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.



Full week three Natty Tour recap of the University of Alabama and the race at Talladega. The guys also do their visiting peer review of Uncle Chaps, and reminisce on a new "Best Moment of the Tour."

NATTY TOUR WEEK TWO w/ Bus Boy Benny  

Full week two Natty Tour recap including Mike Stud concert, peer review of Trent's visit, and best and worst moments of the Tennessee week.

NATTY TOUR WEEK ONE w/ Bus Boy Benny  

One week into the Natty Light Tailgate Tour, Bus Boy Benny and Caleb talk about the ups and downs of being back on the road as well as take questions from Twitter. This episode also features a new segment called "Kre-Alkalyning."

PHONE DOWN w/ Lost Kings  

Lost Kings join the show the on the release week of their new single "Phone Down." They talk about witnessing Kanye find out about Kim's hostage situation at Meadows, touring with Caleb, as well as a teaser of their new single.

MANAGING TIESTO w/ Matt Goldman  

Matt Goldman, manager of world famous DJ Tiesto, joins the show to talk about the intersection of sports and music.


Caleb's newly hired intern Glenny Balls joins the show to talk about reaching his intern potential. Mind, body, and soul were all covered as Caleb and Glenny continued to form a special bond.

THE MEETING ROOM w/ Coach John Shoop  

Caleb's former quarterback coach John Shoop, who coached in the NFL and NCAA for 20 years tells stories about his career with the likes of Jon Gruden, Brett Favre, Dom Capers and more. Follow Coach Shoop at @coachjohnshoop


World Champion Battle Rapper Rone joins the show to talk about his battle career as well as his unusual situation with Barstool Sports.

OUR SEC EXPERT w/ Cole Cubelic  

Former Auburn football player and current host of The Cube Show and SEC Network sideline analyst Cole Cubelic joins the show to discuss the upcoming SEC football season.

PRODUCING TAKES w/ Handsome Hank  

Pardon My Take Producer Hank Lockwood joins the show to talk about the recent success of PMT, his recent move to NYC, and the past year at Barstool Sports in general.


Chainsmokers Manager Enes Kolenovic joins the show in the midst of the meteoric rise of the number one DJ duo in the world. Enes describes how he met the Chainsmokers, how they built their foundation, and what it's like now with two songs in the country's top 10. He also declares Lost Kings as next up and elaborates on how he will help them get there. Lastly, he tells all listeners how to get free tickets to this weekend's Billboard 100 Festival in New York, and drops the world wide premiere of Wuki's remix of "Closer." Follow Enes @eneskolenovic

WHAT I'VE BEEN DOING w/ Dijana Kunovac  

As he prepares to move to NYC later this week, Caleb looks back on the last six months in an interview with Dijana Kunovac. Find Dijana at

WHAT I'VE BEEN UP TO w/ Dijana Kunovac  

As he prepares to move to NYC later this week, Caleb looks back on the last six months in an interview with Dijana Kunovac. Find Dijana at Song snippet featured: Choose by JPB ft. Deverano

HOLLYWOOD AGENT w/ Spencer Sherman  

CAA Music Agent Spencer Sherman sheds light on the Hollywood Agenting world as depicted by the popular HBO show "Entourage."

THE PENIS EPISODE w/ Penis Doctor Paul  

Official Urologist of The Caleb Pressley Show-my cousin Paul-joins live from Greece to answer penis questions. What to do. What not to do. Are the people with 4 hour boners from the Viagra commercials real. You name it, we talked about it.


First round draft pick for the Los Angeles Clippers and former Consensus All-American at the University of North Carolina, Brice Johnson joins the show live from the Ritz-Carlton which is serving as his temporary home in Southern California. Topics discussed during the episode include the final days of Brice's career at UNC, meeting friends on Grinder, and a Michael Jordan conspiracy theory.

YOUNGEST IN THE GAME w/ Coach Walt Bell  

32-year old Offensive Coordinator of the Maryland Terrapin football team-Walt Bell-joins the show to talk some ball. We discussed Maryland's relationship with Kevin Plank and Under Armour, recruiting in the DMV, and the work ethic that made him the (I think) youngest offensive coordinator in big time college football. Song Snippets Featured: Peace by Phay Caroline by Amine


Emerging Houston rapper and leader of "Little Dick Click" Ugly God gives his first exclusive interview fresh off multiple SoundCloud smashes. He elaborates on his love for toes, the connection between Pokemon and lizards, and his very close relationship with Caitlyn Jenner.


National Radio Hall of Fame inductee and founder and chairman of both Courtside Entertainment Group and Westwood One-Norm Pattiz-joins the show from the PodcastOne studio in Beverly Hills, California. The discussion ranges from Barstool's home at PodcastOne, Pattiz's night with Shaq on the floor of Kobe's last game, and even more including high fashion, carrying guns, and being questioned by the FBI.

OWNER's BOX w/ Mike Stud  

Rapper Mike Stud drops the world premiere of his new song "Owner's Box" just hours before his Esquire reality TV show "This Is Mike Stud" has a premier of its own. During this episode Caleb visits Stud's Hollywood home to talk liver health, paper work for party goers, and a brief felony.

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