Take Your Shoes Off w/ Rick Glassman cover art

Take Your Shoes Off w/ Rick Glassman

Take Your Shoes Off w/ Rick Glassman

By: Rick Glassman
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About this listen

 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!2025 Rick Glassman Basketball Personal Development Personal Success
Episodes
  • Pete Holmes 3.0

    Pete Holmes 3.0
    Dec 17 2025

    Pete takes his shoes off for the 3rd time.

    🎟️ Find out when RICKY'S ON THE LOOSE is in your city!
    https://www.punchup.live/rickglassman/follow

    📍 Upcoming dates:
    🗓️ Jan 9–11 • Phoenix, AZ
    🗓️ Feb 7 • San Francisco, CA
    🗓️ Feb 26–28 • Denver, CO
    🗓️ Mar 26–28 • Houston, TX
    🗓️ May 1–2 • Cleveland, OH
    🗓️ May 7–9 • Irving, TX

    ✨ MORE CITIES COMING SOON ✨
    Get notified when I'm coming to your city:
    https://www.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

    Support the show: https://www.patreon.com/takeyourshoesoff
    Show More Show Less
    1 hr and 39 mins
  • Nick Kroll

    Nick Kroll
    Dec 15 2025

    Nick Kroll takes his shoes off for the first time.

    🎟️ Find out when RICKY'S ON THE LOOSE is in your city!
    https://www.punchup.live/rickglassman/follow

    📍 Upcoming dates:
    🗓️ December 12–13 • Las Vegas, NV
    🗓️ Jan 9–11 • Phoenix, AZ
    🗓️ Feb 7 • San Francisco, CA
    🗓️ Feb 26–28 • Denver, CO
    🗓️ Mar 26–29 • Houston, TX
    🗓️ May 1–2 • Cleveland, OH
    🗓️ May 7–9 • Irving, TX

    ✨ MORE CITIES COMING SOON ✨
    Get notified when I'm coming to your city:
    https://www.punchup.live/rickglassman/follow

    Support TYSO by supporting our sponsors:

    • Check out squarespace.com/TYSO for a free trial, and when you’re ready to launch, use OFFER CODE: TYSO to save 10% off your first purchase of a website or domain.

    • Download the Underdog Fantasy app today and use promo code TYSO to score $75 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/store

    NICK KROLL
    🌐 Website: https://www.nickkroll.com
    📸 Instagram: https://www.instagram.com/nickkroll

    Directed by Rick Glassman
    Edited by JonMichael Pereira
    Handheld Cam Operator:
    Sound Mixing by Christian Hogan
    Animation by Tom Bates
    https://www.instagram.com/tombates.film

    *Must be 18+ (19+ in Alabama & Nebraska; 19+ in Colorado for some games; 21+ in Arizona, Massachusetts, and Virginia) and present in a state where Underdog Fantasy operates. Terms apply. Offer not valid in Maryland, Michigan, New Jersey, New York, 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).

    Support the show: https://www.patreon.com/takeyourshoesoff
    Show More Show Less
    1 hr and 44 mins
  • Sebastian Maniscalco

    Sebastian Maniscalco
    Dec 1 2025

    Sebastian Maniscalco takes his shoes off for the first time to talk with Rick. Watch Sebastian Maniscalco: It Ain't Right on Hulu.

    🎟️ Find out when RICKY'S ON THE LOOSE is in your city!
    https://www.punchup.live/rickglassman/follow

    📍 Upcoming dates:
    🗓️ December 12–13 • Las Vegas, NV
    🗓️ Jan 9–11 • Phoenix, AZ
    🗓️ Feb 7 • San Francisco, CA
    🗓️ Mar 26–29 • Houston, TX
    🗓️ May 1–2 • Cleveland, OH
    🗓️ May 7–9 • Irving, TX

    ✨ MORE CITIES COMING SOON ✨
    Get 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 20% 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

    Support the show: https://www.patreon.com/takeyourshoesoff
    Show More Show Less
    1 hr and 21 mins
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