Pimp Daddy Podcast
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!
Episodes
78 episodes
Tiger Woods Trouble, Kanye at SoFi & Our Nightmare Road Gig | E78 | Pimp Daddy Podcast
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 R...
Roast Battle NYC, Dating with Tourette’s, OF, & Atlantic City Gambling w/ Dan Wickes | E77 | PDP
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 abo...
Rich vs Poor, Dating Latinas & Saying Whatever You Want w/Seth Payne | E76 | Pimp Daddy Podcast
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 i...
Are Conspiracy Theorists Winning? + Gen Z Rap Exposed with Obi Ehn | E75 | Pimp Daddy Podcast
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 dif...
Epstein Files, Michael Jackson, Comedy Club Scandal + Collectibles Boom | E74 | Pimp Daddy Podcast
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 colle...
NFL Talk, NYC Comedy & Ghosting in the Year of the Horse w/Asif Lakhani & Kayla Engeman | E73 | PDP
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 tal...
Minnesota ICE Raids and Daycare Chaos, WNBA Debate, Jake Paul Fight + Food Culture Clash | E72 | Pimp Daddy Podcast
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 prot...
Ozempic Parents, Anime Kids & NYC Tourist Traps | E71 | Pimp Daddy Podcast
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 ...
Therapy, Streaming Wars, and Good Gambling Decisions | E70 | Pimp Daddy Podcast
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 cultur...
Philly Trips, Bonfire Drama, Gay Rappers & Guest Torrey Huggins | E69 | Pimp Daddy Podcast
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 wh...
Pimp Daddy Podcast Live from Chicago: Top Comedians, Debauchery, and The 6-Sided Circus | E68 | PDP
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 interacti...
NYC Elections, Chicago Chaos & President Biden Talks Trump, Zohran & Ice Cream | E67 | PDP
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 ou...
Halloween Parties, NFL Drama & A Bad Bunny Super Bowl | E66 | Pimp Daddy Podcast
We finally have a new studio… and zero self-controlBrad 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...
Tony Hawk Taught Ian Fidance to Skate?! + Pee Funnels, Blink-182 & Bad Flirting | E65 | PDP
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 teach...
Charlie Kirk, Jimmy Kimmel, Cardi B's Pregnancy & Comedian Anthony Greco |E64| Pimp Daddy Podcast
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 i...
Gay Marriage at Risk, Trump Sends Troops, Millennial Debt & Rachel Kenaston |E63| Pimp Daddy Podcast
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 b...
Colbert Cancelled, Brain Rot Summer, and Rebecca Kaplan | E62 | Pimp Daddy Podcast
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.<...
Happy Gilmore 2, Comedy Drama, and Millennial Memories with Kyle Wayne | E61 | Pimp Daddy Podcast
🎙️ 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 WayneIn this episode of the Pimp Daddy Podcast, Bra...
Hulk Hogan, Sydney Sweeney & Baseball Cards w/ Asif Lakhani | E60 | Pimp Daddy Podcast
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 s...
“He Met J.Lo at the Gym?! Jack Sullivan Spills on Murder Inc, Bottom Baiting & Coming Out Late| E59 | Pimp Daddy Podcast
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...
Diddy Drama, Foot Fetishes, and Zohran Wins with Kyle Lewis | E58 | Pimp Daddy Podcast
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 ne...
Politicians, Porno, & Patriotism with Victoria Flynn | E57 | Pimp Daddy Podcast
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 ...
Time for a Tune Up with Alaina Bamfield | E56 | Pimp Daddy Podcast
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 on...
Datin', Skatin', and Nude Beaches with Olivia Barbulescu | E55 | PDP
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...
New Pope Who Dis? with Sheri Ciprane, Brad Rickert, & Rachel Kenaston | E54 | PDP
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 pe...