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!
Episodes
Brett Gelman takes his shoes off for the first time to talk with Rick about stuff.
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- This episode is sponsored by Better Help. As the largest online therapy provider in the world, BetterHelp can provide access to mental health professionals with a diverse variety of expertise. Get 10% off you first month at https://www.betterhelp.com/tyso.
- Factor meals arrive fresh and ready to eat&m...
Grace takes her shoes off (and brings donuts) to chat with Rick.
📺 Watch on YouTube: https://youtu.be/YYwSBYwTuWQ
👕 Merch: https://www.rickglassman.com/store
📆 Tour Dates: https://www.punchup.live/rickglassman
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<...Chelsea takes her shoes off for the first time to talk with Rick about stuff.
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Ari Shaffir makes his 5th appearance on TYSO while he and Rick are in New York.
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Paul Rudd and Rick Glassman have a bit of a schedule issue, but all works out. The Sleepover Series New York Edition. Get tickets to Rick’s stand up tour at https://www.punchup.live/rickglassman
🎥 Prefer to watch with video? Check out the full episode on YouTube here: https://youtu.be/3KbSEVTaB2c
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• Cornbread Hemp’s CBD gummies are made to help you feel better, wh...
The Sleep Over Series is back, in New York, with comedian Jordan Jensen (Bein’ Ian with Jordan, RIP podcast) returns for her 5th appearance on Take Your Shoes Off.
🎥 Prefer to watch with video? Check out the full episode on YouTube here: https://youtu.be/lAYS6Rc64FQ
Support TYSO by supporting our sponsors: Goto https://www.helixsleep.com/tyso for 27% Off Sitewide + FREE Bedding Bundle (Sheet Set and Mattress Protec...
Comedian and actress Melissa Villaseñor (Saturday Night Live, America’s Got Talent, Netflix’s Verified Stand-Up) takes her shoes off and joins Rick for a refreshingly honest episode.
Melissa opens up about feeling embarrassed early in her career, the fear of not being funny, and learning how to trust her real voice — both on stage and in ...
Episode 300 for TSYO. Episode 25 for Adam Ray. Episode 9 for Brent Morin. Take your shoes off for our 6th Anniversary of TYSO.
RICKY'S ON THE LOOSE TOUR dates & tickets here: https://www.punchup.live/rickglassman
Portland, ME • San Jose, CA • Los Angeles, CA, Grand Rapids, MI, Dana Beach, FL, and MORE CITIES COMING SOON - sign up for my e-mail list to be notified when I'm coming to your city here: https://punchu...
Harland Williams takes his bakes off for the 6th time to talk with Rick Glassman. Don’t believe me? Give this a watch.
RICKY'S ON THE LOOSE TOUR dates & tickets here: https://www.punchup.live/rickglassman
Sacramento, CA • Portland, ME • San Jose, CA • Los Angeles, CA and MORE CITIES COMING SOON - sign up for my e-mail list to be notified when I'm coming to your city here: https://punchup.live/ric...
The Sleepover Series, New York edition, continues this week with Joe Santagato. Joe hosts the wildly popular podcast, The Basement Yard, along side his co-host, Frank Alvarez. Frank was scheduled to take his shoes off along side Joe, but for reasons that you'll have to listen to in this podcast, he couldn't make it. If you like people talking into microphones, I have a feeling you'll like this episode.
RICKY'S ON THE LOOS...
Mark Normand (We Might Be Drunk, Tuesdays with Stories) visits Rick in studio to podcast. Don't believe me? Well, you might want to check out this episode to see.
RICKY'S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here: https://www.punchup.live/rickglassman Madison, WI • Sacramento, CA • Portland, ME • San Jose, CA • Los Angeles, CA and MORE CITIES COMING SOON - sign up for my e-mail li...
The Are You Garbage Boys (Kevin Ryan and H. Foley) take their shoes off for the second time... This time in a New York hotel (last time was in New Jersey. Watch it here: https://www.youtube.com/watch?v=Sm9tUmyOCdA). Check out their Route 66 Tour | Comedy Special (2025) here: https://youtu.be/OSkJS1gCDR4?si=R11L25qGvxo7ai1-
RICKY'S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here: https://www.punchup.live/ri...
Jay Mohr takes his shoes off then meets Rick's Dad & Cousin Teddy.
RICKY'S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here: https://www.punchup.live/rickglassman
Brookfield, WI • Minneapolis, MN • Madison, WI • Sacramento, CA • Portland, ME • San Jose, CA • Los Angeles, CA and MORE CITIES COMING SOON - sign up for my e-mail list to be notified when I'm coming to your city here:...
Casey Abrams (sings the TYSO Theme song) and George Krikes (TYSO house musician) join forces WITH their shoes off for this very musical friend episode.
PATH is ending homelessness for individuals, families, and communities. They do this by building affordable housing and providing supportive services throughout California. https://epath.org
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Grace Kinstler, American Idol top 3 finalist, takes her shoes off for the first time. Rick found Grace's singing on instagram a few weeks ago, then invited her onto TYSO the next time she was in LA. So happens that she was coming to LA to record acoustic videos for her music -- and of course we invited TYSO Music Legend, George Krikes to play and sing with Grace. Lots of great music in this one.
Support TYSO by supporting our ...
Annie Lederman (Anniewood) takes her shoes off for the first time with Rick Glassman as they talk about stuff.
Watch on YouTube here: https://youtu.be/mMTN-ad64yU
Support TYSO by supporting out sponsors:
- For the first time get the 24 hour pack. Focus and Sleep shots, bundled up for the at a 45% off, exclusive at https://www.magicmind.com/tysojan.
- This episode is sponsored by Better Help. Visit https://w...
Dax Flame takes his shoes off and talks with Rick Glassman about stuff. Love on the TYSO Spectrum.
Watch on YouTube here: https://youtu.be/PAWP6-Z9ZvI
Support TYSO by supporting our sponsors:
- Go to https://www.helixsleep.com/tyso for 20% off sitewide + 2 free dream pillows with mattress purchase.
- Download the DraftKings Sportsbook app and use code SHOESOFF. New customers to get $200 in bonus bets instantly, when you bet $...
Rick performed at The Helium Comedy Club in Portland then stayed a few extra days, where he met Kyle Kinane who was performing at the same club. Don't believe me? Check this ep out. Watch this episode on YouTube here: https://youtu.be/Z9Jb407y9ag
Support TYSO by supporting out sponsors:
- This episode is sponsored by Better Help. Visit https://www.betterhelp.com/tyso today to get 10% off your first month. ...
Jon Rudnitsky (SNL, Curb Your Enthusiasm) makes his 5th appearance on TYSO -- this time live in LA, in front of 100,000* people. A surprise TYSO favorite(s) may or may not make an appearance as well...
Support TYSO by supporting our sponsors:
- If you were wondering what drink Rick takes before most podcasts, it's called MAGIC MIND. Focus and Sleep shots, bundled up for the first time, at a 45% off, exclusive at https:...
Ari Shaffir takes his shoes off for the 4th time to talk about his new Netflix special America’s Sweetheart out now, and yada yada yada. Watch this episode on YouTube here: https://youtu.be/VjM9Rcrvrvg
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