Take Your Shoes Off w/ Rick Glassman

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!

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20 episodes
Updated Wednesday

Episodes20

Newest first

Wednesday · 1 hr 19 min
Magnus Ferrell
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 ━━━━━━━━━━━━━━━━━━━━━━ 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. ━━━━━━━━━━━━━━━━━━━━━━ 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.
July 28 · 2 hr 49 min
Zoey Deutch
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 ━━━━━━━━━━━━━━━━━━━━━━ 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.
July 24 · 3 hr 3 min
Jake Johnson 2.0
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.
July 15 · 2 hr 23 min
Jason Alexander and Peter Tilden
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. ━━━━━━━━━━━━━━━━━━━━━━ 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.
July 8 · 1 hr 36 min
Adam Ray [28th Appearance]
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. ━━━━━━━━━━━━━━━━━━━━━━ 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.
July 3 · 1 hr 40 min
Lisa Gilroy 8.0
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 ━━━━━━━━━━━━━━━━━━━━━━ 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.
June 25 · 2 hr 26 min
Dylan & Logan from LOVE ON THE SPECTRUM
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.
June 16 · 1 hr 42 min
Kevin Nealon 2.0
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.
June 10 · 1 hr 58 min
Alison Brie
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.
June 4 · 1 hr 26 min
Nick Kroll 2.0
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.
May 28 · 1 hr 50 min
Lamorne Morris
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, 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 https://www.klarna.com to learn more. Chubbies is here to keep you comfy and looking good year-round. Get 20% off with code TYSO at chubbiesshorts.com/TYSO! #chubbiespod Start your business today with the industry’s best business partner, Shopify 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 LAMORNE MORRIS 📸 https://www.instagram.com/lamorne See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
May 20 · 1 hr 53 min
Matt McCusker (THE SLEEPOVER SERIES)
Matt McCusker takes his shoes off for the first time to talk with Rick about Matt and Shane's Secret Podcast (MSSP), basketball, strong girls, and even other 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 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 Underdog Fantasy app today and use promo code TYSO to score $50 in Bonus Entries when you play your first $5. See site for details. 160+ lab tests a year for $365. Join at https://www.functionhealth.com/tyso or use gift code TYSO25 for a $25 credit toward your membership. 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 MATT MCCUSKER 📸 https://www.instagram.com/mccuskermatthewj 🌐 https://mattmccusker.com 🎙️ ⁨@MSsecretpod⁩ — Matt McCusker & Shane Gillis podcast See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
May 12 · 2 hr 17 min
Bill Lawrence 2.0 (Creator of all the TV shows)
Bill Lawrence (or as we like to call him, William Van Duzer Lawrence the 4th) isn't only the guy who gave Rick Glassman his first TV show job on the NBC show Undateable, he is also the creator of Scrubs, Cougar Town, Spin City, Ground Floor, Ted Lasso, Shrinking, and Rooster. Perhaps he is most know as one of the writers on The Nanny or Boy Meets World. Point is, the guy win Emmys so STOP calling him William Van LOOZER Lawrence the 4th. Anyway, Bill takes his shoes off for the second time to talk with Rick about how Rick is one of the best actors he's every worked with and should be a romantic lead of all the stuff. 🎟️ 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 22 • Montreal, QC 🗓️ Aug 9-13 • Edinburgh, UK 🗓️ 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: Shop at https://www.REVOLVE.com/TYSO and use code TYSO for 15% off your entire order. #REVOLVEpartner Keep the bugs away with Pestie. Go to https://www.pestie.com/tyso for an extra 10% off your order. Go to https://www.helixsleep.com/tyso now for 27% Off site-wide. Make sure you enter our show name after checkout so they know we sent you! ━━━━━━━━━━━━━━━━━━━━━━ 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 BILL LAWRENCE 📸 https://www.instagram.com/vdoozer See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
May 5 · 1 hr 57 min
Bryan Callen 2.0
Bryan Callen takes his shoes off to talk with Rick Glassman about stuff. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ May 7–9 • Irving, TX 🗓️ June 25–27 • Washington, D.C. 🗓️ July 22 • Montreal, QC 🗓️ Aug 9-13 • Edinburgh, UK 🗓️ Aug 24–29 • London, UK 🗓️ Sept. 10–12 • Portland, OR 🗓️ Sept. 13 • Eugene, OR 🗓️ Sept. 17–19 • Philadelphia, PA 🗓️ Oct. 1–3 • Houston, TX ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city: https://www.rickglassman.com/tour ━━━━━━━━━━━━━━━━━━━━━━ Support TYSO by supporting our sponsors: When making payments, we all want flexibility, control, and extra value! That’s why Klarna has a suite of services to manage your purchases. Download the Klarna app today or visit https://www.Klarna.com to learn more Head to https://www.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. This episode is sponsored by Betterhelp. Find support and have someone with you in therapy. Sign up and get 10% off 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 BRYAN CALLEN 🌐 https://bryancallen.com/ 📸 https://www.instagram.com/bryancallen See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
April 28 · 2 hr 22 min
Tan France (Queer Eye)
Tan France takes his shoes off to talk with Rick about Queer Eye (one of Rick's fav shows), his new podcast, Honorable Gays!, and even other stuff. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ May 1–2 • Cleveland, OH 🗓️ May 7–9 • Irving, TX 🗓️ June 25–27 • Washington, D.C. 🗓️ July 22 • Montreal, QC 🗓️ Aug 9-13 • Edinburgh, UK 🗓️ Aug 24–29 • London, UK 🗓️ Sept. 10–12 • Portland, OR 🗓️ Sept. 13 • Eugene, OR 🗓️ Sept. 17–19 • Philadelphia, PA 🗓️ Oct. 1–3 • Houston, TX ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city: https://www.punchup.live/rickglassman/follow ━━━━━━━━━━━━━━━━━━━━━━ Support TYSO by supporting our sponsors: When making payments, we all want flexibility, control, and extra value! That’s why Klarna has a suite of services to manage your purchases. Download the Klarna app today or visit https://www.Klarna.com to learn more 160+ lab tests a year for $365, plus the ability to dive deeper into your results through Function’s connections to platforms you already use, like ChatGPT and Claude. Join at https://www.functionhealth.com/tyso or use gift code TYSO25 for a $25 credit toward your membership. For a limited time our listeners are getting 20% off their entire order at http://cheershealth.com/TYSO. After you purchase, they will ask you where you heard about them. PLEASE support our show and tell them our show sent you. ━━━━━━━━━━━━━━━━━━━━━━ 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.punchup.live/rickglassman 🃏 https://www.tysocards.com 🛍️ https://shop.rickglassman.com TAN FRANCE 🌐 https://www.youtube.com/c/tanfrance 📸 https://www.instagram.com/tanfrance See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
April 22 · 2 hr 30 min
Jorma Taccone
Jorma Taccone, of LONLEY ISLAND, takes his shoes off for the first time to talk about stuff. Don’t believe me? Hahaha, okay… Make sure to check out his new movie starring Jason Segel and TYSO alum Samara Weaving, Over Your Dead Body, in theaters this weekend. Also, check out Popstar: Never Stop Never Stopping with Andy Samberg. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ April 23–25 • Austin, TX 🗓️ May 1–2 • Cleveland, OH 🗓️ May 7–9 • Irving, TX 🗓️ June 25–27 • Washington, D.C. 🗓️ Sept. 10–12 • Portland, OR 🗓️ Sept. 13 • Eugene, OR 🗓️ Sept. 17–19 • Philadelphia, PA 🗓️ Oct. 1–3 • Houston, TX ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city: https://www.punchup.live/rickglassman/follow ━━━━━━━━━━━━━━━━━━━━━━ Support TYSO by supporting our sponsors: Whether it’s a big night out, a wedding, a trip, or you just need something last-minute that actually works — REVOLVE MAN always has it. Go to https://www.REVOLVE.com/tyso and use code TYSO for 15% off your order AND get free 2-day shipping and easy returns. Get bugs out of your house with Pestie. Go to https://www.pestie.com/tyso for an extra 10% off your order. Download the Underdog Fantasy app today and use promo code TYSO to score $50 in Bonus Entries when you play your first $5. ━━━━━━━━━━━━━━━━━━━━━━ 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.punchup.live/rickglassman 🃏 https://www.tysocards.com 🛍️ https://shop.rickglassman.com JORMA TACCONE 🌐 http://www.jormataccone.com 📸 https://www.instagram.com/jormataccone See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
April 16 · 1 hr 50 min
Andrew Santino
Episode 350 invites Andrew Santino to come take his shoes off for the 4th time. The boys almost choose not to post this episode because Rick's assistant, Duncan, sent cookies and din't warn them that they were weed cookies. Take Your Shoes Off is nominated for 2 WEBBY AWARDS! Link to vote (by April 16th) on the top of Rick's website: https://www.rickglassman.com 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city! https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ April 23–25 • Austin, TX 🗓️ May 1–2 • Cleveland, OH 🗓️ May 7–9 • Irving, TX 🗓️ June 25-27 • Washington D.C. 🗓️ Sept. 10–12 • Portland, OR 🗓️ Sept. 13 • Eugene, OR 🗓️ Sept. 17–19 • Philadelphia, PA 🗓️ Oct. 1-3 • Houston, TX ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city: https://www.punchup.live/rickglassman/follow ━━━━━━━━━━━━━━━━━━━━━━ Support TYSO by supporting our sponsors: Looking for a new mattress? Go to https://www.helixsleep.com/tyso now for 20% Off Site-wide. Visit https://prizepicks.onelink.me/LME0/TYSO and use code TYSO and get $50 in lineups when you play your first $5 lineup! From the creator of JOHN WICK and NOBODY comes the new movie NORMAL: a double-barreled shotgun blast of pure mayhem. Starring Bob Odenkirk, Henry Winkler, and Lena Headey. See it only in theaters starting April 17. ━━━━━━━━━━━━━━━━━━━━━━ RICK GLASSMAN 🌐 Website: https://rickglassman.com 📸 Instagram: https://www.instagram.com/rickglassman 🎬 TikTok: https://www.tiktok.com/@rickglassman 🎙️ Patreon: https://www.patreon.com/takeyourshoesoff 💬 Discord: https://discord.gg/Z2v4HTC 🎟️ Tour Dates: https://www.punchup.live/rickglassman 🃏 TYSO Cards: https://www.tysocards.com 🛍️ Store: https://shop.rickglassman.com ANDREW SANTINO 🌐 Website: https://www.andrewsantino.com 📸 Instagram: https://www.instagram.com/cheetosantino See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
April 7 · 1 hr 44 min
Johnny Pemberton
Johnny Pemberton takes his shoes off for the second time to talk with Rick about his new movie, Mermaid, as well as his show, Fallout (it's AWESOME!). Take Your Shoes Off is nominated for 2 WEBBY AWARDS! Link to vote (by April 16th) on the top of Rick's website: https://www.rickglassman.com 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city! https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ April 23–25 • Austin, TX 🗓️ May 1–2 • Cleveland, OH 🗓️ May 7–9 • Irving, TX 🗓️ June 25-27 • Washington D.C. 🗓️ Sept. 10–12 • Portland, OR 🗓️ Sept. 13 • Eugene, OR 🗓️ Sept. 17–19 • Philadelphia, PA 🗓️ Oct. 1-3 • Houston, TX ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city: https://www.punchup.live/rickglassman/follow ━━━━━━━━━━━━━━━━━━━━━━ 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://www.factormeals.com/tyso50off and use code tyso50off to get 50% off and free daily greens per box. Download the Underdog Fantasy app today and use promo code TYSO to score $50 in Bonus Entries when you play your first $5 From the creator of JOHN WICK and NOBODY comes the new movie NORMAL: a double-barreled shotgun blast of pure mayhem. Starring Bob Odenkirk, Henry Winkler, and Lena Headey. Only in theaters starting April 17. ━━━━━━━━━━━━━━━━━━━━━━ RICK GLASSMAN 🌐 Website: https://rickglassman.com 📸 Instagram: https://www.instagram.com/rickglassman 🎬 TikTok: https://www.tiktok.com/@rickglassman 🎙️ Patreon: https://www.patreon.com/takeyourshoesoff 💬 Discord: https://discord.gg/Z2v4HTC 🎟️ Tour Dates: https://www.punchup.live/rickglassman 🃏 TYSO Cards: https://www.tysocards.com 🛍️ Store: https://www.rickglassman.com/store JOHNNY PEMBERTON 🌐 Website: https://www.johnnypemberton.dog/ 📸 Instagram: https://www.instagram.com/johnny_pemberton See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
April 1 · 1 hr 57 min
Mark Normand
Mark Normand takes his shoes off for the 7th time to talk with Rick. Watch Mark's new Netflix Standup Comedy Special, NONE TOO PLEASED. Take Your Shoes Off is nominated for 2 WEBBY AWARDS! Link to vote (by April 16th) on the top of Rick's website: https://www.rickglassman.com 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city! https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ March 26–29 • Houston, TX 🗓️ April 23–25 • Austin, TX 🗓️ May 1–2 • Cleveland, OH 🗓️ May 7–9 • Irving, TX 🗓️ June 25-27 • Washington D.C. 🗓️ Sept. 10–12 • Portland, OR 🗓️ Sept. 13 • Eugene, OR 🗓️ Sept. 17–19 • Philadelphia, PA 🗓️ Oct. 1-3 • Houston, TX ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city: https://www.rickglassman.com/tour ━━━━━━━━━━━━━━━━━━━━━━ Support TYSO by supporting our sponsors: Visit https://prizepicks.onelink.me/LME0/TYSO and use code TYSO and get $50 in lineups when you play your first $5 lineup! ━━━━━━━━━━━━━━━━━━━━━━ RICK GLASSMAN 🌐 Website: https://rickglassman.com 📸 Instagram: https://www.instagram.com/rickglassman 🎬 TikTok: https://www.tiktok.com/@rickglassman 🎙️ Patreon: https://www.patreon.com/takeyourshoesoff 💬 Discord: https://discord.gg/Z2v4HTC 🎟️ Tour Dates: https://www.punchup.live/rickglassman 🃏 TYSO Cards: https://www.tysocards.com 🛍️ Store: https://www.rickglassman.com/store MARK NORMAND 🌐 http://marknormandcomedy.com 📸 https://www.instagram.com/marknormand See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
March 25 · 1 hr 51 min
Brent Adam (BEST FRIENDS' CLUB)
The boys are back for another Best Friends' Club. This is Brent Morin & Adam Ray’s 9th appearance together on TYSO. Shout out to James Blake and his new album TRYING TIMES: https://open.spotify.com/album/16tV8wTfqPyA6Cu5dwJJPc 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city! https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ March 26–29 • Houston, TX 🗓️ April 23–25 • Austin, TX 🗓️ May 1–2 • Cleveland, OH 🗓️ May 7–9 • Irving, TX 🗓️ June 25-27 • Washington D.C. 🗓️ Sept. 10–12 • Portland, OR 🗓️ Sept. 13 • Eugene, OR 🗓️ Sept. 17–19 • Philadelphia, PA ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city: https://www.punchup.live/rickglassman/follow Support TYSO by supporting our sponsors: Download the Underdog* app today and use promo code TYSO to score $50 in Bonus Entries when you play your first $5. RICK GLASSMAN 📸 Instagram: https://www.instagram.com/rickglassman 🎬 TikTok: https://www.tiktok.com/@rickglassman 🎙️ Patreon: https://www.patreon.com/takeyourshoesoff 💬 Discord: https://discord.gg/Z2v4HTC 🎟️ Tour Dates: https://www.punchup.live/rickglassman 🃏 TYSO Cards: https://www.tysocards.com 🛍️ Store: https://www.rickglassman.com/store ADAM RAY (@adamraycomedy) 🌐 Website: https://adamraycomedy.com 📸 Instagram: https://www.instagram.com/adamraycomedy BRENT MORIN 🌐 Website: https://www.brentmorin.com 📸 Instagram: https://www.instagram.com/brentmorin * Must be 18+ (19+ in AL, NE; 19+ in CO for some games; 21+ in AZ, MA, and VA) and present in a state where Underdog Fantasy operates. Terms apply. Concerned with your play? Call 1-800-MY-RESET or 1-800-GAMBLER or visit www.ncpgambling.org; AZ: 1-800-NEXT-STEP (1-800-639-8783) or text NEXT-STEP to 53342; NY: Call the 24/7 HOPEline at 1-877-8-HOPENY or Text HOPENY (467369). See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.