Take Your Shoes Off w/ Rick Glassman

Updated: 27 May 2025 • 312 episodes
www.rickglassman.com

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!

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27 May 2025 • EN

Chelsea Peretti

Chelsea takes her shoes off for the first time to talk with Rick about stuff. Support TYSO by supporting our sponsors: Save 30% off your first order and enjoy free shipping on orders over $75 at https://www.cornbreadhemp.com/tyso and use TYSO at checkout.  Go to https://www.quince.com/tyso for free shipping on your ord

116 min
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Ari Shaffir makes his 5th appearance on TYSO while he and Rick are in New York. Support TYSO by supporting our sponsors: Make this your best season yet with nutritious, 2-minute meals from Factor. Eating well has never been this easy: just heat up and enjoy, giving you more time to do what you want. Get started at http

85 min
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Paul Rudd and Rick Glassman have a bit of a schedule issue, but all works out. The Sleepover Series New York Edition. Get tickets to Rick’s stand up tour at https://www.punchup.live/rickglassman 🎥 Prefer to watch with video? Check out the full episode on YouTube here: https://youtu.be/3KbSEVTaB2c  Support TYSO by supp

61 min
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The Sleep Over Series is back, in New York, with comedian Jordan Jensen (Bein’ Ian with Jordan, RIP podcast) returns for her 5th appearance on Take Your Shoes Off. 🎥 Prefer to watch with video? Check out the full episode on YouTube here: https://youtu.be/lAYS6Rc64FQ Support TYSO by supporting our sponsors: Goto https:

80 min
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Comedian and actress Melissa Villaseñor (Saturday Night Live, America’s Got Talent, Netflix’s Verified Stand-Up) takes her shoes off and joins Rick for a refreshingly honest episode. Melissa opens up about feeling embarrassed early in her career, the fear of not being funny, and learning how to trust her real voice — b

112 min
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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

91 min
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