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PODCAST

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

comedy self-improvement

All Episodes

84:25

Kyle Gordon

Take Your Shoes Off w/ Rick Glassman ·

2025/06/24

Kyle Gordon takes his shoes off to talk with Rick Glassman about stuff. RICKY'S ON THE LOOSE TOUR - New cities are up, and more coming @ https://www.punchup.live/rickglassman. Grand Rapids, MI ● Dania Beach, FL ● Los Angeles, CA ● North Charleston, SC ● Detroit, MI ● Alpharetta, GA ● Raleigh, NC ● Toronto, ON ● Buffalo, NY ● Las Vegas NVSupport the show: https://www.patreon.com/takeyourshoesoff

en-US

113:46

Tom Arnold

Take Your Shoes Off w/ Rick Glassman ·

2025/06/17

Tom Arnold take this shoes off to talk with Rick about stuff. Don't believe me? Haha, okay. Watch this episode and tell me I'm wrong. Also, we have a pretty cool supers phone call. ;) RICKY'S ON THE LOOSE TOUR - New cities are up, and more coming @ https://www.punchup.live/rickglassman. Grand Rapids, MI ● Dania Beach, FL ● Los Angeles, CA ● North Charleston, SC ● Toronto, ON ● Buffalo, NY ● Las Vegas NV Support TYSO by supporting our sponsors: ● Right now, ButcherBox is offering our listeners $20

en-US

89:20

Brett Gelman

Take Your Shoes Off w/ Rick Glassman ·

2025/06/11

Brett Gelman takes his shoes off for the first time to talk with Rick about stuff. Support TYSO by supporting our sponsors: 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—perfect for any active lifestyle over summer and beyond. Get started at

en-US

118:41

Grace O'Malley

Take Your Shoes Off w/ Rick Glassman ·

2025/06/03

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 Support TYSO by supporting our sponsors: 🛏️ Get 20% off site-wide at https://www.helixsleep.com/tyso — and don’t forget to enter TYSO after checkout so they know we sent you!💊 Start your free online visit today at https://www.hims.com/tyso for personalized ED treatment

en-US

116:34

Chelsea Peretti

Take Your Shoes Off w/ Rick Glassman ·

2025/05/27

Chelsea takes her shoes off for the first time to talk with Rick about stuff. Support TYSO by supporting our sponsors: Save 30% off your first order and enjoy free shipping on orders over $75 at https://www.cornbreadhemp.com/tyso and use TYSO at checkout. Go to https://www.quince.com/tyso for free shipping on your order and 365 day returns. Support the show: https://www.patreon.com/takeyourshoesoff

en-US

85:12

Ari Shaffir 5.0: The Sleepover Series in New York

Take Your Shoes Off w/ Rick Glassman ·

2025/05/20

Ari Shaffir makes his 5th appearance on TYSO while he and Rick are in New York. Support TYSO by supporting our sponsors: Make this your best season yet with nutritious, 2-minute meals from Factor. Eating well has never been this easy: just heat up and enjoy, giving you more time to do what you want.Get started at https://www.factormeals.com/TYSO50OFFand use code TYSO50OFF to get 50% off plus FREE shipping on your first box. Experience the magic of MagicMind, America’s fastest growing energy

en-US

61:06

Paul Rudd: The Sleepover Series in New York

Take Your Shoes Off w/ Rick Glassman ·

2025/05/14

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 Support TYSO by supporting our sponsors: • Cornbread Hemp’s CBD gummies are made to help you feel better, whether it’s stress, discomfort, or just needing a little relaxation. GET

en-US

80:43

Jordan Jensen 5.0: The Sleepover Series in New York

Take Your Shoes Off w/ Rick Glassman ·

2025/05/07

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/tysofor 27% Off Sitewide + FREE Bedding Bundle (Sheet Set and Mattress Protector) with any Luxe or Elite Mattress Order. RICK

en-US

112:16

Melissa Villaseñor: Overcoming Doubt and Finding Her...

Take Your Shoes Off w/ Rick Glassman ·

2025/04/22

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 life. It's a vulnerable and hilarious conversation full of surprises, self-awareness, and some dog interruptions along the way. 🎥 Prefer

en-US

91:35

Adam Ray & Brent Morin (EPISODE 300!!!)

Take Your Shoes Off w/ Rick Glassman ·

2025/04/16

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://punchup.live/rickglassman/follow Support TYSO by supporting our sponsors: This

en-US

109:56

Harland Williams 6.0

Take Your Shoes Off w/ Rick Glassman ·

2025/04/08

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/rickglassman/follow Support TYSO by supporting our sponsors: Looking to a new

en-US

112:55

Joe Santagato (The Basement Yard)

Take Your Shoes Off w/ Rick Glassman ·

2025/03/31

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 LOOSE TOUR! My new US stand up tour! Dates & Tickets here:

en-US

115:25

Mark Normand 5.0 (Sleepover Series NEW YORK edition)

Take Your Shoes Off w/ Rick Glassman ·

2025/03/25

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 list to be notified when I'm coming to your city here:

en-US

110:18

Are You Garbage 2.0 (Sleepover Series NEW YORK edition)

Take Your Shoes Off w/ Rick Glassman ·

2025/03/18

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/rickglassman Brookfield, WI • Minneapolis, MN • Madison, WI

en-US

105:44

Jay Mohr (feat. Rick's Dad and Cousin Teddy)

Take Your Shoes Off w/ Rick Glassman ·

2025/03/11

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: https://punchup.live/rickglassman/follow Bill Burr is coming to

en-US

199:51

Casey Abrams & George Krikes

Take Your Shoes Off w/ Rick Glassman ·

2025/03/06

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 Support TYSO by supporting our sponsors: Experience the magic of MagicMind, America’s fastest growing energy shot.20% off Magic Mind, at

en-US

161:10

Grace Kinstler (feat. George Krikes)

Take Your Shoes Off w/ Rick Glassman ·

2025/02/26

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 sponsors: Robinhood Gold gets you a 3% boost on annual IRA

en-US

128:10

Annie Lederman

Take Your Shoes Off w/ Rick Glassman ·

2025/02/11

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://www.betterhelp.com/tysoto get 10% off your first month. RICK'S ON THE LOOSE TOUR! My new US

en-US

122:16

Dax Flame

Take Your Shoes Off w/ Rick Glassman ·

2025/02/04

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 $5.* Robinhood Gold gets you a 3% boost on annual IRA contributions.The new

en-US

113:51

Kyle Kinane [The Sleepover Series - PORTLAND]

Take Your Shoes Off w/ Rick Glassman ·

2025/01/28

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. RICKY’S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here:

en-US

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