Pimp Daddy Podcast

Send us Fan Mail Episode 90 of Pimp Daddy Podcast is here, and a lot has changed. Brad Rickert and Sheri Ciprane are back together for a particularly personal episode as Sheri navigates a major life transition, including her divorce, and the two catch up on everything happening in their increasingly chaotic lives. From trying to remain stoic when life is falling apart to maintaining your sanity (a...

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 yo...

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 come...

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, i...

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 ta...

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...

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...

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 Ric...

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...

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 ar...

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...

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...

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...

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 als...

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 a...

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....

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 bre...

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 issue...

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 spiral...

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

Send us Fan Mail 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 withou...

Send us Fan Mail 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...

Send us Fan Mail In this episode of Pimp Daddy with Brad Rickert & Sheri Ciprane, we dive into a wild week — from the New York City election results and Zohran Mamdani’s big win to our Chicago trip where we stayed with friends, hit the road, and sold out our live comedy show. Then things get presidential when we welcome our guest — President Joe Biden.  Joe talks about Donald Trump’s presidenc...

Send us Fan Mail We finally have a new studio… and zero self-control Brad Rickert and Sheri Ciprane talk Halloween parties, sober dancing, Rudy Giuliani, and intimacy — because apparently we can’t stay on one topic.  They also dive into the cultural phenomenon that is Bad Bunny and what his Super Bowl appearance means for American culture Subscribe for weekly chaos, comedy, and questionable opinio...