Pimp Daddy Podcast

Send us Fan Mail Comedian Myka Fox joins Brad Rickert and Sheri Ciprane on the Pimp Daddy Podcast for a hilarious, unfiltered conversation about stand-up comedy, relationships, and the questionable decisions that make life interesting. Is AI ruining comedy, or is it just another tool? Is Jackass the most timeless comedy franchise ever? And how much money would you have to save before attempting your own dental work? We also get into the chaos of dating comedians, growing up with a twin, mammograms, the surprisingly heated debate over the best water bottle brands, and why hanging out with locals might be the best way to experience another country. From the future of stand-up to DIY dentistry, nothing is off limits.

Send us Fan Mail Brad Rickert and Sheri Ciprane are back for Episode 88 of the Pimp Daddy Podcast, talking LeBron potentially landing in Philly, Italian roots and the rise of social media stars, celebrity divorces, and the weird world of fringe festivals. Sheri also unveils her completely fake one-woman show, “Gay in the ’90s,” before Brad and Sheri get into a bigger conversation about making comedy in a disposable content era. Is pumping out constant content the only way to stay relevant, or is there still room for artists who disappear, take their time, and come back when they actually have something worth releasing?

Send us Fan Mail Comedian and reality TV producer Josie Marcellino joins Brad Rickert and Sheri Ciprane on the Pimp Daddy Podcast. Josie talks about performing on Kill Tony, working behind the scenes in reality television including 90 Day Fiancé, and balancing a career in TV production with stand-up comedy. We get into Philly vs. NYC comedy, the weird world of reality TV, roast battles, cosplay, internet debates, weight loss, dating, and the important question nobody else is brave enough to ask: what matters more — the age gap or the wage gap? Plus, we get into what it’s actually like working behind the scenes of reality TV and plenty of ridiculous stories along the way. Pimp Daddy Podcast is hosted by NYC stand-up comedians Brad Rickert and Sheri Ciprane. New episodes every week featuring comedians, friends, ridiculous stories, and whatever else we probably shouldn’t be talking about. Subscribe for new episodes and clips every week.

Send us Fan Mail Brad Rickert and Sheri Ciprane are back for Episode 86 of the Pimp Daddy Podcast, a comedy podcast hosted by two NYC stand-up comics. This week Brad and Sheri get into responding to Taylor Swift fans, whether bidets are actually worth it, flashing at comedy shows, Jay-Z’s historic run of shows at Yankee Stadium, free buses in NYC, and the nightmare of driving in New York. Sheri talks about becoming more femme, while Brad recaps his trip to Fanatics Fest and experiencing the absolutely insane level of fame surrounding the Costco Guys. They also get into why livestreaming is quickly becoming a normal form of entertainment and where they think online content is headed. Hosted by NYC comedians Brad Rickert and Sheri Ciprane. Topics: Taylor Swift fans, Fanatics Fest, Costco Guys, Jay-Z at Yankee Stadium, NYC free buses, New York City comedy, livestreaming, stand-up comedy, bidets, driving in NYC, podcasting and internet culture.

Send us Fan Mail Nora Fried and Hanna Gerlander of New Yorker of the Week join Brad Rickert and Sheri Ciprane for Episode 85 of the Pimp Daddy Podcast. We get into growing up poor, stealing from Target, Meta glasses, OnlyFans, weird dating, the very unsexy tickle video, NYC comedy, and whether podcasting is actually better than doing stand-up. Plus, Nora and Hanna break down New Yorker of the Week, their chemistry as co-hosts, NYC life, comedy culture, and plenty of other nonsense. Subscribe for new episodes of The Pimp Daddy Podcast every week.

Send us Fan Mail Comedian Michael Agunbiade joins Brad Rickert and Sheri Ciprane for Episode 84 of the Pimp Daddy Podcast . Michael talks about growing up in the Bronx with a Nigerian landlord dad , balancing a career in engineering while pursuing stand-up comedy, and producing Don’t Tell Hudson Valley . The conversation dives into code switching, hip-hop, joke writing, comedy philosophy, finding your voice, dating and celibacy, writing material about autism, and what it takes to build a career in New York City’s comedy scene. Topics include: Growing up in the Bronx Having a Nigerian landlord dad Code switching and identity Engineering and stand-up comedy Hip-hop and rap culture Joke writing and comedy philosophy Developing your comedic voice Producing Don’t Tell Hudson Valley The NYC comedy scene Dating and celibacy Writing comedy about autism Pimp Daddy Podcast is hosted by Brad Rickert and Sheri Ciprane , bringing you weekly conversations with comedians, creators, and entertainers about stand-up, culture, and the creative process. Like, subscribe, and let us know your favorite moment in the comments.

Send us Fan Mail New York has officially broken us. This week we spiral through summer in the city, World Cup mania, Knicks obsession, AI comedy posters, Sheri’s secret trip to Italy, and all the weird little things that somehow only make sense if you’ve lived here. Just two comedians trying to survive the greatest and dumbest city on Earth. New episodes every week. With Sheri Ciprane and Brad Rickert

Send us Fan Mail This week Brad Rickert and Sheri Ciprane are joined by comedian Rebecca Kaplan for a wild ride through the weird corners of comedy, culture, and modern life. The gang investigates why Pimp Daddy somehow has a suspiciously strong German fanbase, debates the sexuality stereotypes surrounding Jewish women, and tries to figure out what WWE actually stands for. Along the way they dive into WNBA fandom, celebrity backup careers, buying yourself bottle service on your birthday, and whether answering emails in a coffee shop makes you productive or just annoying. They also get into heavier territory, discussing allegations involving a comedy club owner, the challenges women face getting stage time, and the never-ending debate around joke stealing, including Robin Williams’ complicated legacy. Plus: Ben Affleck confusion, voice memos, Live Nation’s impact on festivals, and the kind of trashy-yet-thoughtful conversation that can only happen between comics who’ve spent too much time in bars and green rooms. New episodes every week. Follow: @bradaintfunny @shericiprane @rebeccaTkaplan #ComedyPodcast #StandUpComedy #NYCComedy #PimpDaddyPodcast #RebeccaKaplan #Shericiprane #bradrickert

Send us Fan Mail Episode 81 of the Pimp Daddy Podcast features comedian and rapper Fluke Human joining Sheri Ciprane and Brad Rickert for a wild conversation that bounces between comedy, music, and questionable life choices. We dive into Fluke’s experiences working for TaskRabbit, the differences between writing stand-up comedy and writing rap lyrics, and what makes battle rapping such a unique art form. The crew debates the Mount Rushmore of white rappers, breaks down the eternal question of Chet Hanks vs. Colin Hanks, and shares stories from growing up in Catholic school. Plus, we settle one of the most important discussions of our time: what are Jim Carrey’s greatest movies? New episodes every week featuring comedians, creators, and anyone interesting enough to sit on the couch. 🎙️ Hosts: Brad Rickert Sheri Ciprane 🎤 Guest: Fluke Human Like, subscribe, and leave a comment with your Mount Rushmore of white rappers. #PimpDaddyPodcast #FlukeHuman #ComedyPodcast #BattleRap #JimCarrey

Send us Fan Mail 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. #PimpDaddyPodcast #BradRickert #SheriCiprane

Send us Fan Mail 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.

Send us Fan Mail 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.

Send us Fan Mail 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.

Send us Fan Mail 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​

Send us Fan Mail 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.

Send us Fan Mail 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.

Send us Fan Mail 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.

Send us Fan Mail 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!

Send us Fan Mail 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.

Send us Fan Mail 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