HATE TO BREAK IT TO YA with Jamie Kennedy Podcast
1) Comedy, Criticism, and Being a Good Guy While Playing the Villain with Jeff Dye | Ep 239 HTBITY
Jeff Dye sits down with me for a wide-ranging conversation about ambition, conviction, and what it actually means to stay true to yourself in modern comedy. We talk about why Jeff believes his goal is...Show More
2) Pauly Shore Opens Up About Success, Regret, and Reinvention | EP 238 HTBITY w/ Jamie Kennedy
In this episode, I sit down with my buuuuuddy Pauly Shore for an honest, wide-ranging conversation about getting older, looking back, and figuring out what still matters. We talk about fame in the ’90...Show More
3) Beverly D’Angelo on Love, Fame, and the Life That Happened in Between | Ep 237 HTBITY with Jamie Kennedy
In this episode, I sit down with the legendary Beverly D’Angelo for a wide-ranging and deeply personal conversation about love, independence, and the unexpected paths life can take. Beverly opens up a...Show More
4) Truth, Grief, and the Feeling That Something’s Ending | Ep 236 HTBITY w/ Jamie Kennedy
In this solo episode, I talk through why the world feels different, why empathy seems to be disappearing, and why so many things we’ve normalized just don’t sit right anymore. From censorship and cult...Show More
5) Capitol Chaos, Surviving Prison, and Getting Pardoned with Jon Mellis | Ep 235 HTBITY
In this episode, I sit down with Jon Mellis, whose life story spans a decade in state prison, years of rebuilding on the outside, and ultimately his presence at January 6th. Jon walks through his earl...Show More
Capitol Chaos, Surviving Prison, and Getting Pardoned with Jon Mellis | Ep 235 HTBITY
1:27:24 | Dec 15th, 2025
6) Are We All Being Played? Comedy, Politics, Sports & The Illusion of Control | Ep 234 Hate To Break It To Ya with Jamie Kennedy
In this episode I’m talking about everything from my new movie Portal in the Pines to why it feels like the whole world is running on glitch mode. I break down that insane NFL penalty everyone’s been ...Show More
7) Peter Madrigal on Vanderpump Secrets, Reality TV Chaos & Hollywood Today | Ep 233 HTBITY with Jamie Kennedy
Peter Madrigal stopped by the studio and we got into the real story behind his time on Vanderpump Rules, the early days at SUR, and what it was like being part of one of the biggest reality TV shows o...Show More
8) Street Madness, Demon Bee Discovery, and Social Media Delusion | Ep 232 HTBITY with Jamie Kennedy
I’m back with a new solo episode, and the world feels like it’s getting stranger by the day. From bizarre street behavior in Studio City to demon bees in Australia, to airports charging seventeen buck...Show More
9) Catching Up With Deep Roy: JKX Stories, Star Wars Secrets, and Total Chaos | Ep 231 HTBITY
This week on Hate To Break It To Ya with Jamie Kennedy, I'm joined by my old friend Deep Roy! From the moment he sits down, it feels like reconnecting with an old friend who’s lived ten lifetimes in H...Show More
Catching Up With Deep Roy: JKX Stories, Star Wars Secrets, and Total Chaos | Ep 231 HTBITY
1:17:37 | Nov 17th, 2025
10) Hollywood’s Star System Is Dead: Logic Over Labels | EP 230 HTBITY with Jamie Kennedy
In this solo episode, I take a hard look at what’s really happening in Hollywood, from the collapse of the traditional movie star system to how social media and short-form content have changed what it...Show More