Take Your Shoes Off w/ Rick Glassman

Conversations with comedians and interesting people on mental health AI summary

Rick Glassman Visit website › Comedy · EN · 386 episodes · latest 2026-11-10

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What it is about

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!

Publisher’s own description, taken unchanged from the podcast feed.
© 2026 8ff079b0-1809-11f1-b75d-3146f4407de3

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Latest episodes

Lamorne Morris

2026-11-10 · 2 hr 9 min · Episode 379

Lamorne Morris takes his shoes off for the 8th time. Don't believe me? hahahahaha okay🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com📍 Upcoming dates:🗓️ Nov 13–14 •…
Annie Lederman

2026-10-31 · 2 hr 19 min · Episode 378

Annie takes her shoes off for the second time to talk with Rick about stuff.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com📍 Upcoming dates:🗓️ Nov 13–14 • Salt Lake…
Sal Vulcano 5.0

2026-10-24 · 1 hr 23 min · Episode 377

Sal Vulcano takes his shoes off for the 5th time. They are in New York as the too... get... silly.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com📍 Upcoming dates:🗓️ Nov…
Sam Morril

2026-10-18 · 1 hr 42 min · Episode 376

Sam Morril (We Might Be Drunk podcast) takes his shoes off for the 5th time. However, this is the first time he's been on TYSO on the East Coast! Check out his new special INCORRECT, on Netflix now.🎟️ Find out when…
Are You Garbage (H. Foley & Kevin Ryan)

2026-10-08 · 1 hr 42 min · Episode 375

The Are You Garbage boys take their shoes off for the third time to be funny and talk about three new special, AMERICAN GARBAGE.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:…
Lily Phillips

2026-10-02 · 1 hr 53 min · Episode 374

Lilly takes her shoes off in London to talk with Rick about poop and pee and stuff. TBH, you don't have to watch this episode. See you next week.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:…
Romesh Ranganathan

2026-09-27 · 2 hr 8 min · Episode 373

A new Sleepover Series in London, baby. While Ricky's On The Loose (stand up tour), Romesh comes to a show. Then Ricky goes on The Romesh Ranganathan Show (https://www.youtube.com/watch?v=oe334I2AMZI). The two become…
Jeremiah Watkins 3.0 (Feat. Special Guest)

2026-09-18 · 2 hr 29 min · Episode 372

Jeremiah Watkins takes his shoes off. Okay? Watch it or don't. But make sure to check out his new comedy special: Jeremiah Watkins: Crazy Pizza | Official Comedy Special: https://www.youtube.com/watch?v=zvcgbaWDzyU🎟️…
Ike Barinholtz

2026-09-09 · 1 hr 59 min · Episode 371

Ike Barinholtz is best known for being the guest on episode 371 of the Smartless Podcasts... until now! Ike takes his shoes off for the first time on episode 371 of Take Your Shoes Off with Rick Glassman.You may also…
Mark Normand 8.0

2026-09-05 · 1 hr 54 min · Episode 370

Another sleepover series. NYC edition. Mark Normand (We Might Be Drunk podcast) takes his shoes off for the 69th time (iykyk).🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your…

Episode details from the publisher’s feed. Playback happens at the publisher.

Publisher details

Oldest episode in feed: 04/2019 · over 7 years
Typical length: 1 hr 50 min
Format: Episodic Newest first, episodes stand alone

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