Sometimes, in this business, you luck out and get to be friends with a person like this week’s guest, Jenny Zigrino. She’s the love child of the angel and devil on your shoulders, both telling you the right thing to do, whilst simultaneously daring you to put your foot in your mouth. She has a pure zest for life which—in these crazy times—is important to hold onto. She’s been on Conan, Comedy Central, a ton of other things, and now, this podcast. Here are five words to describe this episode: acid won’t help you sleep.

Maybe you’ve ever heard of Cullen Ryan, and that’s okay. Often, the best people stay behind the curtain, running around and making sure everyone has what they need to be themselves. Cullen is the producer of Clearwater Comedy, an exceptional live comedy production company in Eau Claire, Wisconsin, which is the best kept secret in the United States. It’s the Asheville, North Carolina of Wisconsin. It’s a wonderful place where fantastic shows are produced by a wonderful human being named Cullen Ryan. This is a great story wrapped in a hilariously personal episode.  Here are five words to describe this episode: remember to hug your enemies. 

Yeah, we know there’s a global pandemic, but there’s no one better to take your mind off of things than Raanan Hershberg! He’s got a fantastic late night set on James Corden, a killer album out called Downhill Ever Since (that Caitlin designed the album artwork for), and an amazing story that involves horse racing and hand raising. We recorded this album before COVID-19 really changed the game, so thank goodness we got this hilarious story here to truly take your mind off things. Here are five words to describe this episode: don’t rip up the check.

Who doesn’t love Springfield, Missouri? The home of cashew nut chicken and possibly where the Simpson’s live is also the birthplace of this week’s guest Kenny DeForest. Every now and again you meet someone and think, “I hope you run for president one day because I would vote for you… and probably end up hating you because presidents are just puppets on strings being jerked around by clandestine world powers, but I think you’d win a general election cause you got the goods!” And to us, Kenny is that guy. Intelligent, funny, and just fucking real as they come. He’s got late night killer sets on Seth Meyers and James Corden. Here are five words to describe this episode: ghosts are sexier than mushrooms.

You wanted more international guests, and we’ve responded! This week, all the way from somewhere in Scotland, is the REAL Daniel Sloss (not to be confused with his arch nemesis Slaniel Doss). Spending an hour with this fine gent is like washing down a bowl of tonkotsu ramen with a LaPhroaig on the rocks: flavorful and stimulating. He’s got specials on Netflix and HBO, and neither are as good as this episode! (That’s not actually true he’s a brilliant performer). Here are five words to describe this episode: always take the later flight.

If Benjamin Button only aged in reverse in his mind, you would have this week’s guest John F O’Donnell. Year by year, he is bursting with the wonder of a child who has seen more than any of us. He’s a brilliant comedian, podcaster, and humanitarian who has performed around the world and back. We talk about his journey and his battle with… well, listen up to find out! Here are five words to describe this episode: we are all so human.

This week we have Sam “The King of Swing” Evans. He got that name in his home state of Ohio, where his comedy was known to sway municipal elections. He’s crushed every show in every time zone in this country and now you get him here on the podcast! We talk about all things Midwestern as well as why neither Sam nor Sean are very good at weed (Caitlin on the other hand is the LeBron James of being high on a podcast). Here are five words to describe this episode: never trust maids in hotels.

His jokes have abs, his jokes have lats, his jokes can do crossfit. It’s Josh Gondelman! You may know him from his Emmy award-winning stint as head writer for Last Week Tonight with John Oliver, his current stint as head writer for Desus & Mero, his book Nice Try: Stories of Best Intentions and Mixed Results, or any of his late night appearances. We’re talking about everything from rap songs covered by singer-songwriters to being somebody else’s proxy to classic moments at the Comedy Cellar with Tracy Morgan and Dave Chappelle. Here’s five words to describe this episode: give somebody a good story.

Jo Firestone: Mouth Trombone. What a goddamn gem. You may know Jo from Fallon, Joe Pera Talks With You, High Maintenance, Shrill, The Chris Gethard Show, her own podcast Dr. Gameshow on Maximum Fun, her album “The Hits” on Comedy Central Records, and much more. We’re talking about everything from spoons to forks to how to give a proper compliment to why it’s bad to read the comments to warm vs. cold energies. Here’s five words to describe this episode: tread lightly when you’re matchmaking.

“If these balls could talk.” That’s what every guy thinks about his own genitalia, and this week’s guest Louis Katz was bold enough to make an entire album about it! He’s been on Comedy Central, HBO, and regularly opens for living comedy legend Dave Attel. He’s seriously one of our favorite people, and he has no problem answering Sean’s annoying questions about Judaism. And seriously, after you listen to this episode, check out that album and his own podcast Road Heads, because they’re great too. Here’s five words to describe this episode: Schlomo is a real name.