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Comedian Rick Glassman Says His Podcast Is Like a Perfect First Date: “There’s Flirting Involved”
Comedian Rick Glassman says his podcast, Take Your Shoes Off, works best when interviews feel like an enjoyable first date, with playful banter, curiosity and mutual “flirting” rather than formal questioning. Speaking while performing at Montreal’s Just For Laughs festival, he said this approach helps create genuine connections and may also reveal potential creative collaborators for future film or television projects.
Glassman cited recent guests including Alison Brie, Lisa Gilroy, Adam Ray, Nick Kroll and showrunner Bill Lawrence, and said repeat appearances are particularly rewarding. He is touring Europe with his comedy show Ricky’s on the Loose before returning for an undisclosed television role; his previous screen credits include recurring parts in The Comedians and Nobodies.
In short
- Glassman compares podcast interviews to playful first dates.
- He values spontaneity, banter and returning guests.
- A European comedy tour precedes an undisclosed TV project.
Explained simply
Rick Glassman is a comedian with a podcast called Take Your Shoes Off, which features interviews with guests from the entertainment industry and creative fields. The show has attracted high-profile participants including actor Alison Brie, comedian Nick Kroll and television showrunner Bill Lawrence.
Glassman's interview approach emphasises natural conversation over formal questioning, drawing comparisons to an enjoyable first date with playful banter and genuine curiosity between host and guest. He believes this style creates authentic connections that can reveal potential creative collaborations and partnership opportunities.
Glassman is an established performer with previous television credits including recurring roles in shows such as The Comedians and Nobodies, and is currently touring Europe with his stand-up comedy show. His podcast philosophy reflects a broader shift in entertainment media towards conversational formats that prioritise genuine interaction over traditional interview structures.
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