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...
Jun 22
47 min
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 o...
Jun 5
45 min
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...
May 21
46 min
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 vid...
May 8
48 min
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 commu...
Apr 21
55 min
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 ...
Apr 11
52 min
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 wh...
Mar 23
52 min
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 ca...
Mar 3
44 min
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.
Feb 19
55 min
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’...
Jan 30
40 min
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