Pimp Daddy Podcast

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...

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 episode is packed with laughs, insider stories, and the excitement of seeing a podcast unfold li...

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 opinions. #PimpDaddyPodcast #ComedyPodcast #BradRickert #SheriCiprane #Halloween #NFL #FunnyClips

Send 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 ...

Send 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, a...

Send 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 ...

Send 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,...