Podcast
Pimp Daddy Podcast
Hosted by Brad Rickert and Sheri Ciprane
Sheri Ciprane is a former drug addict-turned-battle rapper-turned-lesbian-comedian, while Brad Rickert is a pastor’s kid, bartender, comedian, and full blown lunatic. Both are New York City comics with humble beginnings and a hilariously warped view of the world. They’re swapping origin stories, tossing wild takes, and soaking in the hustle of the greatest city on earth—performing every night and embracing the grind. With their unique swaggy energy, the magic of this duo lies in their chemistry and friendship. You’ve got to hear it for yourself. Enjoy, muddafuggas!
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Episodes
- How Nate Stein Turned Movie Parodies Into Viral Comedy Fame | E79 | Pimp Daddy PodcastMay 8, 2026 · 48 minSend 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.
- Tiger Woods Trouble, Kanye at SoFi & Our Nightmare Road Gig | E78 | Pimp Daddy PodcastApr 21, 2026 · 55 minSend 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.
- Roast Battle NYC, Dating with Tourette’s, OF, & Atlantic City Gambling w/ Dan Wickes | E77 | PDPApr 11, 2026 · 52 minSend 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.
- Rich vs Poor, Dating Latinas & Saying Whatever You Want w/Seth Payne | E76 | Pimp Daddy PodcastMar 23, 2026 · 52 minSend 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
- Are Conspiracy Theorists Winning? + Gen Z Rap Exposed with Obi Ehn | E75 | Pimp Daddy PodcastMar 3, 2026 · 44 minSend 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.
- Epstein Files, Michael Jackson, Comedy Club Scandal + Collectibles Boom | E74 | Pimp Daddy PodcastFeb 19, 2026 · 55 minSend 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.
- NFL Talk, NYC Comedy & Ghosting in the Year of the Horse w/Asif Lakhani & Kayla Engeman | E73 | PDPJan 30, 2026 · 40 minSend 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.
- Minnesota ICE Raids and Daycare Chaos, WNBA Debate, Jake Paul Fight + Food Culture Clash | E72 | Pimp Daddy PodcastJan 22, 2026 · 49 minSend 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!
- Ozempic Parents, Anime Kids & NYC Tourist Traps | E71 | Pimp Daddy PodcastDec 22, 2025 · 50 minSend 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.
- Therapy, Streaming Wars, and Good Gambling Decisions | E70 | Pimp Daddy PodcastDec 11, 2025 · 49 minSend 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
- Philly Trips, Bonfire Drama, Gay Rappers & Guest Torrey Huggins | E69 | Pimp Daddy PodcastNov 29, 2025 · 53 minSend 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 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.
- Pimp Daddy Podcast Live from Chicago: Top Comedians, Debauchery, and The 6-Sided Circus | E68 | PDPNov 18, 2025 · 1 hr 8 minSend 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 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
- NYC Elections, Chicago Chaos & President Biden Talks Trump, Zohran & Ice Cream | E67 | PDPNov 6, 2025 · 48 minSend 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 presidency, Kamala Harris, life in Delaware, his kids Hunter and Ashley, and of course, his undying love for Mario Kart and ice cream. It’s one of our funniest, most chaotic episodes yet — part politics, part road diary, all Pimp Daddy energy. 👉 Subscribe for new episodes every week 🎧 Available on Spotify, Apple Podcasts, and everywhere you listen
- Halloween Parties, NFL Drama & A Bad Bunny Super Bowl | E66 | Pimp Daddy PodcastOct 23, 2025 · 53 minSend 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 opinions. #PimpDaddyPodcast #ComedyPodcast #BradRickert #SheriCiprane #Halloween #NFL #FunnyClips
- Tony Hawk Taught Ian Fidance to Skate?! + Pee Funnels, Blink-182 & Bad Flirting | E65 | PDPOct 7, 2025 · 1 hr 1 minSend us Fan Mail This week on Pimp Daddy, hosts Brad Rickert and Sheri Ciprane sit down with comedians Ian Fidance and Amanda Vasco for a wild, hilarious ride through topics that probably shouldn’t be in the same sentence. Ian talks about Tony Hawk teaching him to skate, how bad he is at flirting, and growing up as Sheri’s cousin. Amanda opens up about losing her virginity, peeing standing up with a pee funnel, and her Miami roots. The crew also dives into flushing the algorithm, Ian in the Barstool Pride Parade float, seeing Blink-182, and how they want to be buried—because of course it ends there. Tune in for chaos, confessions, and comedy you won’t hear anywhere else. 🎙️ Listen now on Spotify, Apple Podcasts, or wherever you get your pods! #PimpDaddyPodcast #IanFidance #AmandaVasco #ComedyPodcast #TonyHawk #Blink182 #Barstool #SexComedy #StandUpComedy #NYCPodcast
- Charlie Kirk, Jimmy Kimmel, Cardi B's Pregnancy & Comedian Anthony Greco |E64| Pimp Daddy PodcastSep 27, 2025 · 53 minSend us Fan Mail In this week’s episode of the Pimp Daddy podcast, hosts Brad Rickert and Sheri Ciprane dive headfirst into the biggest pop culture and political stories making headlines. We break down Charlie Kirk’s latest hot takes, the state of free speech in America, and why Jimmy Kimmel is back in the spotlight. Plus, we get into Cardi B’s surprise pregnancy announcement and what it means for hip hop, celebrity culture, and social media. Then, we sit down with New York comedian Anthony Greco — a hilarious comic and cancer survivor who shares his story, his comedy grind, and how he turned struggle into sharp punchlines. If you’re looking for unfiltered comedy, irreverent takes, and the funniest commentary on pop culture and politics, this is the Pimp Daddy episode you don’t want to miss.
- Gay Marriage at Risk, Trump Sends Troops, Millennial Debt & Rachel Kenaston |E63| Pimp Daddy PodcastSep 12, 2025 · 50 minSend us Fan Mail In this new episode of the Pimp Daddy Podcast, Brad and Sheri break down the week’s biggest cultural and political chaos with their signature mix of comedy and sharp commentary. Topics include: *The shocking possibility of gay marriage being revoked and what it means for LGBTQ+ rights in America. *Donald Trump sending troops into D.C. and Chicago and the fallout that could bring. *The crushing millennial debt crisis and why an entire generation feels stuck. *Dean Cain volunteering for ICE and the bizarre celebrity takes that never stop. *A heated debate on Jessica Biel’s prime and where she ranks in pop culture history. Then, special guest Rachel Kenaston returns for her fourth appearance—the most of any guest on the show. From political absurdity to hilarious hot takes, this episode has it all. Tune in for unfiltered comedy, raw conversations, and insights you won’t hear anywhere else.
- Colbert Cancelled, Brain Rot Summer, and Rebecca Kaplan | E62 | Pimp Daddy PodcastSep 3, 2025 · 52 minSend us Fan Mail On this episode of the Pimp Daddy Comedy Podcast, Brad and Sheri dive into Colbert’s cancellation and Trump’s influence on late-night TV, the madness of Brain Rot Summer 2025, Rosie O’Donnell being right, and what’s heating up in the WNBA. Then we’re joined by Rebecca Kaplan — New York City stand-up comic, comedy producer, and podcaster — for a hilarious deep-dive into musicals, karaoke, autism, and the world of dating on the spectrum. If you love sharp comedy, hot takes, and unfiltered conversations with NYC’s funniest comics, this episode is for you.
- Happy Gilmore 2, Comedy Drama, and Millennial Memories with Kyle Wayne | E61 | Pimp Daddy PodcastAug 25, 2025 · 55 minSend us Fan Mail 🎙️ New Episode of Pimp Daddy Podcast | Happy Gilmore 2 Review, Marc Maron vs Theo Von Drama, Nelk Boys & the President of Israel, Pamela Anderson + Liam Neeson, & Comedian Kyle Wayne In this episode of the Pimp Daddy Podcast, Brad and Sheri dive into: • 🎬 A full review of Happy Gilmore 2 and why Adam Sandler’s comeback has comedy fans buzzing. • 🎤 The latest comic-on-comic beef, breaking down the Marc Maron vs Theo Von press drama. • 🌍 The Nelk Boys’ viral interview with the President of Israel and what it means for YouTube and politics. • 💘 Pamela Anderson dating Liam Neeson—Hollywood’s most unexpected couple? Then in the second half, we sit down with Kyle Wayne, a stand-up comedian from Iowa and founder of the live comedy production company Tight Pants. We talk about: • 👖 The millennial meaning behind “tight pants” • 🏫 Stories from high school and growing up in Iowa • 🍺 The official hierarchy of light beers (Bud Light vs Miller Lite vs Coors Light — who wins?) If you love comedy podcasts, hot takes on pop culture, and unfiltered conversations with rising comedians, this episode is for you. 🔔 Don’t forget to subscribe to Pimp Daddy Podcast for weekly episodes covering stand-up comedy, movies, trending news, and interviews with comedians from NYC to the Midwest.
- Hulk Hogan, Sydney Sweeney & Baseball Cards w/ Asif Lakhani | E60 | Pimp Daddy PodcastAug 14, 2025 · 52 minSend us Fan Mail This week, Sheri and Brad kick things off with a wild first half — breaking down the news of Hulk Hogan and Ozzy Osbourne’s deaths, Sydney Sweeney’s nostalgic American Eagle ad, and the strange but adorable world of Labubu toys. In the second half, we sit down with Atlanta-born and New York based comedian Asif Lakhani to talk religion, travel, and what it’s like being Muslim while chasing stand-up comedy. Plus, we crack open some packs of vintage baseball cards and see what gems (or absolute nobodies) are hiding inside. It’s part pop culture, part deep dive, and part cardboard nostalgia — a true Pimp Daddy mix.
- “He Met J.Lo at the Gym?! Jack Sullivan Spills on Murder Inc, Bottom Baiting & Coming Out Late| E59 | Pimp Daddy PodcastJul 22, 2025 · 46 minSend us Fan Mail On this wild episode of Pimp Daddy, Brad and Sheri chop it up with Jack Sullivan, a hilariously bold gay comic from NYC (by way of Catholic school and the DC suburbs). Jack spills tea on: ☕️ Meeting Jennifer Lopez in a gym locker room 💀 His real-life connection to Murder Inc. 🌈 Coming out after college 💥 Bottom baiting (yes, it’s exactly what it sounds like) 🎭 Will Smith, Kim Kardashian, and the icons gays can’t quit It’s chaotic, candid, and comedy gold. Don’t miss this
- Diddy Drama, Foot Fetishes, and Zohran Wins with Kyle Lewis | E58 | Pimp Daddy PodcastJul 11, 2025 · 41 minSend us Fan Mail This week on Pimp Daddy, Brad and Sheri sit down with Brooklyn-born comedian Kyle Lewis! Kyle’s been a fixture in the NYC comedy scene for years, running his long-standing stand-up show Character Select at The Stand. The three dive deep into nerd culture—Comic Con hype, growing up geeky in the city, and the surprisingly large Venn diagram between anime fans and foot fetishists. They also get into real talk about Zohran Mamdani winning the primary, Diddy possibly walking free, and what it all says about power, politics, and public perception. If you like stand-up, scandal, and Spider-Man, this one’s for you.
- Politicians, Porno, & Patriotism with Victoria Flynn | E57 | Pimp Daddy PodcastJul 3, 2025 · 53 minSend us Fan Mail This week on Pimp Daddy, Brad and Sheri sit down with the razor-sharp and wildly funny Victoria Flynn for a chaotic dive into the twisted intersection of comedy, politics, and patriotism. We ask the big questions: Are politicians becoming better stand-ups than actual comics? Can you get TMJ from blowing a soldier? Should every artist push a cause—or just push boundaries? Oh, and of course, we take a moment to salute the troops Happy 4th Y'all!
- Time for a Tune Up with Alaina Bamfield | E56 | Pimp Daddy PodcastJun 23, 2025 · 47 minSend us Fan Mail Brad and Sheri welcome back friend of the pod Alaina Bamfield. Alaina goes into deep detail about her brush with fame, getting soliciters in her DM's, and the neighborhood pimp who lives on her steps. No back rubs on this one please, enjoy! Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Datin', Skatin', and Nude Beaches with Olivia Barbulescu | E55 | PDPJun 2, 2025 · 50 minSend us Fan Mail Olivia Barbulescu is a former figure skater, tech worker, and current comedian in NYC. Sheri and Brad dive into fun topics including high school training schedules, lying about your height, botox, and the nude beaches in France and Spain. You're going to love this conversation... unless you're Mark Zuckerberg. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- New Pope Who Dis? with Sheri Ciprane, Brad Rickert, & Rachel Kenaston | E54 | PDPMay 22, 2025 · 51 minSend us Fan Mail Sheri and Brad welcome back friend of the show Rachel Kenaston. The trio sips some white claws and discusses fetishizing partners for their religion, how the nightlife industry is changing, and why 24 hour grocery stores are the perfect drunk activity. A ton of fun moments between friends, thanks for listening/watching. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- NYC Firefighter with Andres Marin | E53 | PDPMay 9, 2025 · 53 minSend us Fan Mail Sheri and Brad are back and have a quick catch up before bringing in their guest NYFD's own Andres Marin. Andres is an 8 year veteran of the New York Fire Department and a 2 year veteran of stand up comedy. We chat with Andres about getting his start as an EMT, some of his craziest 911 calls, and how improv/listening helps him excel at his job. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Sleep Demon with Zar the Star | E52 | PDPApr 24, 2025 · 23 minSend us Fan Mail The Pimp Daddy's welcome actor and social media superstar Zar. Whether it's flipping her trauma into success, working on a new character, or prank calling local businesses Zar is the master of making her work look effortless and hilarious. The trio discusses Tyga, coming out in the 90s, parental relationships, and revirginity. It's a quick convo but this episode is loaded with funny. Thanks for tuning in! Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy...
- Go Big or Go T with Big T | E51 | PDPApr 14, 2025 · 41 minSend us Fan Mail Sheri and Brad welcome in New York Comedian and Rockaway Legend Big T... Big T has made a name for himself in the comedy world with his authentic blue collar performances. Whether its stand up, roasting, or internet content you feel Big T's presence as soon as he walks in the room. In this conversation they cover Rockaway, nude beaches, prepping for a roast, his former life as a dealer, and some of his biggest wins and losses in gambling. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- 50th Episode with Rachel Kenaston, Amanda Lynn Baez, and Silver | E50 | The PDPApr 4, 2025 · 43 minSend us Fan Mail Holy Shnikes we made it to 50 episodes... Brad and Sheri talk evolving to your best self, Rachel and Amanda meet Silver from the Pit, and a prank falls flat. Thanks for being our friends and our listeners hope you enjoy! Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- The Birds Take Over with Laura Merli | E49 | The PDPMar 28, 2025 · 53 minSend us Fan Mail NYC comedian Laura Merli is a a load of fun on this episode of The PDP. Laura recalls the horrors of being attacked by a flock of geese, dives into her authentic persona onstage, and chats with Brad and Sheri about navigating content creation in 2025. You can catch her stand up special "Belly Slappin' Fun" out now on Youtube. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Live from the Pit with Diego Torrado and Silver | E48 | The PDPMar 17, 2025 · 43 minSend us Fan Mail Brad and Sheri welcome back Diego Torrado who has undergone a lot of changes. Since we last talked with Diego he has taken a vow of virginity and dedicated his life to martial arts. After a quick catch up he introduces us to one of his oldest friends, Silver. Silver is not a robot despite popular opinion and is in fact a machine demon hybrid who hails from The Pit (not Pittsburgh). Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Bombing for Chalamet with Gabby Jordan Brown | E47 | The PDPMar 7, 2025 · 50 minSend us Fan Mail The PDP welcomes comedian and podcaster Gabby Jordan Brown. Gabby was raised in NYC and began her comedy journey in her early 20's. She's wild, brash, and just the sweetest woman on the planet. In this conversation Brad, Sheri, and Gabby chat about baseball, old school sex shops, going to school with future celebs, and some of her dirty dreams. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid who grew up in a trailer park right outside of Gary, IN. Both are New York City comics with humble roots and a distorted grasp on reality.
- Pitty Pitty Bang Bang with Alia Bajorek | E46 | The PDPFeb 27, 2025 · 1 hr 2 minSend us Fan Mail The PDP is excited to welcome the multi-talented Alia Bajorek. Alia, a NYC-based actor and comedian, has appeared in some of the most-watched comedy videos across the internet in recent years. Hailing from upstate New York, she combines sharp social commentary with the raw vulnerability of everyday life in her work. In this conversation, Brad, Sheri, and Alia dive into a mix of topics, including bull riding, the frustrations of getting cut in line, community college experiences, and even the existence of God. It’s a wonderfully unpredictable ride. Sheri Ciprane, a former drug addict-turned-battle rapper-turned-lesbian-comedian, joins the conversation alongside Brad Rickert, a pastor’s kid who grew up in a trailer park near Gary, IN. Both are NYC comics with humble beginnings and a somewhat warped view of reality.
- Philly Special with Romy Rosner | E45 | PDPFeb 13, 2025 · 56 minSend us Fan Mail The Pimp Daddy's welcome Romy Rosner. Romy is an up and coming comic based out of Philadelphia who did her first gigs starting in high school. In just a couple short years she's navigated both the Philly and New York scene to become a must see act on the East Coast. In this episode Sheri, Brad, and Romy cover dating in Philly vs NYC, the Eagles Super Bowl, and the glorious establishment known as Wawa. Don't forget that every nipple is a snowflake and don't forget to like and subscribe! Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid who grew up in a trailer park right outside of Gary, IN. Both are New York City comics with humble roots and a distorted grasp on reality.
- A Sobering Tale with Danny Fallon | E44 | PDPFeb 6, 2025 · 47 minSend us Fan Mail Sheri's holding down Philly for this year's Super Bowl, Brad wants justice for Carl Winslow, and Danny Fallon drops by the studio for a chat. Danny is a stand up comic in New York who's lived quite the life already. Whether it was chasing rock stardom and crack rocks in Cali, nodding off in Indiana, or beginning his comedy career in Flroida, Danny has seen a few things. Him and Sheri compare notes on sobriety and getting out of the heavy drug game in this candid, vulnerable, but silly convo. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality.
- Norwegian Brother-Sister Vibes with Sarah Barnitt & Anthony Greco | E43 | PDPJan 23, 2025 · 35 minSend us Fan Mail Brad and Sheri welcome back friend of the pod Sarah Barnitt and this time she brought Anthony Greco with her. Both New York comics who grew up on Long Island, Anthony and Sarah are both fixtures in the NYC stand up and roast scene. Going to a wedding solo, freezing your seed, and saving Shrek 3 for marriage are amongst this episode's topics. Pop in your airpods, this one's a great virtual hang. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality.
- Saturday Night Fever Dream with J Turner | E42 | PDPJan 18, 2025 · 54 minSend us Fan Mail Sheri and Brad are back with another episode of the Pimp Daddy Podcast. Today they welcome their guest J Turner. J is a New York comic and internet personality who's made a name with his on street interviews and wild characters. This episode is a tornado of topics and takes on everything from Diddy, drones, voting, and the time J snapped a comedians arm live at a show arm wrestling. Come for the convo, stay for the blackmail. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- 2025 a Year in Preview with Kay Day | E41 | PDPJan 3, 2025 · 51 minSend us Fan Mail The Pimp Daddy's welcome back music artist and social media anti-hero Kay Day. On the surface Kay Day is a satirical psycho who writes provocative funny songs, but deep down she's just a weird funny girl from Louisville, Kentucky. Get your new year started right with this fun convo discussing the rigorous schedule of social media stardom, plans for the new year, and sobriety in a world of substance. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Summoning the Luigi Board with Rachel Kenaston | E40 | PDPDec 27, 2024 · 53 minSend us Fan Mail It's the holiday episode and we're decking the halls with our first repeat guest in Pimp Daddy History, Rachel Kenaston! Sheri and Brad get the episode started with a quick catch up before diving into Rachel's latest projects, including a t-shirt of America's most lusted after (alleged) criminal. This is truly a family affair; so grab a cup of coffee, prosecco, or RC Cola and enjoy this fireside chat. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- No Nuts, No Butts, No Coconuts with Matthew Torres | E39 | PDPDec 19, 2024 · 26 minSend us Fan Mail Brad and Sheri welcome Matthew Torres to the podcast. Matt is a Chicago based comedian who's been in the game for over a decade. Joining the Marines right out of high school Matt served two tours in Iraq and then started comedy shortly after. This year alone he's performed at The Comedy Store, The Stand, Zanies, and travelled all over the country with his relatable style of storytelling. This episode goes off the rails quickly in the best way. Enjoy! Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Eminem and M&M's with Alaina Bamfield and Connor Meade | E38 | PDPDec 13, 2024 · 51 minSend us Fan Mail Brad and Sheri welcome Michigan's own Connor Meade and Alaina Bamfield. Get ready for some midwest niceties and general girl talk with a dark twist. The gang discusses ozempic, trauma, being straight in 2024, and a myriad of other wild topics. Indulge, relax, and enjoy the convo with our fav friends from the Mitten. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Grasping for a Personality with Brendon Lemon | E37 | PDPDec 5, 2024 · 55 minSend us Fan Mail The Pimp Daddy’s are back and have a ton to catch up on! Sheri’s on Ozempic, Brad quit couple’s counseling, and they’re both fantasizing about joining the military. Later on they welcome first time guest to the pod Brendon Lemon. A Michigan native who literally grew up in a comedy club, Brendon slides right in for an enjoyable convo that highlights his two year run as owner/operator of his own club in NYC and his recent stint in France attending clown school. A lot of good stuff in this one, enjoy! Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Algorithm of Life with Emma Willmann | E36 | PDPNov 14, 2024 · 52 minSend us Fan Mail Brad and Sheri are honored to welcome New York comedy legend and Maine native Emma Willmann. Emma is one NYC's most sought after acts making regular appearances at Comedy Cellar and The Stand, and most recently making her Tonight Show Debut. In this surprisingly poignant pod the gang touches on vices, rehab, therapy, and old school lesbianism. Pop in your airpods and relax, you're definitely going to want to take your time and chew this episode instead of swallowing it whole. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Identical Twins with Eric Fretty and Diego Torrado | E35 | PDPOct 31, 2024 · 22 minSend us Fan Mail Brad and Sheri welcome identical twins (not really) Diego Torrado and Eric Fretty. Eric and Diego are comedians, collaborators, roommates, and besties who just moved to NYC by way of Chicago. This foursome is off the rails from the jump and cover topics like Judaism, sexuality, Dikembe Mutombo, and Lunchables. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Latin Women Lovers Club with Andrew Weiss | E34 | PDPOct 24, 2024 · 20 minSend us Fan Mail Brad and Sheri welcome New York comedian and New Jersey native Andrew Weiss. In this quick convo they cover the trio's mutual love of Latina women, how to properly pronounce Newark, what really goes down in the Jewish tunnels, and why the Amish have it right. Andrew is a super fun high energy hang and this episode is filled with ton of laugh at loud moments. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Disney Adult with Kayla Engeman | E33 | PDPOct 17, 2024 · 52 minSend us Fan Mail PDP welcomes friend and comedy colleague Kayla Engeman. Kayla is a New Jersey native and frequent collaborator of Brad and Sheri's. In this super smooth episode the gang tackle a variety of (hot) topics including Italian culture, Roku City, high class vs low class orgies, and comedy pet peeves. Grab a pastrami sandwich and turn up your air pods, this is a great listen whether you need to laugh or just relax and disassociate. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Ellen Stole My Joke with Karla Watkins | E32 | PDPOct 11, 2024 · 41 minSend us Fan Mail PDP has some much needed girl talk with new friend of the pod Karla Watkins. Karla drops by and chats body dysmorphia, cheaters, Diddy parties, and working behind the scenes in the porn industry. This episode was 100% shot in a studio and not in an apartment that Sheri and Brad share in Maspeth. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Salt of the Earth Bottoms with Dorian Debose (featuring E-40) | E31 | PDPOct 3, 2024 · 42 minSend us Fan Mail Everything this A-OK in the PDP universe as Brad and Sheri welcome comedian Dorian Debose. Dorian is a powerhouse New York comic from Kansas City and had a good childhood? They debate the efficacy of the American education system, the nuances of race in stand up comedy audiences, where to find solid BBQ in NYC, and the integrity of being a bottom. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!
- Bushwick's Best Bisexuals with Rachel Kenaston and Amanda Lynn Baez | E30 | The Pimp Daddy PodcastSep 19, 2024 · 43 minSend us Fan Mail The Pimp Daddy's welcome their close pals Amanda Lynn Baez and Rachel Kenaston. Amanda and Rachel are Brooklyn comics who are frequent collaborators with the PD's. The familiarity breeds one of our raunchiest episodes yet as the crew discusses squirting, Raya, and couple's counseling. Grab an umbrella we may have a squirting situation at hand. Sheri Ciprane is a former drug addict/battle rapper and current lesbian/comedian. Brad Rickert is a pastor's kid, bartender, and comedian who still doesn't understand what Kanye did wrong. Both are New York City comics with humble roots and a distorted grasp on reality. They're swapping origin stories and spewing BS in the best city in the world, while performing nightly and surrendering to the grind. Both equally and uniquely Swaggtastic, the best part of this combo is their chemistry and friendship. You gotta listen for yourself. Enjoy muddafuggas!