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PODCAST

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

comedy self-improvement

All Episodes

01:41:54

Are You Garbage (H. Foley & Kevin Ryan)

Take Your Shoes Off w/ Rick Glassman ·

2026/10/08

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: https://www.rickglassman.com📍 Upcoming dates:🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov 13–14 • Salt Lake City, UT✨ MORE CITIES COMING SOON ✨Get notified when Rick is coming to your city:https://www.rickglassman.com/tour━━━━━━━━━━━━━━━━━━━━━━SUPPORT TYSO BY SUPPORTING OUR SPONSORS:This

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01:52:40

Lily Phillips

Take Your Shoes Off w/ Rick Glassman ·

2026/10/02

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: https://www.rickglassman.com📍 Upcoming dates:🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov 13–14 • Salt Lake City, UT✨ MORE CITIES COMING SOON ✨Get notified when Rick is coming to your city:https://www.rickglassman.com/tour━━━━━━━━━━━━━━━━━━━━━━SUPPORT TYSO BY SUPPORTING

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02:07:42

Romesh Ranganathan

Take Your Shoes Off w/ Rick Glassman ·

2026/09/27

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 fast friends. Romesh then takes his shoes off* for the first time, sits with Rick, as the two discuss stuff. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com 📍 Upcoming dates:🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov

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02:29:21

Jeremiah Watkins 3.0 (Feat. Special Guest)

Take Your Shoes Off w/ Rick Glassman ·

2026/09/18

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🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com📍 Upcoming dates:🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov 13–14 • Salt Lake City, UT✨

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01:59:15

Ike Barinholtz

Take Your Shoes Off w/ Rick Glassman ·

2026/09/09

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 know Ike from his television work on MADtv , Eastbound & Down, The Mindy Project, Bless the Harts), The Afterparty, History of the World, Part II, and The Studio. His film work on Disaster Movie, Neighbors, Sisters, Neighbors 2: Sorority Rising, Suicide

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01:55:56

Mark Normand 8.0

Take Your Shoes Off w/ Rick Glassman ·

2026/09/05

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 city:https://www.rickglassman.com📍 UPCOMING DATES🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov 13–14 • Salt Lake City, UT✨ MORE CITIES COMING SOON ✨Get notified when Rick is coming to your

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02:13:45

Pete Holmes 4.0

Take Your Shoes Off w/ Rick Glassman ·

2026/08/27

Pete Holmes takes his shoes off for the fourth time to get stoned with Rick and talk about stuff. Check out his new special on YouTube, Silly Silly Fun Boy here: https://youtu.be/qzsHolR05hg?si=_rucASNMF3lP5Gkb🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com📍 Upcoming dates:🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov 13–14

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01:58:00

Dave Franco

Take Your Shoes Off w/ Rick Glassman ·

2026/08/20

Dave (short for David) Franco takes his shoes off for the first time to talk with Rick about movie trailers and even more stuff. Check out his new movie, IDIOTS, August 28 and FORGOTTEN ISLAND, September 25.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com📍 Upcoming dates:🗓️ Aug 21 • Dublin, IE🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 •

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01:36:10

Kevin Heffernan & Steve Lemme (SUPER TROOPERS 3)

Take Your Shoes Off w/ Rick Glassman ·

2026/08/11

The boys take their shoes off for the 3 time to talk Supper Troopers 3!🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com📍 Upcoming dates:🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 • Amsterdam, NL🗓️ Aug 21 • Dublin, IE🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov 13–14 • Salt Lake City, UT✨ MORE CITIES COMING SOON ✨Get notified

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01:19:03

Magnus Ferrell

Take Your Shoes Off w/ Rick Glassman ·

2026/08/05

Magnus Ferrell takes his shoes off for the first time to talk about his music and to play some music (with a special guest?). Magnus has been popping off after his music has been circulating online-- like when his dad, Will Ferrell (Megamind: The Button of Doom), played some of Magnus' music on Michelle Obama (Waffles and Mochi) podcast.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com📍 Upcoming dates:🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 •

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02:49:15

Zoey Deutch

Take Your Shoes Off w/ Rick Glassman ·

2026/07/28

Zoey Deutch takes her shoes off to talk with Rick about stuff. You wanna write a description more accurate than this? Give it a try. In the meantime, go watch her new comedy (directed by TYSO Alumni and one of Rick's biggest influences, David Wain), Gail Daughtry and the Celebrity Sex Pass. It's so good.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com📍 Upcoming dates:🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 • Amsterdam, NL🗓️ Aug 21 • Dublin, IE🗓️

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03:03:09

Jake Johnson 2.0

Take Your Shoes Off w/ Rick Glassman ·

2026/07/24

Jake Johnson (New Girl, Tom Cruise) takes his shoes off for there second time.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com📍 Upcoming dates:🗓️ July 22 • Montreal, QC🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 • Amsterdam, NL🗓️ Aug 21 • Dublin, IE🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️ Nov 13–14 • Salt Lake City, UT✨ MORE

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02:23:34

Jason Alexander and Peter Tilden

Take Your Shoes Off w/ Rick Glassman ·

2026/07/15

Jason Alexander (from Shallow Hal and Seinfeld) and Peter Tilden make a rare podcast appearance as they take their shoes off to talk with Rick Glassman about stuff. Check their REALLY NO REALLY PODCAST here.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com📍 Upcoming dates:🗓️ July 22 • Montreal, QC🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 • Amsterdam, NL🗓️ Aug 21 • Dublin, IE🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene,

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01:36:12

Adam Ray [28th Appearance]

Take Your Shoes Off w/ Rick Glassman ·

2026/07/08

Adam Ray takes his shoes off for the 28th time to get stoned with Rick and be friends. Check out The Adam Ray Show on Netflix now.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com📍 Upcoming dates:🗓️ July 22 • Montreal, QC🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 • Amsterdam, NL🗓️ Aug 21 • Dublin, IE🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 •

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01:40:54

Lisa Gilroy 8.0

Take Your Shoes Off w/ Rick Glassman ·

2026/07/03

Lisa Gilroy takes her shoes off to visit with Logan and Dylan (Love on the Spectrum) then stay for her 8th* episode.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com📍 Upcoming dates:🗓️ July 22 • Montreal, QC🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 • Amsterdam, NL🗓️ Aug 21 • Dublin, IE🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️ Sept 17–19 • Philadelphia, PA🗓️ Oct 1–3 • Houston, TX🗓️ Oct 15–17 • Tacoma, WA🗓️

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02:26:42

Dylan & Logan from LOVE ON THE SPECTRUM

Take Your Shoes Off w/ Rick Glassman ·

2026/06/25

Love on the Spectrum is a masterclass in being in touch with your needs and learning how to communicate them. LOGAN and DYLAN are two of the newest players in seasons 4 (now available on Netflix). They both take their shoes off for the first time with Rick, and they are a pure joy. If you haven't watched Love on the Spectrum yet, DO IT!🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com/tour📍 Upcoming dates:🗓️ June 25–27 • Washington, D.C.🗓️ July 2 •

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01:42:03

Kevin Nealon 2.0

Take Your Shoes Off w/ Rick Glassman ·

2026/06/16

Kevin Nealon (Saturday Night Live, Happy Gilmore, The Larry Sanders Show, Weeds, Hiking with Kevin) takes his shoes off for the second time.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com/tour📍 Upcoming dates:🗓️ June 25–27 • Washington, D.C.🗓️ July 2 • Columbus, OH🗓️ July 22 • Montreal, QC🗓️ Aug 9–13 • Edinburgh, UK🗓️ Aug 17 • Amsterdam, NL🗓️ Aug 21 • Dublin, IE🗓️ Aug 24–29 • London, UK🗓️ Sept 10–12 • Portland, OR🗓️ Sept 13 • Eugene, OR🗓️

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01:58:31

Alison Brie

Take Your Shoes Off w/ Rick Glassman ·

2026/06/10

Alison Brie takes her shoes off to talk about He-Man and even other things. Don't believe me? Hahaha, okay.🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ June 25–27 • Washington, D.C. 🗓️ July 2 • Columbus, OH 🗓️ July 22 • Montreal, QC 🗓️ Aug 9–13 • Edinburgh, UK 🗓️ Aug 17 • Amsterdam, NL 🗓️ Aug 21 • Dublin, IE 🗓️ Aug 24–29 • London, UK 🗓️ Sept 10–12 • Portland, OR 🗓️ Sept 13 • Eugene, OR 🗓️ Sept

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01:26:36

Nick Kroll 2.0

Take Your Shoes Off w/ Rick Glassman ·

2026/06/04

Nick Kroll (Too Much Tuna, Big Mouth, Kroll Show, Mating Season, Date Night, Sing, The League) takes his shoes off for the second time as he and Rick Glassman talk about stuff. Don't believe me? Hahaha, okay.🎟️ Find out when RICKY'S ON THE LOOSE is doing his hour in your city: ⁠https://www.rickglassman.com/tour⁠ 📍 Upcoming dates: 🗓️ June 25–27 • Washington, D.C. 🗓️ July 2 • Columbus, OH 🗓️ July 22 • Montreal, QC 🗓️ Aug 9-13 • Edinburgh, UK 🗓️ Aug 17 • Amsterdam, NL 🗓️ Aug 21

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01:50:42

Lamorne Morris

Take Your Shoes Off w/ Rick Glassman ·

2026/05/28

Lamorne Morris takes his shoes off for the 7th, and he's no longer a new girl. Now, he's a new boy, on Spider-Noir, opposite Nicholas Cage-- available now on Amazon Prime. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city! https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ June 25–27 • Washington, D.C. 🗓️ July 2 • Columbus, OH 🗓️ July 22 • Montreal, QC 🗓️ Aug 9–13 • Edinburgh, UK 🗓️ Aug 24–29 • London, UK 🗓️ Sept 10–12 • Portland, OR 🗓️ Sept 13 • Eugene,

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