

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

Apr 7, 2026 • 1h 44min
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:🗓️ 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:This episode is sponsored by Betterhelp. Sign up and get 10% off at https://www.betterhelp.com/tysoHead 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 $5From 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/storeJOHNNY PEMBERTON🌐 Website: https://www.johnnypemberton.dog/📸 Instagram: https://www.instagram.com/johnny_pembertonSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Apr 1, 2026 • 1h 57min
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/storeMARK NORMAND🌐 http://marknormandcomedy.com📸 https://www.instagram.com/marknormandSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mar 25, 2026 • 1h 51min
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/followSupport 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/storeADAM RAY (@adamraycomedy)🌐 Website: https://adamraycomedy.com📸 Instagram: https://www.instagram.com/adamraycomedyBRENT 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.

Mar 17, 2026 • 1h 33min
David Cross 2.0
David Cross takes his shoes off for the second time to talk about sports cards, Magic: The Gathering cards, and his new comedy special, THE END OF THE BEGINNING OF THE END. Watch it here:https://officialdavidcross.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🗓️ 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/followSupport TYSO by supporting our sponsors:Momentous is offering our listeners up to 35% off your first order with promo code TYSO. Head to https://www.livemomentous.com and use promo code TYSO.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📸 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/storeDAVID CROSS📸 Instagram: https://www.instagram.com/davidcrossofficial🌐 Website: https://officialdavidcross.comSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mar 10, 2026 • 1h 51min
Samara Weaving
Samara Weaving, Australian actress known for lead roles in horror-comedies, chats about having three films releasing back-to-back, working with Jason Segel, and recreating intense Ready or Not scenes on set. She also talks technical rig work, balancing horror and comedy tones, and prepping physically and emotionally for brutal takes.

Mar 5, 2026 • 2h 25min
Anderson .Paak (+ Special Musical Guest)
Anderson .Paak, Grammy-winning musician, drummer, and filmmaker, discusses music, directing his film K-Pops, and life on tour. They trade stories about drumming, live performance presence, mixtape-era influences, dating culture, and on-the-spot freestyling. Expect playful banter, jam sessions, and behind-the-scenes anecdotes about creativity and collaboration.

5 snips
Feb 25, 2026 • 2h 12min
Zach Braff 2.0
Zach Braff, actor-director best known for Scrubs and Garden State, drops in to talk directing the new Scrubs revival and honoring the original’s tone. They swap on-set stories, casting discoveries, and the craft of framing comedic beats. Conversations veer to rescue dogs, dating honesty, and making your own work.

Feb 18, 2026 • 2h 1min
Adam Ray & Brent Morin
Adam Ray, comedian and actor known for sharp stand-up and frequent appearances. Brent Morin, stand-up comedian and actor with memorable specials and sketches. They riff on lateness, edibles, improv Oscars sketches, childhood Blockbuster memories, stage mishaps and crowd work. Expect prank ideas, phone-guessing games, award-show stunt brainstorming, and tour plugs sprinkled with playful banter.

Feb 12, 2026 • 2h 45min
Delaney Rowe
Delaney Rowe, actor and creator known for sharp comedic timing and viral social content. They trade flirtatious banter and party stories. Conversation hops from dating instincts and first-kiss memories to directing trailers, skincare routines, and hosting energy. Expect candid, playful tales about sex, hygiene scares, and the messy rules of modern dating.

Feb 4, 2026 • 1h 53min
Fiona Cauley
Fiona Cauley, comedian and content creator who performs stand-up and sketches while living with Friedreich's ataxia. She talks about finding comedy on TikTok, navigating disability onstage, touring and the hustle of building an hour, her experience with Kill Tony, handling online hate, and how relationships and medication shape her life and career.


