
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 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

Nov 29, 2022 • 1h 32min
Ari Shaffir
We like to keep our descriptions short so we can spend the time it would have taken to write them, instead, on not writing them. Watch this episode on YouTube here: https://youtu.be/YHEVPmuGNag Watch Ari's INCREDIBLE stand up comedy special Ari Shaffir - JEW (2022) FULL SPECIAL: https://www.youtube.com/watch?v=y2YtIBYM4w0 Support TYSO by supporting our sponsors: • As the world’s largest therapy service, BetterHelp has matched 3 million people with professionally licensed and vetted therapists available 100% online. Save 10% off your first month at https://www.betterhelp.com/tyso RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC ARI SHAFFIR https://www.arishaffir.com/podcasts https://www.instagram.com/arishaffir Support the show: https://www.patreon.com/takeyourshoesoff

Nov 15, 2022 • 1h 52min
Todd Glass 2.0
More info on this episode later, but for now, if you wanna get the nice, smooth, cold, crisp buzz like us in this episode-- support TYSO by supporting our sponsor, Freeze Pipe. For the smoothest smoking experience and free shipping, goto https://www.freezepipe.com and use code TYSO for 10% off your entire order. Support the show: https://www.patreon.com/takeyourshoesoff

Nov 7, 2022 • 1h 16min
Erik Griffin (FIRST LIVE TYSO)
Take Your Shoes Off LIVE! First time ever. Audio-only listeners, we did 2 shows and this cuts between them. Though we feel you’ll be able to know when we cut between the 2 shows, it may be a little confusing if you’re not looking out for it.Erik Griffin joined Rick for this weekend of live podcasts and stand up at Coastal Creative in St. Petersburg, Florida. YouTube version: https://youtu.be/sp5RQjQDp2s Support TYSO by supporting our sponsors: • Helix is offering up to $200 off all mattress orders AND two free pillows for our goblins at https://www.helixsleep.com/tyso • Save 10% off your first month at https://www.betterhelp.com/tysoSupport the show: https://www.patreon.com/takeyourshoesoff

Nov 2, 2022 • 1h 51min
Tony Caruso
From 1975 - 2002, Tony Caruso was one of the most sought after comedians in North America. It was very cool to get into it to hear what happened to him, and very exciting that he is coming back to comedy. Hear about his adventures with a lot of the greats, like being a comedy duo George Carlin. Wanna try the pipe that Dad, Adam Ray, and Brent Morin, and now even Tony Caruso can't stop raving about? Visit https://www.thefreezepipe.com and use code: TYSO for 10% off. WATCH THIS EPISODE ON YOUTUBE HERE: https://youtu.be/2d0TED1Zw1w RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC TONY CARUSO Watch his documentary "Tony Caruso - The Return" here: https://youtu.be/ekoDltRp71ESupport the show: https://www.patreon.com/takeyourshoesoff

Oct 26, 2022 • 2h 2min
Harland Williams 2.0
Too tired to write a description now. Will updated later. But this is a recent fav episode. YouTube ep avail tomorrow along with a bonus 15 minutes of exclusive content from this episode at: https://www.patreon.com/takeyourshoesoff.Support the show: https://www.patreon.com/takeyourshoesoff

Oct 17, 2022 • 2h 6min
Utkarsh Ambudkar
Live TYSO taping w/ RICK GLASSMAN and ERIK GRIFFIN this Friday & Saturday, October 21 + 22, in St. Petersburg, FL. Also Stand up shows. Get tix and info here: https://www.eventbrite.com/e/rick-glassman-and-friends-live-podcast-standup-tickets-424715203607 (watch this episode with video here: https://youtu.be/2qKJHn3Ld2s) Not sure who's a bigger fan of whom with this week's guest, Utkarsh Ambudkar, and Rick. Utkarsh, aka UTK the INC, comes in knowing the rules. He takes his shoes off, washes his hands, and shows off his new $15,000 card that he pulled, pack fresh, the day before (a 1/10 Prizms Gold Rookie Signatures Anthony Edwards that has since been BGS graded 9.5 gem mint). Utkarsh isn't just a solid guy and big time actor (Pitch Perfect, Free Guy, Mulan, The Mindy Project, The Muppets, Brockmire, Key & Peele, Brittany Runs a Marathon, and currently starring in CBS' #1 hit, Ghosts)... He's also a LEGIT free-style rapper who chops hard on the beat nearly (well, kinda' nearly) as hard as Rick bops hard in the paint. #GlassmanBoppers #IAmPhenomenal Since 2005, Ambudkar has been a part of hip-hop improv group "Freestyle Love Supreme." On the pod, Utkarsh talks about how he originated the role of Aaron Burr in the developmental readings of "Hamilton," how his drinking may have gotten in the way of him continuing that role, but also how that experience changed his life for the better, allowing him to find his sobriety (currently at 8 years sober as of this recording). You'll want to check out his music after you hear his bars in this episode: https://open.spotify.com/artist/3AXr1YNxrLplk3tRwOrLlN Support TYSO by supporting our sponsors: When you want to be a better problem solver, therapy can get you there. Visit https://www.betterhelp.com/tyso today to get 10% off your first month. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC UTKARSH AMBUDKAR https://www.instagram.com/utktheinc https://open.spotify.com/artist/3AXr1YNxrLplk3tRwOrLlNSupport the show: https://www.patreon.com/takeyourshoesoff

Oct 10, 2022 • 1h 57min
Trevor Wallace
Want to see RICK GLASSMAN and ERIK GRIFFIN live? Come to our live TYSO taping and/or our stand up shows this October 21 + 22 in St. Petersburg, FL. Get tix and info here: https://www.eventbrite.com/e/rick-glassman-and-friends-live-podcast-standup-tickets-424715203607 Support TYSO by supporting our sponsors: Helix is offering up to $200 dollars off all mattress orders AND two free pillows for our listeners at https://www.helixsleep.com/tyso. With Helix, better sleep starts now. This week's guest is Trevor Wallace, while this week's description William Wallace. But instead of William defeating the English army, he's defeating the English description. I don't want to write anything. I want to eat. Leave me alone. Enjoy the episode. Watch this episode on YouTube here: https://youtu.be/x60meikQ5SI RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC TREVOR WALLACE https://trevorwallacecomedy.com https://www.instagram.com/trevorwallace https://www.youtube.com/c/TrevorWallaceSupport the show: https://www.patreon.com/takeyourshoesoff

Sep 27, 2022 • 2h 1min
Ben Gleib
Ben Gleib is an American actor, comedian, satirist, and writer. Gleib was a regular guest on the E! late night talk show "Chelsea Lately" and has been performing stand up around the country since 1958. He's funny. He's silly. He's quick. He's JEWISH. He's playful. And he's kind. Ben and Rick have been friends for over a decade, and it's about time Ben took his shoes off. (Wanna watch this episode with video? https://youtu.be/k7biL9FZr4k) Check out his comedy special, "Ben Gleib: The Mad King" here: https://www.youtube.com/watch?v=zJbQT-ZcPLw TICKETS for Rick Glassman live stand up + live Take Your Shoes Off Podcast (with Erik Griffin) here: https://www.eventbrite.com/e/rick-glassman-and-friends-live-podcast-standup-tickets-424715203607 St. Petersburg, Florida October 21 + 22 Support TYSO by supporting our sponsors: When you want to be a better problem solver, therapy can get you there. Visit https://www.betterhelp.com/tyso today to get 10% off your first month. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC BEN GLEIB https://www.instagram.com/bengleib https://www.bengleib.com Support the show: https://www.patreon.com/takeyourshoesoff

Sep 19, 2022 • 1h 52min
Mike Young
Mike Young is a comedian, director, and writer. He's a guy that you may not have heard of yet, but a lot of people you may be a fan of knows him. He's a "cool guy," with a cool/calm energy. Mike talks about how he sold his first feature film (as a writer) and then how he got to direct it, what it's like working on "Entourage," and being friends/traveling the world with Leonardo DiCaprio. Watch his comedy special "Who the F is Mike Young" here:https://youtu.be/kM6bWXmBS-k Will write a BRIEF description today or tomorrow, but in the meantime, Mike is cool and great and funny and accomplished and-- leave me (Rick) alone I'm busy. That being said, support TYSO by supporting our sponsors: Get comfortable, get going, and upgrade your wardrobe with True Classic. Get 25% Off at https://www.trueclassic.com with code TYSO (free shipping included on purchases over $100. 100% risk free guarantee with a 30 day return policy). Better Help is sasy and affordable online therapy. When you want to be a better problem solver, therapy can get you there. Visit https://www.betterhelp.com/tyso today to get 10% off your first month. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC MIKE YOUNG https://www.instagram.com/therealmikeyoungSupport the show: https://www.patreon.com/takeyourshoesoff

Sep 12, 2022 • 1h 48min
Ali Macofsky 3.0
Ali Macofsky joins the TYSO 3.0 club as she takes her shoes off and charms Rick with her frantic high-energy. JK. If you don't yet know Ali well, she isn't very high energy. It was a joke. Relax. Maybe you need some CBD or something. And if you want to support TYSO, support our sponsors: Try NextEvo Naturals CBD capsules, gummies, mints, and topical creams, clinically proven to be better absorbed by your body. Get 25% off your first order of $40 or more at https://www.NextEvo.com with code TYSO. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC ALI MACOFSKY https://www.instagram.com/notalimac https://alimacofsky.com https://www.patreon.com/alimacofskySupport the show: https://www.patreon.com/takeyourshoesoff