Take Your Shoes Off w/ Rick Glassman

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

September 30, 2025 147 mins

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

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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:
🗓️ S...

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September 17, 2025 190 mins

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

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September 10, 2025 122 mins

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

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September 1, 2025 102 mins

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:
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Blaine Anderson is a professional dating coach and match maker. 💘

🎟️ 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 •...

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August 19, 2025 116 mins

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 • Gr...

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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

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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&nbs...

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July 29, 2025 123 mins

Lisa takes her shoes off with Rick. Don't believe me? Hahahaha oooooookay...

🎟️ 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 • ...

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July 23, 2025 99 mins

Love on the Spectrum's Abbey Romeo & David Isaacman take their shoes off. With them are Abbey's mom, Christine and TYSO House Musician, George Krikes. Songs, laughs, and more on this episode of Take Your Shoes Off!

Watch on YouTube here: https://youtu.be/x7xFg5bgOhQ

🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https:/...

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July 15, 2025 133 mins

While sneaking into the Superman movie press junket to meet the cast, Rick pulled his hamstring. That same day, he met the new Superman himself — David Corenswet — and invited him on the pod. Later that night, Rick got a massage… while David took his shoes off for the very first time.

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Paul Rudd makes good on his first appearance after needing to leave early last time. The two talk about his new movie, "Friendship", and how it's hard to make new friends as an adult.

Watch the full episode: https://youtu.be/1lQYK-2bfd4?si=jBYAAVtKgXLTK8Bb

Get tickets to Rick’s stand up tour at https://www.punchup.live/rickglassman

August 7-9 • Grand Rapids, MI

August 14-16 • Dania Beach, FL

August 23 • Los Ang...

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Brent Morin and Amir K take their shoes off and talk about stuff.

Watch this episode on YouTube here: https://youtu.be/HoKoCwThDks


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 NV


Support TYSO by supporting...

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June 25, 2025 84 mins

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 NV 

Support the show: https://www.patreon.com/takeyourshoesoff

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June 17, 2025 113 mins

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 s...

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June 11, 2025 89 mins

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&m...
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June 3, 2025 118 mins

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:

<...

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May 26, 2025 116 mins

Chelsea takes her shoes off for the first time to talk with Rick about stuff.


Support TYSO by supporting our sponsors:

Support the show: https://w...

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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/TYSO50OFF and use code TYSO50OFF to get 50% off plus FREE shipping on y...
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