CBB - It starts out as a interview then a absurd character barges in and they play around like that for the last 2/3's
Improv 4 Humans - Seasoned veteran and founder of Upright Citizens Brigade Matt Bessar does a couple hours of long form improv with some of his best colleagues. Comedy start to finish.
Sklarbro Country - The most topical show. They banter back and forth with a guest on the topics of the week. Favorite ep is their interview with the guy who hosts Hoarder's and they discuss the wild shit he sees.
http://www.earwolf.com/episode/flat-cats/
Cracked - The most podcast like. A topic is discussed and they get deep into the implications and hidden meanings of broad subjects. Not funny but I always look forward to them.
Analyize Phish and U Talkin' U2 to Me - Discussions centered around each band. Phish is about getting one guy to try to like Phish, it's a fun journey. U2 is just two guy talking about each U2 album. These may sound extremely niche but they are fun and it's nice having a purpose for a show.
Prof. Blastoff - A discussion show about a specific scientific topic and the home of Tig Notaro. This show can get pretty off-track but Notaro and her relationship with the two other hosts is so familial, full of love, support, and chiding that their personalities guide the show. Favorite Ep, Sarah Silverman shows up to discuss dating one of the male hosts and some truly embarrassing stories are revealed.
http://www.earwolf.com/episode/sexual-attraction/
The Andy Daly Podcast Pilot Project - This is Andy Daly doing his characters from CBB for the entire length. If you knew what that meant you would have already listened to them all by now.
Topics - Michael Ian Black and Michael Showalter. These two play their fictional counterparts. Kind of like how Stephen Colbert has his "Stephen Colbert," character. If you like The State, Stella, or their short lived Michael & Michael Have Issues you know what you are getting. Stupid things taken "seriously," both this and the show below have a concept that may be a hurdle if you don't get it.
Hollywood Handbook - Similar to the how the "characters" above behave this show focusing on two Hollywood Insiders who feel they have insight and wisdom to give when really they are insecure, needy rich-kids desperate to cling to their supposed coolness. But it gets quite strange when they tell stories. For instance the last ep took a 8 minute tangent where one described the pain he felt when the other fooled him into having sex with a mannequin.
The Fogelnest Files - A sampling of the bizarre vids found on YouTube. But this is Earwolf and it's Jake Fogelnest so don't worry about content fillers or people falling down. Preview it with a "best of" ep but also understand that he knows how to encourage his guests to share so you can miss some insightful interviews if you avoid his show.
http://www.earwolf.com/episode/the-best-of/
The Kevin Pollack show and the Jimmy Pardo show are straight interviews but both hilarious and insightful. It's like if Terri Gross from NPR's Fresh Air were a comedian and quite belligerent.
Who Charted? - A straight interview show between two chummy hosts and a myriad of famous performers. Like the shows above these are the least gimmicky of the shows, it's guided instead by two seasoned hosts.