Take Your Shoes Off w/ Rick Glassman
Episodes
Johnny Pemberton
07 Apr 2026
Contributed by Lukas
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!)....
Mark Normand
01 Apr 2026
Contributed by Lukas
Mark Normand takes his shoes off for the 7th time to talk with Rick. Watch Mark's new Neflix Standup Comedy Special, NONE TOO PLEASED.Take Your S...
Brent Adam (BEST FRIENDS' CLUB)
25 Mar 2026
Contributed by Lukas
The boys are back for another Best Friend’s Club. This is Brent Morin & Adam Ray’s 9th appearance together on TYSO. 🎟️ Find out w...
Brent Adam (BEST FRIENDS' CLUB)
25 Mar 2026
Contributed by Lukas
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 ...
David Cross 2.0
17 Mar 2026
Contributed by Lukas
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...
David Cross 2.0
17 Mar 2026
Contributed by Lukas
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...
Samara Weaving
10 Mar 2026
Contributed by Lukas
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 Ja...
Anderson Paak (feat. Special Guest)
05 Mar 2026
Contributed by Lukas
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, ...
Zach Braff 2.0
25 Feb 2026
Contributed by Lukas
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/re...
Adam Ray & Brent Morin
18 Feb 2026
Contributed by Lukas
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&rs...
Delaney Rowe
12 Feb 2026
Contributed by Lukas
Delaney takes her shoes off as she and Rick flirt. 🎟️ Find out when RICKY’S ON THE LOOSE is doing his hour in your city!https://www.rickgla...
Fiona Cauley
04 Feb 2026
Contributed by Lukas
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 ...
Sona Movsesian 7.0
28 Jan 2026
Contributed by Lukas
Sona takes her shoes off for the 7th time and talks with Rick about stuff. Support TYSO by supporting our sponsors: Right now, Momentous is offering...
Harland Williams 7.0
20 Jan 2026
Contributed by Lukas
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 ...
T.J. Miller
14 Jan 2026
Contributed by Lukas
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:...
Paul Rudd 3.0
07 Jan 2026
Contributed by Lukas
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 a...
Paul Rudd & Jack Black chew call Glassman out
01 Jan 2026
Contributed by Lukas
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 th...
Ms. Pat
23 Dec 2025
Contributed by Lukas
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 dat...
Pete Holmes 3.0
17 Dec 2025
Contributed by Lukas
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 📍...
Nick Kroll
15 Dec 2025
Contributed by Lukas
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/fo...
Sebastian Maniscalco
01 Dec 2025
Contributed by Lukas
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 w...
Jim Gaffigan (THE SLEEPOVER SERIES)
25 Nov 2025
Contributed by Lukas
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: http...
Mark Normand and Jon Rudnitsky (THE SLEEPOVER SERIES)
18 Nov 2025
Contributed by Lukas
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 Sle...
Lisa Gilroy & Ben Schwartz (BEST FRIEND'S CLUB)
12 Nov 2025
Contributed by Lukas
Ben Schwartz and Lisa Gilroy take their shoes off. Don’t believe me? Watch the episode here: https://youtu.be/NCXBIDsdrEM 🎟️ Find out when ...
Sal Vulcano 4.0
05 Nov 2025
Contributed by Lukas
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 ticket...
Kristen Bell 3.0
28 Oct 2025
Contributed by Lukas
Kristen Bell takes her shoes off to talk Nobody Wants This Season 1 + 2 now on Netflix. Watch this episode on YouTube here: https://youtu.be/MvO2DIq59...
Todd Glass 3.0
22 Oct 2025
Contributed by Lukas
Todd takes his shoes off for the 3rd time. 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.punchup.live/rickglassman📍 Upcoming ...
Adam Ray & Brent Morin [Best Friend's Club]
14 Oct 2025
Contributed by Lukas
Brent Morin and Adam Ray make their 7th appearance together with Rick on TYSO. 🎟️ Get tickets to the RICKY'S ON THE LOOSE tour at https://www.pun...
Coast Contra
08 Oct 2025
Contributed by Lukas
Coast Contra (an American hip hop group formed in 2015 by Mario Lozano Mosquera, Eric Jamal Morrison, and twin brothers Taj Austin and Ras Austin) tak...
Craig Conant
30 Sep 2025
Contributed by Lukas
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...
Rhett & Link
23 Sep 2025
Contributed by Lukas
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...
Cristina Mariani
17 Sep 2025
Contributed by Lukas
Cristina Mariani takes her shoes off to talk with Rick. Watch on YouTube: https://youtu.be/dp7lTlHNCWY?si=qA1E4oeZ8LD0pLbB 🎟️ Get tickets to the ...
Kevin Nealon
10 Sep 2025
Contributed by Lukas
Kevin Nealon (Saturday Night Live, Happy Gilmore, The Larry Sanders Show, Weeds, Hiking with Kevin) takes his shoes off and becomes BFFs with Rick Gla...
Ian Fidance 2.0
02 Sep 2025
Contributed by Lukas
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://y...
Blaine Anderson - A Professional Dating Coach
27 Aug 2025
Contributed by Lukas
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/...
Dax Flame 2.0
19 Aug 2025
Contributed by Lukas
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.punchu...
Veronika Slowikowska: The Sleepover Series in New York
12 Aug 2025
Contributed by Lukas
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...
Jerrod Carmichael: The Sleepover Series in New York
05 Aug 2025
Contributed by Lukas
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 st...
Lisa Gilroy 5.0
29 Jul 2025
Contributed by Lukas
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.punch...
Abbey & David (Love on the Spectrum)
23 Jul 2025
Contributed by Lukas
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 Kri...
David Corenswet (SUPERMAN)
15 Jul 2025
Contributed by Lukas
While sneaking into the Superman movie press junket to meet the cast, Rick pulled his hamstring. That same day, he met the new Superman hims...
Paul Rudd 2.0: The Sleepover Series in New York
09 Jul 2025
Contributed by Lukas
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...
Brent Morin & Amir K
02 Jul 2025
Contributed by Lukas
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 LOO...
Kyle Gordon
24 Jun 2025
Contributed by Lukas
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.p...
Tom Arnold
17 Jun 2025
Contributed by Lukas
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 ...
Brett Gelman
11 Jun 2025
Contributed by Lukas
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 sponsore...
Grace O'Malley
03 Jun 2025
Contributed by Lukas
Grace takes her shoes off (and brings donuts) to chat with Rick. 📺 Watch on YouTube: https://youtu.be/YYwSBYwTuWQ👕 Merch: https://www.rickglassm...
Chelsea Peretti
27 May 2025
Contributed by Lukas
Chelsea takes her shoes off for the first time to talk with Rick about stuff. Support TYSO by supporting our sponsors: Save 30% off your first order...
Ari Shaffir 5.0: The Sleepover Series in New York
20 May 2025
Contributed by Lukas
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 ...
Paul Rudd: The Sleepover Series in New York
14 May 2025
Contributed by Lukas
Paul Rudd and Rick Glassman have a bit of a schedule issue, but all works out. The Sleepover Series New York Edition. Get tickets to Rick’s stan...
Jordan Jensen 5.0: The Sleepover Series in New York
07 May 2025
Contributed by Lukas
The Sleep Over Series is back, in New York, with comedian Jordan Jensen (Bein’ Ian with Jordan, RIP podcast) returns for her 5th appearance on T...
Melissa Villaseñor: Overcoming Doubt and Finding Her Voice from AGT to SNL
22 Apr 2025
Contributed by Lukas
Comedian and actress Melissa Villaseñor (Saturday Night Live, America’s Got Talent, Netflix’s Verified Stand-Up) takes her shoes of...
Adam Ray & Brent Morin (EPISODE 300!!!)
16 Apr 2025
Contributed by Lukas
Episode 300 for TSYO. Episode 25 for Adam Ray. Episode 9 for Brent Morin. Take your shoes off for our 6th Anniversary of TYSO. RICKY'S ON THE LOOSE TO...
Harland Williams 6.0
08 Apr 2025
Contributed by Lukas
Harland Williams takes his bakes off for the 6th time to talk with Rick Glassman. Don’t believe me? Give this a watch. RICKY'S ON THE LOOSE TOU...
Joe Santagato (The Basement Yard)
31 Mar 2025
Contributed by Lukas
The Sleepover Series, New York edition, continues this week with Joe Santagato. Joe hosts the wildly popular podcast, The Basement Yard, along side hi...
Mark Normand 5.0 (Sleepover Series NEW YORK edition)
25 Mar 2025
Contributed by Lukas
Mark Normand (We Might Be Drunk, Tuesdays with Stories) visits Rick in studio to podcast. Don't believe me? Well, you might want to check out this epi...
Are You Garbage 2.0 (Sleepover Series NEW YORK edition)
18 Mar 2025
Contributed by Lukas
The Are You Garbage Boys (Kevin Ryan and H. Foley) take their shoes off for the second time... This time in a New York hotel (last time was in New Jer...
Jay Mohr (feat. Rick's Dad and Cousin Teddy)
11 Mar 2025
Contributed by Lukas
Jay Mohr takes his shoes off then meets Rick's Dad & Cousin Teddy. RICKY'S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here: h...
Casey Abrams & George Krikes
06 Mar 2025
Contributed by Lukas
Casey Abrams (sings the TYSO Theme song) and George Krikes (TYSO house musician) join forces WITH their shoes off for this very musical friend episode...
Grace Kinstler (feat. George Krikes)
26 Feb 2025
Contributed by Lukas
Grace Kinstler, American Idol top 3 finalist, takes her shoes off for the first time. Rick found Grace's singing on instagram a few weeks ago, then in...
Annie Lederman
11 Feb 2025
Contributed by Lukas
Annie Lederman (Anniewood) takes her shoes off for the first time with Rick Glassman as they talk about stuff. Watch on YouTube here: https://youtu.be...
Dax Flame
04 Feb 2025
Contributed by Lukas
Dax Flame takes his shoes off and talks with Rick Glassman about stuff. Love on the TYSO Spectrum. Watch on YouTube here: https://youtu.be/PAWP6-Z9ZvI...
Kyle Kinane [The Sleepover Series - PORTLAND]
28 Jan 2025
Contributed by Lukas
Rick performed at The Helium Comedy Club in Portland then stayed a few extra days, where he met Kyle Kinane who was performing at the same club. Don't...
Jon Rudnitsky 5.0 + SPECIAL GUESTS [TYSO Live]
24 Jan 2025
Contributed by Lukas
Jon Rudnitsky (SNL, Curb Your Enthusiasm) makes his 5th appearance on TYSO -- this time live in LA, in front of 100,000* people. A surprise TYSO favor...
Ari Shaffir 4.0
14 Jan 2025
Contributed by Lukas
Ari Shaffir takes his shoes off for the 4th time to talk about his new Netflix special America’s Sweetheart out now, and yada yada yada. Wa...
Sona Movsesian 6.0
07 Jan 2025
Contributed by Lukas
Sona Movsesian (Conan O'Brien Needs a Friend podcast, "World's Worst Assistant") is one of Rick's dear friends, and we welcome her back for her tradit...
Santa Clause 4.0
24 Dec 2024
Contributed by Lukas
Santa Clause comes down the TYSO chimney with his shoes off for another round of talking and stuff. Merch @ https://www.rickglassman.com/store ...
Harland Willams 5.0
17 Dec 2024
Contributed by Lukas
Harland Williams, Harland Highway, blah blah blah. RICK'S ON THE LOOSE TOUR! My new US stand up tour! Dates & Tickets here: https://www.punchup.li...
Ashley Christine [A SCIENCE EPISODE]
10 Dec 2024
Contributed by Lukas
Ashley Christine (Modern Day Eratosthenes) is a STEM (science, technology, engineering and mathematics) content creator that Rick discovered a couple ...
Adam Ray & Brent Morin
03 Dec 2024
Contributed by Lukas
The Best Friend's Club is back! Brent Morin and Adam Ray come over and get silly with Rick Glassman. Don't believe me?! Give it a listen. RICK'S ON TH...
Allen Stone
26 Nov 2024
Contributed by Lukas
If you like a BEAUTIFUL voice and SOUL in your singers, then you already/will love Allen Stone. He takes his shoes off and plugs his guitar in as he a...
John Goblikon
19 Nov 2024
Contributed by Lukas
John Goblikon, from Nekrogoblikon, takes his shoes off and kinda' gets into it with the TYSO Goblin... but it's all good. If you like John, check out ...
Lisa Gilroy 4.0
12 Nov 2024
Contributed by Lukas
Lisa Gilroy takes her shoes off for the 4th time to do bits with Rick. Watch on YouTube here: https://youtu.be/Ypg5zXifZMg ANNOUNCING MY COMEDY TOUR S...
Kevin Heffernan & Steve Lemme 2.0 (BROKEN LIZARD)
05 Nov 2024
Contributed by Lukas
Kevin Heffernan and Steve Lemme take their shoes off again. Steve and Rick get confrontational again. We think Rick was joking. We can't tell is Steve...
Erik Griffin 11.0
29 Oct 2024
Contributed by Lukas
Erik Griffin (Hilarious Comedian, New Father) takes his shoes off for the 11th time to bitch at Rick. Don't get it twisted though, they are bffs! Want...
Ali Macofsky 4.0
23 Oct 2024
Contributed by Lukas
Ali Macofsky takes her shoes of for the 4th time to talk with Rick about stuff. Want to see Rick on his headling tour? Goto https://www.punchup.live/r...
Sarah Rafferty
15 Oct 2024
Contributed by Lukas
Sarah Rafferty (Donna from "Suits") takes her shoes off and meets Rick for the first time. If you have been listening to Take Your Shoes Off, you know...
Joe Gatto
07 Oct 2024
Contributed by Lukas
Joe Gatto (Impractical Jokers) takes his she's off to talk with Rick Glassman about dogs, his new special Messing With People and even other things to...
Jordan Jensen & Momma Glassman
30 Sep 2024
Contributed by Lukas
Jordan Jensen makes her 4th TYSO appearance, but this time with Rick's mom and 2 special guests... Coyote (a good girl) and Alvin (a good boy)!! Want ...
Teddy Swims
24 Sep 2024
Contributed by Lukas
Teddy Swims looses control as well as his shoes on this VERY MUSICAL episode of Take Your Shoes Off with Rick Glassman, feat. George Krikes. Want to s...
Esther Povitsky 6.0
16 Sep 2024
Contributed by Lukas
Esther Povitsky takes her shoes off for the 6th time to complain. Want to see Rick on his headling tour? Goto https://www.punchup.live/rickglassman ...
Chris Kattan
10 Sep 2024
Contributed by Lukas
Chris Kattan, (Saturday Night Live, A Night at the Roxbury) takes his shoes off to talk with Rick about his new podcast, Idiotically Speaking, and eve...
Johnny Pemberton
03 Sep 2024
Contributed by Lukas
Johnny Pemberton takes his shoes off for the first time to talk with Rick about "Fallout" and even other things! Want to see Rick on his headling tour...
Harland Williams 4.0
26 Aug 2024
Contributed by Lukas
Harland Williams takes his shoes off for the 4th time to talk with Rick Glassman about stuff. Don't believe us? Give it a listen and you'll see. Want ...
Kam Patterson
21 Aug 2024
Contributed by Lukas
Rick travels to Austin, TX for a new SLEEPOVER SERIES! Our guest is Kam Patterson. Though the boys technically keep their shoes on (because it's a pub...
Hannah Berner
12 Aug 2024
Contributed by Lukas
Hannah Berner and Rick Glassman meet for the first time as they takes their shoes off to talk about things. Check out Hannah's special: Hannah Berner:...
Sam Morril 4.0
06 Aug 2024
Contributed by Lukas
Sam Morril takes his shoes off for the fourth time to talk with Rick Glassman about stuff. Check out his new special, "Sam Morril: You've Changed" on ...
Adam Ray, Brent Morin, and Glenn Howerton
24 Jul 2024
Contributed by Lukas
The Best Friend's Club is back! Another Brent Morin + Adam Ray episode. But this time, we have a special guest appearance by It's Always Sunny in Phil...
Glenn Howerton
16 Jul 2024
Contributed by Lukas
Glenn Howerton (Always Sunny in Philadelphia) takes his shoes off and talking with Rick Glassman about stuff. Want to see Rick Glassman on his stand u...
Sal Vulcano 3.0
10 Jul 2024
Contributed by Lukas
COME SEE RICK LIVE [ Chicago August 3rd; Seattle August 23rd - 24th ] Get tickets and sign up to see when Rick will be headlining in your city here: h...
Lawrence The Band
01 Jul 2024
Contributed by Lukas
Lawrence the Band (brother and sister duo, Clyde and Gracie Lawrence) f***ing ROCK and Rick was SO excited that they agreed to come take their shoes o...
Tom Papa
24 Jun 2024
Contributed by Lukas
Tom Papa takes his shoes off and talks with Rick Glassman about stuff. Check out his podcast, Breaking Bread with Tom Papa. Get tickets and sign up to...
Lisa Gilroy 3.0
19 Jun 2024
Contributed by Lukas
A TYSO favorite! Please welcome LISA GILROY to the 3.0 club! Lisa takes her shoes off to talk with Rick Glassman about stuff. See Rick perform live in...
Ryan Sickler
11 Jun 2024
Contributed by Lukas
Ryan Sicker (The HoneyDew Podcast, The Wayback Podcast) takes his shows off to talk with Rick about stuff. Get tickets and sign up to see when Rick wi...
Zach Woods
04 Jun 2024
Contributed by Lukas
Rick is performing in Vancouver THIS WEDNESDAY, June 5th & in Chicago on August 3rd. Get tickets at https://www.punchup.live/rickglassman! Zach Wo...
Bobby Lee 4.0
27 May 2024
Contributed by Lukas
Bobby Lee takes his shoes off for the 4th time as he and Rick Glassman talk about stuff. Get tickets and sign up to see when Rick will be headlining i...
Ben Schwartz 2.0
21 May 2024
Contributed by Lukas
Ben Schwartz (Sonic the Hedgehog, Parks and Recreation, The Afterparty, Middleditch & Schwartz) wanted to wait until Ben Schwartz 1.0 got over 175...
Pauly Shore
14 May 2024
Contributed by Lukas
Paul Shore takes his shoes off to talk with Rick Glassman about stuff. Get tickets and sign up to see when Rick will be headlining in your city at htt...
Dad & Cousin Teddy 9.0
07 May 2024
Contributed by Lukas
Rick's Dad and Cousin, Teddy, take their shoes off together for the 9th time! Obviously, they get stoned right away. Vancouver, Canada! See Rick Glass...
Reggie Watts
30 Apr 2024
Contributed by Lukas
Reginald Lucien Frank Roger Watts is a comedian, actor, beatboxer, and musician. He was the regular house musician on the spoof IFC talk show Comedy ...