Episodes

  • Tiger Woods Trouble, Kanye at SoFi & Our Nightmare Road Gig | E78 | Pimp Daddy Podcast
    Apr 21 2026

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    This week on Pimp Daddy, Brad Rickert and Sheri Ciprane are back with a wild solo episode covering everything from celebrity chaos to road comedy horror stories. We get into Tiger Woods’ latest drama, Kanye’s return concert at SoFi, our Mount Rushmore of SNL women cast members, and the controversy around Jaden Ivey.

    We also break down a brutal Connecticut road gig where Sheri got heckled by a violent drunk dude, plus Sheri’s high school special ed classes, the red pill community, lying vs telling the truth on stage, and childhood spanking stories that somehow became comedy material. Messy, funny, and completely unfiltered.

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    56 mins
  • Roast Battle NYC, Dating with Tourette’s, OF, & Atlantic City Gambling w/ Dan Wickes | E77 | PDP
    Apr 11 2026

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    This week on Pimp Daddy, Brad Rickert and Sheri Ciprane sit down with NYC comic and Roast Battle NYC producer Dan Wickes for a comedy-heavy episode that goes deep on stand-up, roasting, and the chaos around the scene.

    Dan talks about dating with Tourette’s, what it takes to run Roast Battle NYC, and which cities have the best roast battle comics in the world. The conversation also dives into starting stand-up in New York City, writing material in Bushwick, subscribing to OnlyFans, and gambling your show money away in Atlantic City. They also get into the news around the OnlyFans founder, comedy hustle culture, and how comics actually survive while building material.

    Edgy, funny, and brutally honest — this one’s for stand-ups, roast comics, and anyone obsessed with the NYC comedy scene.

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    52 mins
  • Rich vs Poor, Dating Latinas & Saying Whatever You Want w/Seth Payne | E76 | Pimp Daddy Podcast
    Mar 23 2026

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    Comedian Seth Payne pulls up and it goes everywhere.

    We get into the Bad Bunny halftime hype, why the “rich vs poor” divide feels more real than ever, and what dating outside your culture actually looks like—especially when Latinas are involved. From there it spirals into Buffalo road gigs, questionable party scenes, and the kind of people you meet when you stay out too late.

    We also get into the stuff comics actually care about: how we write, how bits come together, and what it takes to stay real on a podcast without forcing it. Seth talks about putting out a YouTube special on his own and what he learned doing it without a machine behind him.

    It’s part comedy talk, part life talk, part “how did we get here.”

    hosted by NYC comics Brad Rickert & Sheri Ciprane​

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    52 mins
  • Are Conspiracy Theorists Winning? + Gen Z Rap Exposed with Obi Ehn | E75 | Pimp Daddy Podcast
    Mar 3 2026

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    This week on Pimp Daddy, Brad Rickert and Sheri Ciprane dive straight into the headlines and the hot takes.

    We break down the passing of Catherine O’Hara and what it says about artists working well into their 80s. Are creatives built differently? Then we tackle the Epstein files and the uncomfortable reality of conspiracy theorists sometimes being right. No fluff — just real talk.

    We get into MrBeast’s cultural dominance, Pam Bondi’s latest spotlight moment, and make the case for why Kevin James might be one of the most underrated comedic actors of the last 20 years.

    Then we sit down with comedian and music artist Obi Ehn for an unfiltered interview. We talk Gen Z rappers, why comedy is harder than music, the grind of doing both, and his unapologetic disdain for Lin-Manuel Miranda. Nothing is off limits.

    If you like bold opinions, sharp humor, and conversations that don’t play it safe — this one’s for you.

    Subscribe, share, and drop a comment with the topic you want us to tackle next.

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    45 mins
  • Epstein Files, Michael Jackson, Comedy Club Scandal + Collectibles Boom | E74 | Pimp Daddy Podcast
    Feb 19 2026

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    Brad and Sheri go solo and get into the Epstein files, debates around Michael Jackson and Kanye West, and a NYC comedy club shut down over sexual assault allegations.

    They also talk Black History Month, the Winter Olympics, and why collectibles might be beating the stock market right now.

    Comedy, controversy, and real talk from the NYC scene. New episodes weekly.

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    55 mins
  • NFL Talk, NYC Comedy & Ghosting in the Year of the Horse w/Asif Lakhani & Kayla Engeman | E73 | PDP
    Jan 30 2026

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    On this episode of the Pimp Daddy Podcast, hosts Brad Rickert and Sheri Ciprane welcome back returning guests Asif Lakhani and Kayla Engeman for a wide-ranging, funny, and brutally honest conversation.



    The crew dives into NFL talk, how dreams reflect real-life anxiety and ambition, and what the Year of the Horse might mean for motivation, discipline, and momentum in 2026. They break down the realities of modern comedy, the emotional economics of ghosting, and why New Year’s resolutions almost always fail.



    The episode also touches on Zohran’s first actions as mayor, the upsides and chaos of cycling in NYC, and how navigating relationships, careers, and creativity feels different in your 30s than you ever expected.



    If you’re into comedy podcasts, NYC culture, sports conversations, and candid discussions about relationships and self-growth, this episode delivers laughs, insight, and plenty of side tangents.



    🎧 New episodes of the Pimp Daddy Podcast drop regularly — subscribe for comedy, culture, and conversations you won’t hear anywhere else.

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    41 mins
  • Minnesota ICE Raids and Daycare Chaos, WNBA Debate, Jake Paul Fight + Food Culture Clash | E72 | Pimp Daddy Podcast
    Jan 22 2026

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    In Episode 72 of Pimp Daddy, Brad and Sheri jump into a wild mix of the biggest cultural and news moments right now: the controversial Minnesota ICE raids and the tragic shooting of Renée Good by a federal immigration agent that’s sparking protests and political firestorms.


    Then they shift gears to the chaotic Somalian daycare situation, comparing how childcare and community issues are unfolding alongside broader debates. We dive into a hilarious yet serious comparison of food in Europe versus the USA, the WNBA and “white basketball player” debates, plus the tragic Rob Reiner story, Trax NYC & the Diamond District, breakdowns of the Jake Paul fight, and astrology vibes as we transition from the Year of the Snake to the Year of the Horse.


    Whether you’re here for news breakdowns, culture commentary, or pure comedy chaos, this episode’s got you covered.


    Subscribe for more weekly dives into news, culture, and brutal honesty — Pimp Daddy style. Drop a comment on your take and hit like!

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    49 mins
  • Ozempic Parents, Anime Kids & NYC Tourist Traps | E71 | Pimp Daddy Podcast
    Dec 22 2025

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    On this solo episode of the Pimp Daddy Podcast, Brad and Sheri bounce through everything from naming babies and raising stepchildren to surviving NYC tourist traps and the brutal world of roast battles and rap battles.

    Sheri breaks down her unexpected trip to the ER, we talk about Ozempic, parenting in 2025, and why anime kids might be the new theater kids. The conversation spirals into white male stereotypes, stand-up comedy culture, and what it’s actually like doing comedy and podcasting in New York City.

    A loose, honest, and funny episode about relationships, parenting, health scares, comedy scenes, and modern culture—exactly how the Pimp Daddy Podcast does it.

    🎧 New episodes weekly. Like, subscribe, rate, and share if you hate Times Square.

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    51 mins