Take Your Shoes Off w/ Rick Glassman

Episodes page 1 of 6

1. Sal Vulcano 5.0

   24 Oct 2026 · 1 h 23 min · Episode 377

   Sal Vulcano takes his shoes off for the 5th time. They are in New York as the too... get... silly. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city: https://www.rickglassman.com 📍 Upcoming dates:…

2. Sam Morril

   18 Oct 2026 · 1 h 42 min · Episode 376

   Sam Morril (We Might Be Drunk podcast) takes his shoes off for the 5th time. However, this is the first time he's been on TYSO on the East Coast! Check out his new special INCORRECT, on Netflix now. 🎟️ Find out when…

3. Are You Garbage (H. Foley & Kevin Ryan)

   8 Oct 2026 · 1 h 42 min · Episode 375

   The Are You Garbage boys take their shoes off for the third time to be funny and talk about three new special, AMERICAN GARBAGE. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:…

4. Lily Phillips

   2 Oct 2026 · 1 h 53 min · Episode 374

   Lilly takes her shoes off in London to talk with Rick about poop and pee and stuff. TBH, you don't have to watch this episode. See you next week. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:…

5. Romesh Ranganathan

   27 Sep 2026 · 2 h 08 min · Episode 373

   A new Sleepover Series in London, baby. While Ricky's On The Loose (stand up tour), Romesh comes to a show. Then Ricky goes on The Romesh Ranganathan Show (https://www.youtube.com/watch?v=oe334I2AMZI). The two become…

6. Jeremiah Watkins 3.0 (Feat. Special Guest)

   18 Sep 2026 · 2 h 29 min · Episode 372

   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: https://www.youtube.com/watch?v=zvcgbaWDzyU 🎟️…

7. Ike Barinholtz

   9 Sep 2026 · 1 h 59 min · Episode 371

   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 Your Shoes Off with Rick Glassman. You may also…

8. Mark Normand 8.0

   5 Sep 2026 · 1 h 54 min · Episode 370

   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 doing his hour in your city:…

9. Pete Holmes 4.0

   27 Aug 2026 · 2 h 14 min · Episode 369

   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://youtu.be/qzsHolR05hg?si=_rucASNMF3lP5Gkb 🎟️…

10. Dave Franco

    20 Aug 2026 · 1 h 58 min · Episode 368

    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 28 and FORGOTTEN ISLAND, September 25. 🎟️ Find…

11. Kevin Heffernan & Steve Lemme (SUPER TROOPERS 3)

    11 Aug 2026 · 1 h 36 min · Episode 367

    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.com 📍 Upcoming dates: 🗓️ Aug 9–13 • Edinburgh,…

12. Magnus Ferrell

    5 Aug 2026 · 1 h 19 min · Episode 366

    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 has been circulating online-- like when his dad,…

13. Zoey Deutch

    28 Jul 2026 · 2 h 49 min · Episode 365

    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 comedy (directed by TYSO Alumni and one of Rick's…

14. Jake Johnson 2.0

    24 Jul 2026 · 3 h 03 min · Episode 364

    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.rickglassman.com 📍 Upcoming dates: 🗓️ July 22 •…

15. Jason Alexander and Peter Tilden

    15 Jul 2026 · 2 h 24 min · Episode 363

    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 their REALLY NO REALLY PODCAST here. 🎟️ Find…

16. Adam Ray [28th Appearance]

    8 Jul 2026 · 1 h 36 min · Episode 362

    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 is doing his hour in your city:…

17. Lisa Gilroy 8.0

    3 Jul 2026 · 1 h 41 min · Episode 361

    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 hour in your city: https://www.rickglassman.com…

18. Dylan & Logan from LOVE ON THE SPECTRUM

    25 Jun 2026 · 2 h 27 min · Episode 360

    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 (now available on Netflix). They both take their…

19. Kevin Nealon 2.0

    16 Jun 2026 · 1 h 42 min · Episode 359

    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 THE LOOSE is doing his hour in your city:…

20. Alison Brie

    10 Jun 2026 · 1 h 59 min · Episode 358

    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 your city: https://www.rickglassman.com/tour 📍…

21. Nick Kroll 2.0

    4 Jun 2026 · 1 h 27 min · Episode 357

    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 stuff. Don't believe me? Hahaha, okay. 🎟️ Find…

22. Lamorne Morris

    28 May 2026 · 1 h 51 min · Episode 356

    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. 🎟️ Find out when RICKY’S ON THE LOOSE is…

23. Matt McCusker (THE SLEEPOVER SERIES)

    20 May 2026 · 1 h 53 min · Episode 355

    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 believe me? Hahaha, okay. 🎟️ Find out when…

24. Bill Lawrence 2.0 (Creator of all the TV shows)

    12 May 2026 · 2 h 18 min · Episode 354

    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, he is also the creator of Scrubs, Cougar Town,…

25. Bryan Callen 2.0

    5 May 2026 · 1 h 57 min · Episode 353

    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.com/tour 📍 Upcoming dates: 🗓️ May 7–9 •…

26. Tan France (Queer Eye)

    28 Apr 2026 · 2 h 23 min · Episode 352

    Tan France takes his shoes off to talk with Rick about Queer Eye (one of Rick's fav shows), his new podcast, Honorable Gays!, and even other stuff. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city:…

27. Jorma Taccone

    22 Apr 2026 · 2 h 30 min · Episode 351

    Jorma Taccone, of LONLEY ISLAND, takes his shoes off for the first time to talk about stuff. Don’t believe me? Hahaha, okay… Make sure to check out his new movie starring Jason Segel and TYSO alum Samara Weaving, Over…

28. Andrew Santino

    16 Apr 2026 · 1 h 51 min · Episode 350

    Episode 350 invites Andrew Santino to come take his shoes off for the 4th time. The boys almost choose not to post this episode because Rick's assistant, Duncan, sent cookies and din't warn them that they were weed…

29. Johnny Pemberton

    7 Apr 2026 · 1 h 44 min · Episode 349

    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…

30. Mark Normand

    1 Apr 2026 · 1 h 57 min · Episode 348

    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)…

31. Brent Adam (BEST FRIENDS' CLUB)

    25 Mar 2026 · 1 h 51 min · Episode 347

    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:…

32. David Cross 2.0

    17 Mar 2026 · 1 h 33 min · Episode 346

    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:…

33. Samara Weaving

    10 Mar 2026 · 1 h 51 min · Episode 345

    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…

34. Anderson .Paak (+ Special Musical Guest)

    5 Mar 2026 · 2 h 25 min · Episode 344

    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…

35. Zach Braff 2.0

    25 Feb 2026 · 2 h 12 min · Episode 343

    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…

36. Adam Ray & Brent Morin

    18 Feb 2026 · 2 h 01 min · Episode 342

    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!…

37. Delaney Rowe

    12 Feb 2026 · 2 h 45 min · Episode 341

    Delaney Rowe takes her shoes off as she and Rick flirt and talk about stuff on this episode of Take Your Shoes Off. 🎟️ Find out when RICKY'S ON THE LOOSE doing his hour in your city! https://www.rickglassman.com/tour…

38. Fiona Cauley

    4 Feb 2026 · 1 h 53 min · Episode 340

    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…

39. Sona Movsesian 7.0

    28 Jan 2026 · 2 h 52 min · Episode 339

    Sona takes her shoes off for the 7th time and talks with Rick about stuff. 🎟️ 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…

40. Harland Williams 7.0

    20 Jan 2026 · 1 h 26 min · Episode 338

    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…

41. T.J. Miller

    14 Jan 2026 · 3 h 00 min · Episode 337

    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…

42. Paul Rudd 3.0

    7 Jan 2026 · 2 h 00 min · Episode 336

    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…

43. Ms. Pat

    23 Dec 2025 · 1 h 51 min · Episode 335

    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 🗓️…

44. Pete Holmes 3.0

    17 Dec 2025 · 1 h 39 min · Episode 334

    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 •…

45. Nick Kroll

    15 Dec 2025 · 1 h 44 min · Episode 333

    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…

46. Sebastian Maniscalco

    1 Dec 2025 · 1 h 21 min · Episode 332

    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!…

47. Jim Gaffigan (THE SLEEPOVER SERIES)

    25 Nov 2025 · 2 h 16 min · Episode 331

    Jim Gaffigan talks with Rick about stuff as they get to know each other on this New York edition of The Sleep Over Series. Watch on YouTube here: https://youtu.be/rttK5Ae0zJk 🎤 Watch his new special Jim Gaffigan: Live…

48. Mark Normand and Jon Rudnitsky (THE SLEEPOVER SERIES)

    18 Nov 2025 · 1 h 22 min · Episode 330

    TYSO favorites Mark Normand (We Might Be Drunk, Kevin Hart, Gay) and Jon Rudnitsky (Jewish) get to know each other on this New York edition of The Sleep Over Series. 🎟️ Find out when RICKY'S ON THE LOOSE is in your…

49. Lisa Gilroy & Ben Schwartz (BEST FRIEND'S CLUB)

    12 Nov 2025 · 2 h 15 min · Episode 329

    Ben Schwartz and Lisa Gilroy take their shoes off. Don’t believe me? Watch the episode here: https://youtu.be/NCXBIDsdrEM 🎟️ Find out when RICKY'S ON THE LOOSE is in your city!…

50. Sal Vulcano 4.0

    5 Nov 2025 · 2 h 24 min · Episode 328

    Sal Vulcano takes his shoes off for the 4th time to talk with Rick about stuff. Watch on YouTube here: https://youtu.be/IVt_toaD-70 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at…