
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

Feb 7, 2023 • 1h 30min
Joe DeRosa
Joe DeRosa (Taste Buds Podcast) comes to take his shoes off for the first time during week 4 of The Sleepover Series -- New Jersey edition! These guys laugh it up but also talk about serious stuff. Want to watch the full production, 3 camera, live-action animation episode? Well you can on Rick Glassman's YouTube channel here: https://www.youtube.com/rickglassman Tickets to Rick's show at the Irvine Improv on 3/16 here: https://www.ticketweb.com/event/rick-glassman-irvine-improv-tickets/12818015?pl=irvineimprov Support TYSO by supporting our sponsors: Helix Sleep is a premium mattress brand that provides tailored mattresses based on your unique sleep preferences delivered straight to your home, Go to https://www.helixsleep.com/tyso. This episode is #sponosred by BetterHelp. If you want to live a more empowered life, therapy can get you there. Visit https://www.betterhelp.com/tyso to get 10% off your first month. Download the DraftKings Sportsbook app and use code SHOESOFF. New customers can bet FIVE DOLLARS on Super Bowl Fifty Seven and get TWO HUNDRED IN BONUS BETS INSTANTLY. Minimum age and eligibility restrictions apply. Void in Ohio. *See show notes at bottom for more details. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC JOE DEROSA https://www.joederosainfo.com https://www.instagram.com/joederosacomedy http://joeyrosesnyc.com * Gambling Problem? Call 877-8-HOPENY/text HOPENY (467369) (NY), If you or someone you know has a gambling problem, crisis counseling and referral services can be accessed by calling 1-800-GAMBLER (1-800-426-2537) (CO/IL/IN/LA/MD/MI/NJ/PA/TN/WV/WY), 1-800-NEXT STEP (AZ), 1-800-522-4700 (KS/NH), 888-789-7777/visit ccpg.org (CT), 1-800-BETS OFF (IA), visit OPGR.org (OR), or 1-888-532-3500 (VA). 21+ (18+ NH/WY). Physically present in AZ/CO/CT/IL/IN/IA/KS/LA(select parishes)/MD/MI/NJ/NY/PA/TN/VA/WV/WY only. Void in OH/ONT. Eligibility restrictions apply. $200 in BONUS BETS: Valid 1 per new customer. Min. $5 deposit. Min $5 bet. Promo code req. $200 issued as BONUS BETS that expire 7 days (168 hours) after being awarded. BONUS BETS must be wagered 1x and stake is not included in any returns or winnings. Super Boost: Valid 1 Odds Boost Token per customer after opt-in each day for eligible Super Bowl LVII prop markets only. Token must be used BEFORE placing eligible bet between 6-9PM ET daily. Odds boosts and prop markets will vary. Max bet limits apply. Tokens are non-cashable, non-refundable, and cannot be withdrawn. Boost Token expire daily at 9PM ET. There are no restrictions on the funds a customer will receive if their bet wins. If their bet loses, they will not receive any reward. Offer period valid 2/6/23 - 2/11/23. See terms at sportsbook.draftkings.com/footballterms. Support the show: https://www.patreon.com/takeyourshoesoff

Jan 31, 2023 • 1h 27min
Ian Fidance
Ian Fidance comes to take his shoes off for the first time during week 3 of The Sleepover Series -- New Jersey edition! The two guys laugh it up as they meet for the first time talking about stuff while being funny. Want to watch the full production, 3 camera, live-action animation episode? Well you can on Rick Glassman's YouTube channel here: https://www.youtube.com/rickglassman Tickets to Rick's show at the Irvine Improv on 3/16 here: https://www.ticketweb.com/event/rick-glassman-irvine-improv-tickets/12818015?pl=irvineimprov Join the TYSO discord here: https://discord.gg/jHxadsuzSupport the show: https://www.patreon.com/takeyourshoesoff

Jan 24, 2023 • 1h 44min
Bobby Kelly 2.0
Let's welcome back Robert "Bobby" Kelly for this 2.0 appearance on week 2 of The Sleepover Series - New Jersey Edition! Bobby comes over to take his shoes off a few hours before Rick heads into the BIG APPLE "New York" to do Bobby's podcast, YKWD, at The Cellar comedy club. The boys talk about stuff and laugh and bond over the motto to "Enjoy Every Sandwich." (See how the shirt came out here: https://www.rickglassman.com/store) Tickets to Rick's show at the Irvine Improv on 3/16 here: https://www.ticketweb.com/event/rick-glassman-irvine-improv-tickets/12818015?pl=irvineimprov Join the TYSO discord here: https://discord.gg/jHxadsuz Support TYSO by supporting our sponsors: No matter what your lifestyle, Factor has the meals to help you live it to the fullest with Keto, Calorie Smart, Vegan + Veggie, and Protein Plus meals on the menu each week. Goto https://www.factor75.com/tyso60 and use code typo60 to get 60% off your first box. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC ROBERT KELLY https://robertkellylive.com https://www.instagram.com/roberykellyliveSupport the show: https://www.patreon.com/takeyourshoesoff

Jan 16, 2023 • 2h 2min
Dan Soder
The Sleepover Series is back! This time, in New Jersey! Our first east-cast guest to take his shoes off is Dan Soder! The guys meet for the first time and talk about New Jersey kinda and then otter stuff. Tickets to Rick's show at the Irvine Improv on 3/16 here: https://www.ticketweb.com/event/rick-glassman-irvine-improv-tickets/12818015?pl=irvineimprov Support TYSO by supporting our sponsors: Take Your Shoes Off with Rick Glassman is sponsored by BetterHelp. If you want to live a more empowered life, therapy can get you there. Visit https://www.betterhelp.com/tyso today to get 10% off your first month. For the smoothest smoking pipes, bubblers, bongs and dab rigs visit https://www.thefreezepipe.com and use code TYSO for 10% off your order. Support the show: https://www.patreon.com/takeyourshoesoff

Jan 9, 2023 • 1h 46min
Bill Burr
Bill Burr comes over and takes his shoes off without even being asked. The boys drink some GOOD coffee and talk. They yada yada and blah blah blah before they get into the ins and outs of the things and laugh about stuff. Bill does this thing that you gotta hear, but then Rick says something that is so outrageous. It starts off with the beginning, but as they get into it, it heads toward the midpoint and beyond. Get ready for a wild adventure and watch the YouTube version (available on Tuesday) to see... actually, I don't want to spoil it. But let's just say, it rhymes with "Grapes" if you know what I mean ;) Tickets to Rick's show at the Irvine Improv on 3/16 in Sunny Southern California ("Grapes" hahahahahahahaha) here: https://www.ticketweb.com/event/rick-glassman-irvine-improv-tickets/12818015?pl=irvineimprov Support TYSO by supporting out sponsors: Want to try an AMAZING meal delivery service that has Michelin-quality produce, is fully cooked, has weekly changing menus with wholesome balanced meals, and is delivered in glass jars? GoMethodology is way healthier and easier than getting delivery/take out, and when you consider the fees that come along with those, it's basically the same price. Goto www.gomethodology.com and use code TYSO for 10% off your first week. Download the DraftKings Sportsbook app and use code SHOESOFF. New customers can bet $5 on the NFL and get $200 IN FREE BETS INSTANTLY. Minimum age and eligibility restrictions apply. *See show full show notes at the bottom for details. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC BILL BURR https://billburr.com https://www.instagram.com/wilfredburr "Old Dads" "F is for Family" "The King of Staten Island" "The Mandalorian" "Breaking Bad" "Live at Red Rocks" "Friends Who Kill" "Live From Madison Square Garden" "Paper Tiger" "Walk Your Way Out" "I'm Sorry You Feel That Way" "Live At Andrew's House" "You People Are All the Same" "Let It GO" "Why Do I Do This?" *Gambling Problem? Call 877-8-HOPENY/text HOPENY (467369) (NY), If you or someone you know has a gambling problem, crisis counseling and referral services can be accessed by calling 1-800-GAMBLER (1-800-426-2537) (IL/IN/LA/MD/MI/NJ/PA/TN/WV/WY), 1-800-NEXT STEP (AZ), 1-800-522-4700 (CO/KS/NH), 888-789-7777/visit ccpg.org (CT), 1-800-BETS OFF (IA), visit OPGR.org (OR), or 1-888-532-3500 (VA). 21+ (18+ NH/WY). Physically present in AZ/CO/CT/IL/IN/IA/KS/LA(select parishes)/MD/MI /NJ/ NY/PA/TN/VA/WV/WY only. VOID IN OH/ONT. Eligibility restrictions apply. Free bets: Valid 1 per new customer. Min. $5 deposit. Min $5 bet. $200 issued as free bets that expire 7 days (168 hours) after being awarded. See terms at sportsbook.draftkings.com/footballterms. No Sweat: Valid 1 offer per customer per day of NFL 2023 Wild Card Round. Opt in req each day. First bet must lose after opting in. NFL bets only. Paid as one (1) free bet based on amount of initial losing bet. Max $10 free bet awarded. Free bets expire 7 days (168 hours) after being awarded. See terms at sportsbook.draftkings.com/footballterms. Support the show: https://www.patreon.com/takeyourshoesoff

Jan 3, 2023 • 2h 22min
Sona Movsesian 4.0
Sona comes to take her shoes for the fourth time. She and Rick talk about podcasting with Bill Burr, her NY Times Best Selling book, "The World's Worst Assistant" https://www.amazon.com/Worlds-Worst-Assistant-Sona-Movsesian/dp/059318551X, working with Conan O'Brien, yada yada and blah blah blah. They get into the ins and outs of the things and laugh about stuff. 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/tysoSupport the show: https://www.patreon.com/takeyourshoesoff

Dec 26, 2022 • 1h 11min
Jeremiah Watkins 2.0
Jeremiah Watkins comes to take his shoes (and everything else) off for the second time. He and Rick talk about yada yada and blah blah blah. They get into the ins and outs of the things and laugh about stuff. Watch this episode on YouTube: https://youtu.be/yc4Nf0-g8qk STAND-UP ON THE SPOT: https://www.youtube.com/watch?v=QMEOEBQSNI0&t=3096s JEREMIAH WATKINS 1.0: https://www.youtube.com/watch?v=aARQTW5nTU8&t=263s Support TYSO by supporting our sponsor, Freeze Pipe. 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 JEREMIAH WATKINS https://www.instagram.com/jeremiahstandupSupport the show: https://www.patreon.com/takeyourshoesoff

Dec 20, 2022 • 1h 20min
Santa Clause
This is a special episode. Kris Kringle, aka Santa Clause, comes down the chimney to take his shoes off and discuss the obstacles of getting around the world in one day next week to deliver gifts, his separation with Mrs. Claus, as well as some other hijinks (which includes getting a young Canadian boy on the phone to tell Santa what he wants for Christmas). If you want to help a member of our TYSO fam, visit Casey Abrams GoFund me page here: https://www.gofundme.com/caseybassyrecovery 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 Alexa customers can listen to A Christmas Carol (on Audible) narrated by Hugh Grant on Alexa for free the entire month of December. Just say, “Alexa, read A Christmas Carol…” Offer only available in the U.S. Support the show: https://www.patreon.com/takeyourshoesoff

Dec 13, 2022 • 2h 19min
Moshe Kasher
If you're a TYSO favorite, you know we hate writing descriptions. So here is a little info on Moshe, but if you wanna know more about this episode, listen or watch it. It's great. WATCH THIS EPISODE ON YOUTUBE: https://youtu.be/b2VcsxgM13Y Moshe Kasher is a stand-up comedian, writer and actor, and author of the 2012 memoir Kasher in the Rye: The True Tale of a White Boy from Oakland Who Became a Drug Addict, Criminal, Mental Patient, and Then Turned 16. He is also 1/2 of the podcast, "The Endless Honeymoon," opposite his wife and hilarious comedian, Natasha Leggero. 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. 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 Alexa customers can listen to A Christmas Carol (on Audible) narrated by Hugh Grant on Alexa for free the entire month of December. Just say, “Alexa, read A Christmas Carol…” Offer only available in the U.S. RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC MOSHE KASHER https://moshekasher.com https://www.instagram.com/moshekasher https://www.youtube.com/endlesshoneymoonSupport the show: https://www.patreon.com/takeyourshoesoff

Dec 6, 2022 • 1h 28min
Yannis Pappas 2.0
Yannis comes by to take his shoes off for a second time. His first appearance on TYSO has been reviewed as a top 10 TYSO. Watch it on YouTube here: https://youtu.be/oVPqdw0-n9c 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/tyso RICK GLASSMAN https://www.rickglassman.com https://www.patreon.com/takeyourshoesoff https://www.instagram.com/rickglassman https://discord.gg/Z2v4HTC YANNIS PAPPAS YouTube Channel - https://www.youtube.com/c/yannilongdays Yannis' new Comedy Special, "Mom Love": https://www.youtube.com/watch?v=ArlCFemEDvQ https://www.instagram.com/yannispappasSupport the show: https://www.patreon.com/takeyourshoesoff