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!
Latest episodes
Showing 20 · updated from the feed
Jeremiah Watkins 3.0 (Feat. Special Guest)
Jeremiah Watkins takes his shoes off. Okay? Watch it or don't. But make sure to check out his new comedy special: Jeremiah Watkins: Crazy Pizza | Official Comedy Special:
Sep 18 2 h 29 min
Ike Barinholtz
Ike Barinholtz is best known for being the guest on episode 371 of the Smartless Podcasts... until now! Ike takes his shoes off for the first time on episode 371 of Take
Sep 9 1 h 59 min
Mark Normand 8.0
Another sleepover series. NYC edition. Mark Normand (We Might Be Drunk podcast) takes his shoes off for the 69th time (iykyk).
🎟️ Find out when RICKY’S ON THE LOOSE is d
Sep 5 1 h 53 min
Pete Holmes 4.0
Pete Holmes takes his shoes off for the fourth time to get stoned with Rick and talk about stuff. Check out his new special on YouTube, Silly Silly Fun Boy here: https://
Aug 27 2 h 13 min
Dave Franco
Dave (short for David) Franco takes his shoes off for the first time to talk with Rick about movie trailers and even more stuff. Check out his new movie, IDIOTS, August 2
Aug 20 1 h 58 min
Kevin Heffernan & Steve Lemme (SUPER TROOPERS 3)
The boys take their shoes off for the 3 time to talk Supper Troopers 3!
🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.co
Aug 11 1 h 36 min
Magnus Ferrell
Magnus Ferrell takes his shoes off for the first time to talk about his music and to play some music (with a special guest?). Magnus has been popping off after his music
Aug 5 1 h 19 min
Zoey Deutch
Zoey Deutch takes her shoes off to talk with Rick about stuff. You wanna write a description more accurate than this? Give it a try. In the meantime, go watch her new com
Jul 28 2 h 49 min
Jake Johnson 2.0
Jake Johnson (New Girl, Tom Cruise) takes his shoes off for there second time.
🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:
https://www.rickgla
Jul 24 3 h 03 min
Jason Alexander and Peter Tilden
Jason Alexander (from Shallow Hal and Seinfeld) and Peter Tilden make a rare podcast appearance as they take their shoes off to talk with Rick Glassman about stuff. Check
Jul 15 2 h 23 min
Adam Ray [28th Appearance]
Adam Ray takes his shoes off for the 28th time to get stoned with Rick and be friends. Check out The Adam Ray Show on Netflix now.
🎟️ Find out when RICKY’S ON THE LOOSE
Jul 8 1 h 36 min
Lisa Gilroy 8.0
Lisa Gilroy takes her shoes off to visit with Logan and Dylan (Love on the Spectrum) then stay for her 8th* episode.
🎟️ Find out when RICKY’S ON THE LOOSE is doing his h
Jul 3 1 h 40 min
Dylan & Logan from LOVE ON THE SPECTRUM
Love on the Spectrum is a masterclass in being in touch with your needs and learning how to communicate them. LOGAN and DYLAN are two of the newest players in seasons 4 (
Jun 25 2 h 26 min
Kevin Nealon 2.0
Kevin Nealon (Saturday Night Live, Happy Gilmore, The Larry Sanders Show, Weeds, Hiking with Kevin) takes his shoes off for the second time.
🎟️ Find out when RICKY’S ON
Jun 16 1 h 42 min
Alison Brie
Alison Brie takes her shoes off to talk about He-Man and even other things. Don't believe me? Hahaha, okay.
🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in yo
Jun 10 1 h 58 min
Nick Kroll 2.0
Nick Kroll (Too Much Tuna, Big Mouth, Kroll Show, Mating Season, Date Night, Sing, The League) takes his shoes off for the second time as he and Rick Glassman talk about
Jun 4 1 h 26 min
Lamorne Morris
Lamorne Morris takes his shoes off for the 7th, and he's no longer a new girl. Now, he's a new boy, on Spider-Noir, opposite Nicholas Cage-- available now on Amazon Prime
May 28 1 h 50 min
Matt McCusker (THE SLEEPOVER SERIES)
Matt McCusker takes his shoes off for the first time to talk with Rick about Matt and Shane's Secret Podcast (MSSP), basketball, strong girls, and even other stuff. Don't
May 20 1 h 53 min
Bill Lawrence 2.0 (Creator of all the TV shows)
Bill Lawrence (or as we like to call him, William Van Duzer Lawrence the 4th) isn't only the guy who gave Rick Glassman his first TV show job on the NBC show Undateable,
May 12 2 h 17 min
Bryan Callen 2.0
Bryan Callen takes his shoes off to talk with Rick Glassman about stuff.
🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:
https://www.rickglassman.
May 5 1 h 57 min
Chart trend
Position in the Comedy chart (US), last 90 days.
#1#100#199JunJulAugSep
#43
all-time peak
2
days in the top 50 since Dec 2024
Chart positions
Where Take Your Shoes Off w/ Rick Glassman ranks today in each Apple Podcasts chart (US, Sep 20, 2026).
A curated, balanced selection of Apple Podcasts reviews.
Just listened to all of the Lisa Gilroy episodes and loved them. Also went to YouTube and reveled in the full experience. This format is hilarious. There are so many guests I’m looking forward to listening to!
lbeard501 · Jan 2025
I downloaded Sal’s episode because I adore him and found a new favorite pod. The vibe is so sweet and genuine. Looking forward to catching up on all the episodes.
jimmylovebk · Jul 2024
I found this from going through Kill Tony to Bein’ Ian, to a multitude of other things and I’m so glad I stayed on my rabbit hole of comedians. As someone with similar OCD, I appreciate the openness Rick has with his trials and growth. I feel seen and I can’t stop watching/listening. Love this show!!
Listening Longer in TN · Dec 2023
Easily the most unique comedian around. The podcast is sick because he’ll meet a guest for the first time ever and he’s so unapologetically himself it’s fun to see how people react always makes for some fun.
tinypayness · Nov 2023
Why do any of you podcasters think that it is ever okay to eat on mic? There’s nothing ideological to defend about doing so, more often than not it’s unnecessary to the show or episode, it is really just base, horrendously ill-mannered, altogether illogical considering the medium, and grossly—grossly—selfish. Just pause what you’re doing, take a break and come back to your recordings and conversations; or, don’t do it and wait to eat until you’re done. If you came to my job, or if I was performing for you, I wouldn’t find it acceptable to chew directly into your ear the whole time. It’s not charming, it’s not quirky, it’s not endearing. Anyone can skip ahead, of course, and drop in someplace in hopes of finding a moment where you continue your podcast without any incidental gustatory noise. For so many of you, though, this is a livelihood, or part of one, that benefits you a relaxed work environment or space. Eat before you go to work. Take a break. It’s not a far cry from having to listen to any of you defecate in an impossibly large, entirely tiled, embarrassingly resonate bathroom. I want to rate this show I’ve just started listening to and enjoying better but this is so discomforting to experience that this is very well a drop off for me.
BluestMoose · Jun 2026
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