

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!
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!
Episodes
Mentioned books

Oct 28, 2025 • 1h 40min
Kristen Bell 3.0
 Kristen Bell takes her shoes off to talk Nobody Wants This Season 1 + 2 now on Netflix. Watch this episode on YouTube here: https://youtu.be/MvO2DIq59PM 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV🗓️ Jan 9–11 • Phoenix, AZ🗓️ May 1–2 • Cleveland, OH ✨ MORE CITIES COMING SOON ✨Get notified when I'm coming to your city: https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors: 👖 F*%k your khakis and get The Perfect Jean 15% off with code TYSO15 at https://theperfectjean.nyc/TYSO15#theperfectjeanpod 💻 Check out https://www.squarespace.com/tyso for a free trial and use OFFER CODE: TYSO to save 10% off your first purchase of a website or domain.  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 KRISTEN BELL📸 Instagram: https://www.instagram.com/kristenanniebell Piano Player: Michael WienMusic Production & Sound Mixing: Matt Day https://www.instagram.com/dattmayySupport the show: https://www.patreon.com/takeyourshoesoff 

Oct 22, 2025 • 2h 19min
Todd Glass 3.0
 Todd takes his shoes off for the 3rd time. 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV🗓️ Jan 9–11 • Phoenix, AZ🗓️ May 1–2 • Cleveland, OH ✨ MORE CITIES COMING SOON ✨Get notified when I'm coming to your city: https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors: Download the Underdog Fantasy app* today, sign up with promo code TYSO to score $100 in Bonus Funds or 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 TODD GLASS🌐 https://www.toddglass.com📸 https://www.instagram.com/thetoddglassshow Directed by: Rick GlassmanHandheld Cam Operator: @mckonecorkeryEdited by: JonMichael PereiraSound Mixing: Matt Day https://www.instagram.com/dattmayyAnimation: @TomBatesYT https://www.instagram.com/tombates.films *Must be 18+ (19+ in Alabama & Nebraska; 19+ in Colorado for some games; 21+ in Arizona, Massachusetts & Virginia) and present in a state where Underdog Fantasy operates. Terms apply. See assets.underdogfantasy.com/web/PlayandGetTerms_DFS_.html for details. Offer not valid in Maryland, Michigan, New Jersey, New York, Ohio, and Pennsylvania. Concerned with your play? Call 1-800-GAMBLER or visit www.ncpgambling.org. In New York, call the 24/7 HOPEline at 1-877-8-HOPENY or Text HOPENY (467369)Support the show: https://www.patreon.com/takeyourshoesoff 

Oct 14, 2025 • 1h 44min
Adam Ray & Brent Morin [Best Friend's Club]
 Brent Morin and Adam Ray make their 7th appearance together with Rick on TYSO. 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ October 16–18 • Toronto, ON🗓️ October 19 • Buffalo, NY🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV🗓️ Jan 9–11 • Phoenix, AZ🗓️ May 1–2 • Cleveland, OH ✨ MORE CITIES COMING SOON ✨Sign up for my e-mail list to be notified when I'm coming to your city: https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors:  This episode is sponsored by Better Help. Our listeners get 10% off their first month at https://www.betterhelp.com/tyso Goto https://www.squarespace.com/tyso for a free trial, and when you’re ready to launch, use OFFER CODE: TYSO to save 10% off your first purchase of a website or domain.   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🌐 Website: https://adamraycomedy.com📺 YouTube: @adamraycomedy📸 Instagram: https://www.instagram.com/adamraycomedy BRENT MORIN🌐 Website: https://www.brentmorin.com📸 Instagram: https://www.instagram.com/brentmorin 🎬 Directed by: Rick Glassman🎥 Handheld Cam Operator: @mckonecorkery✂️ Edited by: JonMichael Pereira🎧 Music Production & Sound Mixing: Matt Day — @mattday  Support the show: https://www.patreon.com/takeyourshoesoff 

Oct 8, 2025 • 1h 59min
Coast Contra
 Coast Contra (an American hip hop group formed in 2015 by Mario Lozano Mosquera, Eric Jamal Morrison, and twin brothers Taj Austin and Ras Austin) take their shoes off to talk about stuff with Rick. Don't believe us? Then maybe give this a listen. Watch with video here: https://youtu.be/qzhxBn6LfYY 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ October 3 • Atlanta, GA🗓️ October 4 • Raleigh, NC🗓️ October 17–18 • Toronto, ON🗓️ October 19 • Buffalo, NY🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV🗓️ Jan 9–11 • Phoenix, AZ🗓️ May 1–2 • Cleveland, OH ✨ MORE CITIES COMING SOON ✨Sign up for my e-mail list to be notified when I'm coming to your city: https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors:   Go to https://www.helixsleep.com/tyso now for 27% Off Sitewide!   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 COAST CONTRA 📸 Mario Lozano Mosquera (RIO LOZ): https://www.instagram.com/rioloz📸 Eric Jamal Morrison: https://www.instagram.com/_ericjamal📸 Taj Austin: https://www.instagram.com/tajaustin 📸 Ras Austin: https://www.instagram.com/ras_austinSupport the show: https://www.patreon.com/takeyourshoesoff 

Sep 30, 2025 • 2h 28min
Craig Conant
 Craig takes his shoes off to talk about stuff with Rick Glassman. Watch video here: https://youtu.be/fIwvlt93zsM 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ October 3 • Atlanta, GA🗓️ October 4 • Raleigh, NC🗓️ October 17–18 • Toronto, ON🗓️ October 19 • Buffalo, NY🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV🗓️ Jan 9–11 • Phoenix, AZ🗓️ May 1–2 • Cleveland, OH ✨ MORE CITIES COMING SOON ✨Sign up for my e-mail list to be notified when I'm coming to your city: https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors: 👉 Download the Underdog app, sign up with promo code TYSO to score $50 in Bonus Funds when you play your first $5 – that’s promo code TYSO Must be 18+ (19+ in Alabama & Nebraska; 19+ in Colorado for some games; 21+ in Arizona, Massachusetts & Virginia) and present in a state where Underdog Fantasy operates. Terms apply. See assets.underdogfantasy.com/web/PlayandGetTerms_DFS_.html for details. Offer not valid in Maryland, Michigan, Ohio, and Pennsylvania. Concerned with your play? Call 1-800-GAMBLER or visit www.ncpgambling.org. In New York, call the 24/7 HOPEline at 1-877-8-HOPENY or Text HOPENY (467369)  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 CRAIG CONANT📸 Instagram: https://www.instagram.com/craigpconant🌐 Website: https://craigconant.comSupport the show: https://www.patreon.com/takeyourshoesoff 

Sep 23, 2025 • 2h 4min
Rhett & Link
 Rhett & Link from (Mythical Pod and Mythical Kitchen) and their wonder holes take their shoes off. 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour: https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ September 26–27 • Detroit, MI🗓️ October 3 • Atlanta, GA🗓️ October 4 • Raleigh, NC🗓️ October 17–18 • Toronto, ON🗓️ October 19 • Buffalo, NY🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV🗓️ January 9–11 • Phoenix, AZ🗓️ May 1–2 • Cleveland, OH ✨ MORE CITIES COMING SOON ✨Sign up for my e-mail list to be notified when I'm coming to your city:https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors: 💰 Get 50% Off Monarch Money, the all-in-one financial tool, at http://www.monarchmoney.com/tyso and use code TYSO.  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 RHETT & LINK (TOGETHER)📸 Instagram: https://www.instagram.com/mythical▶️ YouTube: https://www.youtube.com/@rhettandlink🌐 Website: https://www.cristinamariani.com RHETT📸 Instagram: https://www.instagram.com/rhettmc LINK📸 Instagram: https://www.instagram.com/linkneal  Support the show: https://www.patreon.com/takeyourshoesoff 

Sep 17, 2025 • 3h 10min
Cristina Mariani
 Cristina Mariani takes her shoes off to talk with Rick. Watch on YouTube: https://youtu.be/dp7lTlHNCWY?si=qA1E4oeZ8LD0pLbB 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ September 26–27 • Detroit, MI🗓️ October 3 • Atlanta, GA🗓️ October 4 • Raleigh, NC🗓️ October 17–18 • Toronto, ON🗓️ October 19 • Buffalo, NY🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV ✨ MORE CITIES COMING SOON ✨Sign up for my e-mail list to be notified when I'm coming to your city: https://punchup.live/rickglassman/follow  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 CRISTINA MARIANI📸 Instagram: https://www.instagram.com/criimarii🌐 Website: https://www.cristinamariani.comSupport the show: https://www.patreon.com/takeyourshoesoff 

Sep 10, 2025 • 2h 2min
Kevin Nealon
 Kevin Nealon (Saturday Night Live, Happy Gilmore, The Larry Sanders Show, Weeds, Hiking with Kevin) takes his shoes off and becomes BFFs with Rick Glassman. 👟😂 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour:https://www.punchup.live/rickglassman 📍 Upcoming Dates:🗓️ September 26–27 • Detroit, MI🗓️ October 3 • Atlanta, GA🗓️ October 4 • Raleigh, NC🗓️ October 17–18 • Toronto, ON🗓️ October 19 • Buffalo, NY🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV ✨ MORE CITIES COMING SOON ✨Sign up to be notified when I'm coming to your city:https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors: 👉 Underdog FantasyDownload the app and sign up with promo code TYSO to score $50 in Bonus Funds when you play your first $5!Must be 18+ (19+ in Alabama & Nebraska; 19+ in Colorado for some games; 21+ in AZ, MA & VA) and present in a state where Underdog Fantasy operates. Terms apply: assets.underdogfantasy.com/web/PlayandGetTerms_DFS_.html.Offer not valid in MD, MI, OH, and PA. Concerned about your play? Call 1-800-GAMBLER or visit www.ncpgambling.org. In NY, call 1-877-8-HOPENY or text HOPENY (467369). 👉 BetterHelpGet 10% off your first month: https://www.BetterHelp.com/tyso  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 KEVIN NEALON ( @KevinNealoncomedy )📸 Instagram: https://www.instagram.com/kevinnealon🌐 Website: https://kevinnealon.comSupport the show: https://www.patreon.com/takeyourshoesoff 

Sep 2, 2025 • 1h 43min
Ian Fidance 2.0
 The AC is broken and it's HOT. Ian Fidance and Rick Glassman take their shoes AND pants off (to put on shorts).  WATCH ON YOUTUBE HERE: https://youtu.be/nUs7QYaZvpw 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ September 4–6 • North Charleston, SC🗓️ September 26–27 • Detroit, MI🗓️ October 3 • Atlanta, GA🗓️ October 4 • Raleigh, NC🗓️ October 17–18 • Toronto, ON🗓️ October 19 • Buffalo, NY🗓️ October 30 • New York, NY🗓️ November 1 • Brooklyn, NY🗓️ December 12–13 • Las Vegas, NV ✨ MORE CITIES COMING SOON ✨Sign up for my e-mail list to be notified when I'm coming to your city: https://punchup.live/rickglassman/follow  Support TYSO by supporting our sponsors: 👉 Go to https://www.helixsleep.com/tyso now for 27% Off Sitewide. Make sure you enter our show name after checkout so they know we sent you!   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 IAN FIDANCE📸 Instagram: https://www.instagram.com/ianimal69🌐 Website: https://www.ianfidance.comSupport the show: https://www.patreon.com/takeyourshoesoff 

Aug 27, 2025 • 2h 26min
Blaine Anderson - A Professional Dating Coach
 Blaine Anderson, a professional dating coach and matchmaker, shares his insights on navigating modern romance. He discusses the impact of age and weight on dating perceptions and offers tips for crafting the perfect dating profile. The conversation dives into the intricacies of attraction, emphasizing the importance of shared values, communication, and authenticity. Blaine also reflects on the evolving expectations in dating, urging listeners to focus on emotional connections over transactional encounters. With humor and personal anecdotes, he makes dating challenges relatable and insightful. 


