
Take Your Shoes Off w/ Rick Glassman
Hi, I'm Rick Glassman, and I'm a goofy guy and a cute boy. As a kid, I had debilitating OCD. I still have a lot of “things.” The title of my podcast “Take Your Shoes Off” is a microcosm of my need for control and order in a world that... keeps their shoes on. I created this podcast to showcase a more serious side, as I have conversations with some of the funniest and most interesting people in the world. I’ve learned the language of comedy in an attempt to survive this shoes-on world, so of course there will be some goofs and spoofs, but think of this podcast as you being a fly on the wall, as opposed to being an audience member in a theatre. Please, take your shoes off, and enjoy!
Show episodes
Episode 300 for TSYO. Episode 25 for Adam Ray. Episode 9 for Brent Morin. Take your shoes off for our 6th Anniversary of TYSO. RICKY'S ON THE LOOSE TOUR dates & tickets here: https://www.punchup.live/rickglassman Portland, ME • San Jose, CA • Los Angeles, CA, Grand Rapids, MI, Dana Beach, FL, and MORE CITIES COMING SO
Harland Williams takes his bakes off for the 6th time to talk with Rick Glassman. Don’t believe me? Give this a watch. RICKY'S ON THE LOOSE TOUR dates & tickets here: https://www.punchup.live/rickglassman Sacramento, CA • Portland, ME • San Jose, CA • Los Angeles, CA and MORE CITIES COMING SOON - sign up for my e-mail
The Sleepover Series, New York edition, continues this week with Joe Santagato. Joe hosts the wildly popular podcast, The Basement Yard, along side his co-host, Frank Alvarez. Frank was scheduled to take his shoes off along side Joe, but for reasons that you'll have to listen to in this podcast, he couldn't make it. If
Mark Normand (We Might Be Drunk, Tuesdays with Stories) visits Rick in studio to podcast. Don't believe me? Well, you might want to check out this episode to see. RICKY'S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here: https://www.punchup.live/rickglassman Madison, WI • Sacramento, CA • Portland, ME •
The Are You Garbage Boys (Kevin Ryan and H. Foley) take their shoes off for the second time... This time in a New York hotel (last time was in New Jersey. Watch it here: https://www.youtube.com/watch?v=Sm9tUmyOCdA). Check out their Route 66 Tour | Comedy Special (2025) here: https://youtu.be/OSkJS1gCDR4?si=R11L25qGvxo7
Jay Mohr takes his shoes off then meets Rick's Dad & Cousin Teddy. RICKY'S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here: https://www.punchup.live/rickglassman Brookfield, WI • Minneapolis, MN • Madison, WI • Sacramento, CA • Portland, ME • San Jose, CA • Los Angeles, CA and MORE CITIES COMING SOON -