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Brad Rickert and Sheri Ciprane are back with another chaotic episode of the Pimp Daddy Podcast. This week the duo talks Met Gala insanity, the roast of Kevin Hart, Funny AF, No Doubt performing at the Sphere, rising gas prices, filing unemployment in New York, and a massive blackjack win.

They also get into Knicks playoff hype, dating coworkers, Chet Hanks going country, how much money you actually need before quitting your day job, and Jamie Pressly joining OnlyFans. Comedy, pop culture, gambling stories, career panic, and dumb opinions — exactly what you signed up for.

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This week on the Pimp Daddy Podcast, Brad Rickert and Sheri Ciprane sit down with NYC comedian and content creator Nate Stein to talk internet fame, stand-up comedy, and the weird corners of American culture.

The crew debates golf vs bowling, rich white people vs poor white people, cigar culture, and why terrible strip clubs somehow beat the expensive ones every time. Nate breaks down how he transitioned from stand-up into viral content creation and why his movie parody videos connect so hard online. They also get into rom com rankings, college life in New Orleans, and the art of making dumb ideas hit millions of views.

A chaotic mix of comedy, internet culture, and unfiltered nonsense from three NYC comics trying to survive modern life.

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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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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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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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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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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.