I've got a lot of podcasts that I listen to that are funny but not many that can actually get a laugh out of me. My Dad Wrote A Porno is probably the only one that's had me in uncontrollable fits of laughter. The Dollop and Last Podcast have had episodes on and off that have managed. It doesn't matter if they're not a "comedy" podcast per se, I just want a good laugh.
Well There’s Your Problem - while the nominal topic is engineering disaster, it’s generally irreverent in a black humor kind of way and has a sarcastic sense of humor about most of the people involved in each disaster, especially when the reason for the disaster is political bullshit
Roz learning about RBG dying and going full Joker in real time in the middle of the 9/11 ep is a top 10 iconic podcast moment
I think my top three are that, Chapo Trap House of Saud, and the horse viscera discussion, no particular order