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Take Your Shoes Off w/ Rick Glassman — Comedy
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!

Copyright: © 2024 Rick Glassman

Latest Episodes:

Magnus Ferrell Aug 05, 2026

Show notes

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 • 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 when Rick is coming to your city:

https://www.rickglassman.com/tour

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Support TYSO by supporting our sponsors:

This episode is sponsored by BetterHelp. See the reviews, see what stands out, and see if BetterHelp is right for you. Visit https://www.betterhelp.com/tyso
Head to https://www.factormeals.com/tyso50off and use code tyso50off to get 50 percent off and 1 free breakfast item per box for 1 year, while supplies last until 10/31/2026. See website for more details.

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RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

MAGNUS FERREALL

📸 https://www.instagram.com/magnus_ferrell

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Zoey Deutch Jul 28, 2026

Show notes

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

🗓️ 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 when Rick is coming to your city:

https://www.rickglassman.com/tour

━━━━━━━━━━━━━━━━━━━━━━

Support TYSO by supporting our sponsors:

For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://www.hims.com/tyso

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RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jake Johnson 2.0 Jul 24, 2026

Show notes

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 CITIES COMING SOON ✨

Get notified when Rick is coming to your city:

https://www.rickglassman.com/tour

━━━━━━━━━━━━━━━━━━━━━━

Support TYSO by supporting our sponsors:

• Sign up for your $1/month trial today at https://www.shopify.com/tyso.

━━━━━━━━━━━━━━━━━━━━━━

RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

JAKE JOHNSON

📸 https://www.instagram.com/mrjakejohnson

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jason Alexander and Peter Tilden Jul 15, 2026

Show notes

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, 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 city:

https://www.rickglassman.com/tour

━━━━━━━━━━━━━━━━━━━━━━

Support TYSO by supporting our sponsors:

Go to https://www.helixsleep.com/tyso for 27% Off Sitewide. Make sure you enter our show name after checkout so they know we sent you!
For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, goto https://www.hims.com/tyso
Try Gusto today at https://www.gusto.com/tyso, and get 3 months free when you run your first payroll.

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RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Adam Ray [28th Appearance] Jul 08, 2026

Show notes

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 • 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 episode is sponsored by BetterHelp. Sign up and get 10% off at https://www.betterhelp.com/tyso

Head to https://wwww.factormeals.com/tyso50off and use code tyso50off to get 50% off and free daily greens per box, with new subscription only, while supplies last until 09/27/2026.

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RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

ADAM RAY

🌐 Website: https://adamraycomedy.com

📸 Instagram: https://www.instagram.com/adamraycomedy

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Lisa Gilroy 8.0 Jul 03, 2026

Show notes

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

🗓️ 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:

• Right now, Proton VPN is offering our listeners 70% off a two year plan when you go to https://www.protonvpn.com/tyso

• Right now, when you buy two months of BlueChew Gold you get the third FREE with promo code TYSO. You will also receive an additional 10% OFF + Free overnight shipping on your first order. https://www.bluechew.com

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RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

LISA GILROY

🌐 http://www.lisagilroy.com

📸 https://www.instagram.com/thelisagilroy

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Dylan & Logan from LOVE ON THE SPECTRUM Jun 25, 2026

Show notes

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 • 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 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 city:

https://www.rickglassman.com/tour

━━━━━━━━━━━━━━━━━━━━━━

Support TYSO by supporting our sponsors:

• Try Gusto today at https://www.gusto.com/tyso, and get three months free when you run your first payroll.

• Sign up for your $1/month trial today at https://www.shopify.com/tyso.

• Download the Klarna app today or visit https://www.klarna.com to learn more.

━━━━━━━━━━━━━━━━━━━━━━

RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

LOGAN PERIRA

https://www.instagram.com/theloganpereira

DYLAN AGUILAR

https://www.instagram.com/king_dylan_01

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Kevin Nealon 2.0 Jun 16, 2026

Show notes

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

🗓️ Sept 17–19 • Philadelphia, PA

🗓️ Oct 1–3 • Houston, TX

🗓️ Oct 15–17 • Tacoma, WA

🗓️ Nov 6–7 • 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:

• Function provides 160+ lab tests for $1/day and member pricing on MRI and CT scans. Join at https://www.functionhealth.com/tyso or use gift code TYSO25 for a $25 credit toward your membership.

• Proton VPN is offering our listeners 70% off a two-year plan when you go to https://www.protonvpn.com/tyso

• Download the Underdog Fantasy app today and use promo code TYSO to score $50 in Bonus Entries when you play your first $5 entry.

━━━━━━━━━━━━━━━━━━━━━━

RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

KEVIN NEALON

📸 Instagram: https://www.instagram.com/kevinnealon

🌐 Website: https://kevinnealon.com

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Alison Brie Jun 10, 2026

Show notes

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 17–19 • Philadelphia, PA

🗓️ Oct 1–3 • Houston, TX

🗓️ Oct 15–17 • Tacoma, WA

🗓️ Nov 6–7 • 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:

• Download the Klarna app today or visit Klarna.com to learn more.

• Go to https://www.helixsleep.com/tyso now for 20% off sitewide.

• Go to https://www.revolve.com/tyso to shop and use code TYSO for 15% off your order plus free 2-day shipping and easy returns.

━━━━━━━━━━━━━━━━━━━━━━

RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

ALISON BRIE

📸 Instagram: https://www.instagram.com/alisonbrie

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Nick Kroll 2.0 Jun 04, 2026

Show notes

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 • 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 6-7 • 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:

For a limited time, our listeners get 50% off for life plus Free Shipping AND 3 Free Gifts at ⁠https://www.mengotomars.com⁠

Head to ⁠https://www.factormeals.com/tyso50off⁠ and use code TYSO50OFF to get 50% off and free Daily Greens with every box.

This episode is sponsored by BetterHelp. Sign up and get 10% off your first month at ⁠https://www.betterhelp.com/tyso⁠

━━━━━━━━━━━━━━━━━━━━━━

RICK GLASSMAN

🌐 https://rickglassman.com

📸 https://www.instagram.com/rickglassman

🎬 https://www.tiktok.com/@rickglassman

🎙️ https://www.patreon.com/takeyourshoesoff

💬 https://discord.gg/Z2v4HTC

🎟️ https://www.rickglassman.com/tour

🃏 https://www.tysocards.com

🛍️ https://shop.rickglassman.com

NICK KROLL

🌐 Website: https://www.nickkroll.com

📸 Instagram: https://www.instagram.com/nickkroll

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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