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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

comedy self-improvement

All Episodes

01:44:02

Johnny Pemberton

Take Your Shoes Off w/ Rick Glassman ·

2026/04/07

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 •

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01:57:01

Mark Normand

Take Your Shoes Off w/ Rick Glassman ·

2026/04/01

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

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111:20

Brent Adam (BEST FRIENDS' CLUB)

Take Your Shoes Off w/ Rick Glassman ·

2026/03/25

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

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01:51:19

Brent Adam (BEST FRIENDS' CLUB)

Take Your Shoes Off w/ Rick Glassman ·

2026/03/25

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

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93:21

David Cross 2.0

Take Your Shoes Off w/ Rick Glassman ·

2026/03/17

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🗓️

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01:33:21

David Cross 2.0

Take Your Shoes Off w/ Rick Glassman ·

2026/03/17

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 🗓️

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111:10

Samara Weaving

Take Your Shoes Off w/ Rick Glassman ·

2026/03/10

Samara Weaving takes her shoes off to talk with Rick about being hot, having three movies coming out in theaters back-to-back-to-back, working with Jason Segel, how good the Ready or Not movie franchise is (and how much Rick loves it), stem cells in the face, and some other stuff. 🎬 Ready or Not 2: Here I Come is out in theaters March 20.Watch the trailer: https://youtu.be/7K3sNRm8J0w?si=1kQyV68D1XzBqesk 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your

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144:41

Anderson .Paak (+ Special Musical Guest)

Take Your Shoes Off w/ Rick Glassman ·

2026/03/05

Anderson .Paak takes his shoes off for the first time as he and Rick get a little… high on music and a new friendship. The two discuss dating, Will Smith, and how wild the wild wild west can be. Take YOUR shoes off (if you're home), pour yourself a glass of Paul Newman's lemonade, and enjoy. When you're done, go to your local AMC theatre and watch K-Pops! Anderson’s new movie that he wrote, directed, and stars in opposite his son. 🎟️ Find out when RICKY’S ON THE LOOSE is doing

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131:58

Zach Braff 2.0

Take Your Shoes Off w/ Rick Glassman ·

2026/02/25

Zach Braff takes his shoes off for the second time — on the day SCRUBS comes back! Woooooo! Watch the first two episodes of the newest season/reimagining of Scrubs on ABC tonight. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:https://www.rickglassman.com/tour 📍 Upcoming dates:🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ April 23–25 • Austin, TX🗓️ May 1–2 •

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121:03

Adam Ray & Brent Morin

Take Your Shoes Off w/ Rick Glassman ·

2026/02/18

The boys are back for another Best Friend’s Club. This is Brent Morin & Adam Ray’s 8th appearance together on TYSO. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city!https://www.rickglassman.com/tour 📍 Upcoming dates:🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ April 23–25 • Austin, TX🗓️ May 1–2 • Cleveland, OH🗓️ May 7–9 • Irving, TX🗓️ Sept

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164:41

Delaney Rowe

Take Your Shoes Off w/ Rick Glassman ·

2026/02/12

Delaney Rowe takes her shoes off as she and Rick flirt and talk about stuff on this episode ofTake Your Shoes Off. 🎟️ Find out when RICKY'S ON THE LOOSE doing his hour in your city!https://www.rickglassman.com/tour 📍 Upcoming dates:🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ April 23–25 • Austin, TX🗓️ May 1–2 • Cleveland, OH🗓️ May 7–9 • Irving, TX🗓️ Sept. 10–12 •

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113:18

Fiona Cauley

Take Your Shoes Off w/ Rick Glassman ·

2026/02/04

Fiano takes her shoes off and talks with Rick about stand up, Kill Tony, how she and her husband Matt Taylor met, and even other stuff. Don't believe us? Haha, okay. Why don't you listen to this episode and see for yourself. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city!https://www.rickglassman.com/tour 📍 Upcoming dates:🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ April 23–25 •

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172:07

Sona Movsesian 7.0

Take Your Shoes Off w/ Rick Glassman ·

2026/01/28

Sona takes her shoes off for the 7th time and talks with Rick about stuff. 🎟️ Find out when RICKY'S ON THE LOOSE doing his hour in your city! https://www.rickglassman.com/tour 📍 Upcoming dates: 🗓️ February 7 • San Francisco, CA 🗓️ February 26–28 • Denver, CO 🗓️ March 26–29 • Houston, TX 🗓️ May 1–2 • Cleveland, OH 🗓️ May 7–9 • Irving, TX ✨ MORE CITIES COMING SOON ✨ Get notified when Rick is coming to your city:

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85:49

Harland Williams 7.0

Take Your Shoes Off w/ Rick Glassman ·

2026/01/20

Harland Williams takes his shoes off for the 7th time as he and Rick Glassman talk about stuff. 🎟️ Find out when RICKY'S ON THE LOOSE is in your city!https://www.rickglassman.com/tour 📍 Upcoming dates:🗓️ January 23–24 • Pittsburgh, PA🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ May 1–2 • Cleveland, OH🗓️ May 7–9 • Irving, TX ✨ MORE CITIES COMING SOON ✨Get notified when Rick is coming

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180:22

T.J. Miller

Take Your Shoes Off w/ Rick Glassman ·

2026/01/14

TJ Miller takes his pants off. Don't believe? Why don't you give this a listen then. 🎟️ Find out when RICKY'S ON THE LOOSE is in your city!https://www.punchup.live/rickglassman/follow 📍 Upcoming dates:🗓️ January 23–24 • Pittsburgh, PA🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ May 1–2 • Cleveland, OH🗓️ May 7–9 • Irving, TX ✨ MORE CITIES COMING SOON ✨Get notified when Rick is coming

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120:00

Paul Rudd 3.0

Take Your Shoes Off w/ Rick Glassman ·

2026/01/07

Watch now on Patreon: https://www.patreon.com/posts/early-release-3-147621972?utm_medium=clipboard_copy&utm_source=copyLink&utm_campaign=postshare_creator&utm_content=join_link Paul Rudd honors his commitments and takes his shoes off with Rick Glassman. The two discuss the accident that happened on their first meeting. They also discuss Paul's large weiner and how he discovered he had a bigger one than most. 🎟️ Find out when RICKY'S ON THE LOOSE is in your

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2:54

Paul Rudd & Jack Black call Glassman out

Take Your Shoes Off w/ Rick Glassman ·

2026/01/01

This is a 3 minute teaser of next week's episode with Paul Rudd. Rick sneaks into the ANACONDA press junket with his assistant, Duncan. Watch the video here: https://youtu.be/uQybNe-CFU8 Support the show: https://www.patreon.com/takeyourshoesoff

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110:45

Ms. Pat

Take Your Shoes Off w/ Rick Glassman ·

2025/12/23

Ms. Pat takes her shoes off. 🎟️ 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🗓️ January 9–11 • Phoenix, AZ🗓️ January 23–24 • Pittsburgh, PA🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ May 1–2 • Cleveland, OH🗓️ May 7–9 • Irving, TX ✨ MORE CITIES COMING SOON ✨Get

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99:02

Pete Holmes 3.0

Take Your Shoes Off w/ Rick Glassman ·

2025/12/17

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:🗓️ December 12–13 • Las Vegas, NV🗓️ January 9–11 • Phoenix, AZ🗓️ January 23–24 • Pittsburgh, PA🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ May 1–2 • Cleveland, OH🗓️ May 7–9 • Irving, TX ✨ MORE CITIES

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103:42

Nick Kroll

Take Your Shoes Off w/ Rick Glassman ·

2025/12/15

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🗓️ January 9–11 • Phoenix, AZ🗓️ January 23–24 • Pittsburgh, PA🗓️ February 7 • San Francisco, CA🗓️ February 26–28 • Denver, CO🗓️ March 26–29 • Houston, TX🗓️ May 1–2 • Cleveland, OH🗓️ May 7–9 • Irving, TX ✨ MORE

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