433 episodes listed below
Comedy interviews with the edits left breathing.
Take Your Shoes Off w/ Rick Glassman is a comedian-interview show where the interview keeps mutating into riffs, corrections, sponsor bits, and private-joke detours. It suits listeners who like comedy podcasts that feel loose, verbal, and weirdly intimate instead of neatly segmented.
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Take Your Shoes Off w/ Rick Glassman is a comedian-interview show with very little interest in staying tidy. It starts with a guest and a room, then lets the machinery show. Sponsor reads become bits. Tour mentions become interruptions. Technical problems become part of the episode instead of being hidden away. That looseness is the point. The show often feels less like a formal conversation than a hangout where everyone is watching the conversation happen in real time. Andrew Santino’s episode moves from goofy lyric play and impressions into a direct, tender appreciation of Love on the Spectrum. The shift is fast, but it makes sense inside the show’s logic: a joke can open the door to an actual feeling. Johnny Pemberton’s appearance finds mileage in posters, celebrity crushes, Sister Act 2, Tina Fey, Amy Poehler, and the disputed timeline of 30 Rock. Mark Normand’s episode leans into teasing, awards, sex talk, and the uneasy comedy of saying the wrong thing near the right point. The Brent Adam Best Friends' Club material turns holiday talk, gummies, betting copy, and road-date chatter into a loop that keeps folding back on itself. David Cross’s episode is surrounded by ad reads and ends with loose backstage-feeling fragments about specials, titles, and post-show movement. Paul Rudd’s Sleepover Series episode turns an awkward microphone exchange and not-quite-familiarity with the podcast into an extended comic texture. Kyle Gordon’s episode uses a missed audio recording as a confession, an apology, and a launchpad for fake-friction banter. Across these excerpts, the show’s signature is not the topic list but the way topics refuse to stay contained. It is quick, meta, and comfortable being awkward. It can be juvenile. It can be oddly sweet. It is best for listeners who want comedy interviews that preserve the stumbles, side roads, and strange little sparks most shows would edit out.
Made for: For comedy-podcast listeners who like fast banter, inside-baseball awkwardness, guest chemistry, and conversations that turn sponsor reads and production mistakes into bits. It works best for people who enjoy loose structure and do not need every episode to land on one topic.
What sets it apart: The show makes the frame part of the comedy: ads, tour plugs, mic checks, corrections, mistakes, and guest discomfort all become usable material. Its edge is the mix of restless comic derailment and sudden sincere attention.
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!
Based on 6 episodes we listened to · September 2026
Rick Glassman turns corrections, production cues and guests' momentary uncertainties into the raw material of the comedy.
Take Your Shoes Off w/ Rick Glassman makes the guest interview feel like a negotiation over the bit itself. Rick Glassman interrupts, corrects and doubles back, turning small uncertainties about a television premiere year, a line reading or an on-screen cue into comic pressure.
Rick Glassman can turn a spotlight gag into a pep talk before you know where the bit ends.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A loose comic exchange finds real feeling in the awkwardness of new intimacy.
Andrew Santino's quick comic detours give this single-episode review its spark, but the real pull is the way Rick Glassman and Santino keep circling back to Love on the Spectrum with unexpected care.
A loose interview turns poster nostalgia and a 30 Rock date dispute into easy comic derailment.
The episode turns a loose interview into a comic argument about teenage wall space, changing taste, and the hazy question of when 30 Rock actually arrived.
A loose comedian hang where almost every turn becomes fuel for another joke.
Mark's visit to Take Your Shoes Off works best as a run of comic derailments. A Chipotle bit opens the door to teasing, nervous-comedian talk, and a sideways pass through Rick's HCA and Signal Awards, with each turn treated less like a topic change than a fresh chance to make…
Rick Glassman and David Cross turn business talk and title confusion into a loose, self-aware comedy riff.
Rick Glassman and David Cross settle into the strange overlap between comedy, promotion, and performance, letting a bit of business talk drift into a knotty title riff around The Return of the King and The End of the Beginning of the End.
A live spotlight bit spins through mic handling and running corrections before landing as a tender defense of Todd Glass.
Rick Glassman's live-show format turns a simple reassurance into the episode's comic machinery. Todd Glass is asked to play inside the idea of being "good enough," then gets nudged, redirected, and tangled in mic business as Rick keeps trying to shape the moment in real time.
Sebastian Maniscalco meets Rick Glassman's talent for turning dry replies and innocent questions into needless comic complications.
Sebastian Maniscalco's visit turns into a comic mismatch, with Rick Glassman steering the interview through therapy talk, freestyle rapping, Comedy Store history, and clarifications that only create more confusion.
Comedian Rick Glassman interviews Sebastian Maniscalco on his podcast 'Take Your Shoes Off.' They discuss Sebastian's new Hulu special, recorded at Chicago's United Center for 36,000 people.
Harland Williams hosts himself on his podcast, discussing a poop stain from a previous guest and joking about standing instead of sitting.
Rick Glassman opens a live Take Your Shoes Off taping in Los Angeles, says the show was almost Patreon-only, and tells the crowd monthly live shows will stream for people outside LA.
Andrew Santino discusses feeling weird and high from cookies while UBC promotes wildfire coexistence research.
Comedian Johnny Pemberton joins the podcast for a humorous and chaotic conversation.
Comedian Mark Normand and the host discuss the logistics of wearing a sweatshirt, the effects of weed on mood, and their history of podcasting together in various locations.
A casual conversation about Saint Patrick's Day greetings, personal grooming, and a stand-up comedian's upcoming tour dates.
A comedic discussion about St.
Rick Glassman and David Cross spend much of the episode on Cross's autism diagnosis, a childhood marked by moving every year, and a father who "got fired a lot." They also dig into Magic: The Gathering, including Beta, Antiquities, and sealed draft, while comparing the hobby to "gambling" and lottery behavior.
Paul Rudd and Rick engage in a playful, awkward conversation before transitioning into sponsor reads for Helix Mattress and Magic Mine.
Rick apologizes for forgetting to press record on his audio recorder during an interview with Kyle Gordon, but decides to release the episode anyway due to its quality.
Comedian Ricky introduces guest Brett Gelman, discussing his upcoming tour and a past meeting, then begins their conversation.
Ari Shaffir and a guest banter about coffee orders and Magic Mind ingredients before starting their conversation.