#862. Katie Thurston is back on the pod with her husband, comedian Jeff Arcuri, and this one’s equal parts emotional and hilarious. We get all the real updates—where she’s at with stage 4 cancer, what the treatment looks like day-to-day, and how she’s become a major voice for advocating earlier mammograms and pushing doctors to listen.
Katie opens up about ... Show More
Feb 26
Thais Gibson | Why You Love the Way You Love: The 4 Attachment Styles Explained!
#923. Why do you love the way that you love… and why do you keep repeating the same patterns?This week, Kaitlyn sits down with attachment theory expert and best-selling author Thais Gibson to break down the 4 attachment styles — secure, anxious, avoidant, and disorganized — and h ... Show More
1h 5m
Feb 24
Jess Val Ortiz | Broadway and Breakups!
#922. Jess Val Ortiz knows what it means to hear “no.” From brutal Broadway auditions to building a massive online following, she opens up about rejection, resilience, and creating your own path when nothing goes as planned.Jess also shares where she’s really at emotionally follo ... Show More
59m 14s
Feb 19
Arielle Kebbel | The Truth About the John Tucker Must Die Sequel, Her Hollywood Start & Choosing Herself!
#921. Arielle Kebbel has spent over two decades in Hollywood, but this conversation reveals the parts of her story she’s never shared like this before. From booking Gilmore Girls just days after moving to Los Angeles at 17, to nearly landing iconic roles that could have changed t ... Show More
1h 2m
Mar 2024
Tig Notaro Returns: ‘Hello Again’
It’s been more than a decade since Tig Notaro broke through in a big way by walking onto the stand-up stage in Los Angeles and telling her audience, “Hello, I have cancer.” And for better or worse, she has even more medical scares to joke about in her latest special ‘Hello Again, ... Show More
52m 28s
Mar 2025
Overcoming Loss Through Humor with Alexandra Madison and Jon Bouffard
Y’all, we all deal with grief in our own way—but could laughter really be the best medicine? Today, your favorite TikTok sketch comedy duo, Alexandra Madison and Jon Bouffard, open up about the heartbreaking loss of their child and how they navigated their grief through humor. Th ... Show More
47m 54s
Jul 2025
503 - The Potato (w/ Rachel Dratch)
We can’t believe we’re saying this, but… we have the one... the only... Rachel Dratch (SNL, Wine Country, 30 Rock) on the pod today!! After we Middle some Minutes, we dive into the episode where Eden’s dealing with some serious PTSD from her poster board monologue, and Kenny mayb ... Show More
1h 12m
Apr 2018
Bridgetown Comedy Festival: Guy Branum, Karen Kilgariff, and Kyle Kinane
Maybe you couldn't make it to Portland for the 2017 Bridgetown Comedy Festival, but now, with the help of modern technology, you can have a virtual simulation of being in the audience for a live episode of Hold On with Eugene Mirman from that very festival. Marvel at Guy Branum's ... Show More
1h 5m
Sep 2025
Phones Are Making You Unfunny w/ Jimmy Carr | 2 Bears, 1 Cave
Attention Hanover, MD! Tommy Buns is coming to The Hall At Live! Casino, Sunday, October 19. Get tickets now at https://tomsegura.com/tour SPONSORS: - Upgrade to ShipStation today to get a sixty-day free trial at https://www.shipstation.com/cave. - Eat smart at https://FactorMeal ... Show More
1h 16m
Jun 2025
919: Smelly Brain, Pee Wee as Himself, & The Rehearsal
<p>Susie and Sarah are headed to a baseball game, but first Susie needs to explain the importance of safety and the precariousness of Buc Fever after a man recently fell at a game. We disuss the P Diddy sketch artist who appears to have the same talent as the recent caricaturist ... Show More
1h 3m