The Caleb Pressley Show

The Caleb Pressley Show

United States

Thanks for listening to my podcast. I don't have a strict plan for what it's going to be about. The only component I know that will remain constant is me, so that's why I decided to just call it "The Caleb Pressley Show." It doesn't box us in. I will focus on things that I'm interested in--whether that's food, sports, music, film, whatever. I'm going to grapple with some curious stuff, and my hope is that it is as mentally stimulating for y'all as I know it will be for me.


BAYWATCH w/ Hannibal Buress  

Hannibal Buress joins the show before Baywatch hits theaters this weekend. He talks The Rock, Eric Andre, Chance The Rapper, summer league basketball and much more. A must listen episode for the listeners who shall not be named.

happy burst #7 || strip club with YP & Tex  

Drama in the office!!! Young Pageviews and Tex AKA the Bandera Butthole detail their recent trip to the strip club with Plaxico Burress.

MEME GOD w/ Tank Sinatra  

One of the most shared meme creators on the entire internet joins the show to talk everything from personal health to the Instagram algorithms. Follow Tank on Instagram at @tank.sinatra

happy burst #6  

How does Post Malone's mom speak to him? Who will be the first transgender rapper? And what happens when our very own Caleb Pressley tries to cook some ceviche? Find out on happy burst #6!

KICKFLIP 180 OLLIE w/ Paul Rodriguez  

On this week's episode we are joined by skateboarding legend Paul Rodriguez. We talk Lil Wayne. We talk Big Black. We talk about what it's like to be the only athlete besides Lebron, Kobe, & MJ to have 10 of his own sneakers. And most importantly, we talk about what keeps P-Rod young & happy.

happy burst #5  

A$AP Rocky got robbed for his property. Blac Chyna ran out of room on her property. Lil Uzi Vert is transitioning into a woman. And the Young & Happy Bart contest is officially underway.

happy burst #4  

Donni J Trump is telling secrets to the Russians. Kanye is playing Cards Against Humanity in a cage. Shaq (Aw Damn) O'Neal is going to be a sheriff.

MEME GOD w/ Tank Sinatra  

Rone and Caleb are joined by one of the generation's most shared meme creators, Tank Sinatra. They discuss everything from Instagram algorithms to what to eat for breakfast. Follow Tank on Intagram at @tank.sinatra

BEHIND THE BARSTOOL BIZ w/ All Business Pete  

All Business Pete of Barstool Sports opens the curtain to his secret world of elaborate tricks and trades.

happy burst #3  

Fired FBI director James Comey is 6'8"? Steve McQueen directing Tupac film in blackface? Lil Bow Wow is an influential art dealer? Find out in Happy Burst number THREE.

happy burst #2  

Kanye West is holed up in the Wyoming mountains. Kevin Durant is talking to Russell Westbrook and Rone again. The grammy's are returning to NYC. And it's all in less than half an hour.

Experimental Happy Burst  

In an experimental mini-episode, our Young and Happy heroes explore Lonzo Ball's foray into rap, Chris Rock's method acting affair and a new trend called stealthing. We also examine a young girl's blatant disrespect of our president and the show makes a new enemy in NASCAR driver AJ Allmendinger. And, we do it all in fewer than 20 minutes. Perfect for your commute! So charge up and plug in.

CHASE ELLIOTT w/ Chase Elliott  

Rone is back baby and we're talkin boobs, we're talking lappin and racin with Chase Elliott sponsored by Napa and Hooters. We also have segments about rap culture, and conspiracies.


Fight culture. Rone's return. The NFL Draft. Nootropics. Geography. This is Young & Happy.


Rone details what it feels like to be robbed on an international stage as his title of world rap battle champion was stolen from him over the weekend.


Young and Happy is on the verge of a new era... The Guest Era. Rone will soon return to New York City from his sabbatical and YAH will start bringing in real guests. It should also be noted that this episode might be the last time we hear Rone speak as the World Rap Battle Champion, as he has to defend his title this weekend in Toronto.


There is no proof that the actress Caleb hired off Craigslist in Alabama was a "working girl" in any other sense of the word than she was a girl who was working. Also, Rone has cockroaches.


Why did Kris Jenner leave her wide hipped lover? Does Caleb have a pencil back? Is Rone's Uber driver gay? Find out on this week's Young & Happy.


Filling in for Rone, John Feitelberg steps in to discuss a Michael Jordan conspiracy, More Life, and hockey hair and helmets.


The first ever reverse engineered episode of Young & Happy delivers Hells Angels stories and first hand accounts of cocaine-using mothers pooping in their maternity clothes. There are also two can't miss short stories authored by the infamous Caleb Pressley and Adam Ferrone.

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