

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 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. VOTE FOR TYSO BEFORE October 10th here! https://vote.signalaward.com/PublicVoting#/2025/individual-episodes/video-podcast/best-video-podcast-guest Watch with video here: https://youtu.be/qzhxBn6LfYY Support TYSO by supporting our sponsors: Go to https://www.helixsleep.com/tyso now for 27% Off Sitewide! Support 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.

Aug 19, 2025 • 1h 57min
Dax Flame 2.0
Dax Flame takes his shoes off AGAIN and talks with Rick Glassman about stuff. 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour: https://www.punchup.live/rickglassman 📍 Upcoming dates:🗓️ August 7–9 • Grand Rapids, MI🗓️ August 14–16 • Dania Beach, FL🗓️ August 23 • Los Angeles, CA🗓️ 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: Dupe.com isn’t just about saving money on furniture.Dupe works for Fashion, Shoes, Jewelry and more. Just type "dupe.com/" before any product URL in your browser and BOOM — it instantly finds you less expensive alternatives. Ready to experience the magic? Get 50% off Magic Mind at https://www.magicmind.com/rick RICK GLASSMANInstagram: https://www.instagram.com/rickglassmanTikTok: https://www.tiktok.com/@rickglassmanPatreon: https://www.patreon.com/takeyourshoesoffDiscord: https://discord.gg/Z2v4HTCTour Dates: https://www.punchup.live/rickglassmanTYSO Cards: https://www.tysocards.comStore: https://www.rickglassman.com/store DAX FLAMEInstagram: https://www.instagram.com/daxflameYouTube: https://www.youtube.com/@DaxflameSupport the show: https://www.patreon.com/takeyourshoesoff

Aug 12, 2025 • 1h 52min
Veronika Slowikowska: The Sleepover Series in New York
Veronika Slowikowska, of Tires and the Nevermind Podcast, makes her first TYSO appearance and she and Rick meet for the first time. And let's just say they "podcast," during a sleepover, if you know what I mean. ;) Watch this episode on YouTube here: https://youtu.be/o4nDIWSVQkQ 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman 📍 Upcoming dates: 🗓️ August 7–9 • Grand Rapids, MI🗓️ August 14–16 • Dania Beach, FL🗓️ August 23 • Los Angeles, CA🗓️ 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 Support TYSO by supporting our sponsors: This episode is sponsored by BetterHelp. Our listeners get 10% off their first month at https://www.betterhelp.com/tyso Ready to create your own website? Go to https://bit.ly/4ecOWu8 to start building your website today. RICK GLASSMANhttps://www.instagram.com/rickglassmanhttps://www.tiktok.com/@rickglassmanhttps://www.patreon.com/takeyourshoesoffhttps://discord.gg/Z2v4HTChttps://www.punchup.live/rickglassmanhttps://www.tysocards.comhttps://www.rickglassman.com/store VERONIKA SLOWIKOWSKA https://www.instagram.com/veronika_iscool @nevermindpodcast Support the show: https://www.patreon.com/takeyourshoesoff

Aug 5, 2025 • 2h 39min
Jerrod Carmichael: The Sleepover Series in New York
Jerrod Carmichael makes his first TYSO appearance and boy are our arms tired! Check out the follow up to Emmy Award Winning "Rothaniel," his newest stand up special, "Jerrod Carmichael: Don't Be Gay." On HBO here: https://www.hbomax.com/movies/jerrod-carmichael-dont-be-gay/797f6457-02b4-4309-8996-998dcf203d0d 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming dates:🗓️ August 7–9 • Grand Rapids, MI🗓️ August 14–16 • Dania Beach, FL🗓️ August 23 • Los Angeles, CA🗓️ 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 Support TYSO by supporting our sponsors: • Looking for an amazing mattress with a risk-free 100 day money back guarantee? Go to https://www.helixsleep.com/tyso for 20% Off sitewide. RICK GLASSMANhttps://www.instagram.com/rickglassmanhttps://www.tiktok.com/@rickglassmanhttps://www.patreon.com/takeyourshoesoffhttps://discord.gg/Z2v4HTChttps://www.punchup.live/rickglassmanhttps://www.tysocards.comhttps://www.rickglassman.com/store JERROD CARMICHAEL"Don't Be Gay" trailer: https://www.youtube.com/watch?v=8U5r5xAjR2YSupport the show: https://www.patreon.com/takeyourshoesoff