can be annoying/grating, and he also tends to repeat sentences after the other 2 react to them instead of picking up where he left off, which can be annoying as well, but overall it is very entertaining)
• No Such Thing As A Fish - the behind-the-scenes staff of the show QI bring up interesting facts and tidbits from history/nature/etc. (each episode is split into 4 parts where each member brings up a fact and the others react to it and bring up related facts) (caveats: some episodes like the live ones/ones with guests can be less entertaining, also sometimes one person would interject with their own knowledge while not giving enough room for the conversations about the other subjects to end naturally)
• SmartLess - each episode Jason Bateman and Will Arnett (Arrested Development) and Sean Hayes (Will & Grace) interview a famous person where only one of the hosts known who it is beforehand (it gets better after the first few episodes, though some conversations are less funny/entertaining than others)
• If I Were You - Jake & Amir from CollegeHumor giving advice to listeners (sometimes in a sarcastic/tongue-in-cheek way and sometimes genuinely), mostly about relationships/dating
• If you watched The Office (US) - Office Ladies - Jenna and Angela from the show reacting to each episode of the show and bringing up behind-the-scenes stuff (some of episodes include interviews with other cast members/staff) (might not be as humorous as the others but still fun to listen to)

https://worlds-beyond-number.simplecast.com/

It's a "d&d" podcast, but without marvel vibes some of big ones give off. The world is very creative and feels more like a fairy tale than your standard lotr style fantasy, it's got subtle sound effects and music edited in, and the dm calls himself a socialist (okay he's certainly not an ml or anything, but the show isn't full of cringey anti-communist tropes).

Comedy Bang Bang and their spinoff podcasts on CBB World are my favorites, but I also love a lot of comedy-adjacent niche podcasts like Get Played (video games), Doughboys (chain restaurants), and Podcast: The Ride (themed entertainment, especially theme parks).

The Fall of the House of Sunshine - a musical murder mystery thriller about a popular children's entertainer who gets assassinated through a space-time rift. Things get weirder. A lot weirder. Music slaps.
D and D Minus - a Let's Play DnD by some well known atheist podcasters with a very creative DM

Blocked Party, Guys with Bryan Quinby, and Your Kickstarter Sucks are a great left adjacent trio of comedy podcasts, they're not explicitly political but still dunk on chuds and stuff.

Some niche improv ones are Hello From the Magic Tavern, Rude Tales of Magic, and Oh These Those Stars of Space. Magic Tavern is pure improv with a rotating guest, Rude Tales and Stars of Space are a consistent cast loosely using roleplaying games with the former being DND fantasy and the latter Star Trek inspired scifi. You can jump in anywhere with Magic Tavern and Stars of Spaces because they're both episodic, Rude Tales has an ongoing story but just started a new campaign in November so not much to catch up on.

"Respect The Dead" is my go to podcast, it's a bunch of lefties shitting on terrible dead people. And yes there is a Kissinger episode and it's hilarious.