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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.

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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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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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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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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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Brad and Sheri run a no-guest episode and cover way too many topics: therapy breakthroughs, NYC stories, streaming drama, sports betting, and whatever else came up. A loose conversation with actual laughs.

NYC comedy podcast • pop culture • comedians talking

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In this week’s episode of Pimp Daddy, hosts Brad Rickert and Sheri Ciprane kick things off by recapping their wild trip to Philly—including Sheri’s unexpected run-in with an ex-girlfriend at a bonfire in Delaware. We get into everything from which rappers might secretly be gay, to how to survive a brutal hangover, to the way people used to be proudly and casually homophobic without thinking twice.

Then we’re joined by NYC comedian Torrey Huggins. Torrey grew up in Virginia battling classic southern racism, and he brings the stories to prove it. We talk hentai, adult toys, our first times doing stand-up, and Torrey breaks down the legendary moment someone stole his shoes at a house party. We also get into the culture shock of moving to NYC and meeting entire nationalities of people for the very first time.

If you love unfiltered comedy, real stories, and chaotic energy, this is a must-listen episode.

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Welcome to the 6-Sided Circus, the very first live episode of the Pimp Daddy Podcast, coming straight from Chicago! In this unique show, every roll of the dice determines the next performance—stand-up sets, improv games, wild audience interactions, and more—making for a comedy experience that’s completely unpredictable. Featuring a stacked lineup of Chicago’s funniest comics, this episode is packed with laughs, insider stories, and the excitement of seeing a podcast unfold live for the first time. If you love comedy, Chicago humor, or just a good surprise, you won’t want to miss this historic episode.

Featuring:
Hannah Beck
Ryan Haynes
Sara Dirks
Seth Payne
Natalie Whalen
Jillian Ebanks
Courtney Petersen
Dame Grant

And as always your hosts Sheri Ciprane and Brad Rickert