The Torture of Working with an Ex (w/ Nicholas Scheppard)

The Torture of Working with an Ex (w/ Nicholas Scheppard)

February 20, 2026 · 50 min · Episode 429

About this episode

Nicole Byer chats with comedian Nicholas Scheppard about the challenges of working with an ex and the complexities of relationships post-breakup.

Comedian and drag queen Nicholas Scheppard ( Very Gay Paint , Art to Me ) is fresh out of a breakup. He joins Nicole for a chat about the uphill climb out of it, why working with an ex-boyfriend is absolute torture, and the haunting theory that your partner will tell you exactly how they'll break your heart in the first week. Nicole shares the messy story about a situationship who didn't believe in monogamy, and her obsession with her Ninja Creami. Watch this episode on our YouTube channel at  https://www.youtube.com/@WhyWontYouDateMePodcast Check out Nicole's episode of ART TO ME . Follow Trudy Tective 's journey to catch her sister's murderer at @ trudy.tective . Support this podcast and get discounts by checking out our sponsors: »  MeUndies : Right now as a listener of my show, you can get to get 20% off your first order, plus free shipping at MeUndies.com/DATEME , promo code DATEME. »  Squarespace : Head to squarespace.com/DATEME to save 10% off your first purchase of a website or domain using code DATEME. »  IQBAR : Text DATE to 64000 to get 20% off all IQBAR products, plus FREE shipping. Message and data rates may apply. »  Wayfair : Get organized…

People in this episode

Host: Nicole Byer

Guest: Nicholas Scheppard

Topics covered

Keywords

Sponsors

MeUndies, Squarespace, IQBAR, Wayfair, Equip, Planned Parenthood

Mentioned in this episode

Books & works: Very Gay Paint, Art to Me

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