HATE TO BREAK IT TO YA with Jamie Kennedy

HATE TO BREAK IT TO YA with Jamie Kennedy

He’s mad as hell and he’s not going to take it anymore. HATE TO BREAK IT TO YA is a weekly podcast hosted by actor/comedian Jamie Kennedy. Jamie is on a constant quest to get to the bottom of things. Step inside Jamie’s brain where you will be confronted with idea’s that are unique and thought-provoking. An assault on your ears with a spin you may not want to hear.... Support this podcast: https://podcasters.spotify.com/pod/show/jamie-kennedy0/support

Episodes

October 21, 2026 • 105 mins
Everybody has an opinion about comedy these days, but does anybody actually understand it anymore? In this solo episode of Hate To Break It To Ya, I'm getting into the growing epidemic of people who think having a social media following makes them an expert on everything, especially stand-up comedy. From influencers to fellow comedians, it seems like everyone's trying to police what can and can't be funny. And frankly, I'm tired of...
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Anthony Michael Hall is one of those actors whose movies helped define an entire generation. This week on Hate To Break It To Ya, I finally got to sit down with someone I've admired since I was a kid. The Breakfast Club was one of the movies that made me want to become an actor, so getting to hear these stories firsthand was pretty incredible. We get into his early days working with John Hughes on The Breakfast Club, Sixteen Candl...
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This week I sat down with Joseph Whipp, who played Sheriff Burke in the original Scream and Sergeant Parker in A Nightmare on Elm Street, and I realized pretty quickly how much of his story I had never heard. Long before Scream, Joseph was a high school drama teacher in Northern California and spent two and a half years playing Randall P. McMurphy in a San Francisco production of One Flew Over the Cuckoo’s Nest before Jack N...
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This week I’m going down the AI rabbit hole because something about this story is getting seriously weird. An AI researcher leaves Anthropic warning about how dangerous this technology could become, we're hearing claims about rogue bots escaping their sandbox, hacking systems and even leaving self-replicating code around the internet — and I’m trying to figure out how much of this is real and how much could be a w...
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This week on Hate To Break It To Ya I sat down with Mercedes “MJ” Javid, and we had a lot to catch up on. We get into the world of Jeff Lewis and Chump Land, what happens when people fall out of a friend group, loyalty, getting “de-chumped,” and why some people walk away gracefully while others burn everything down on the way out. MJ also opens up about someone dropping dime on her during the first Chump Co...
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Your house. Your family. Your peace of mind. Protect it with my sponsor SimpliSafe. Get 50% off your system at https://simplisafe.com/jamiekennedy. There’s No Safe Like SimpliSafe. ✅ ⸻⸻⸻⸻⸻ Back with another solo episode, and this one happened because I came home from the Laugh Factory way too fired up to go to sleep. I went up on a Monday night, the set was going great, and then I tried one joke that completely changed the ...
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This week on Hate To Break It To Ya I sat down with Flash Shelton — better known as The Squatter Hunter — to get inside one of the craziest loopholes in the housing system. Flash breaks down how squatters and “deceptive tenants” use fake leases, tenant protections and civil law to stay in properties they don’t own — sometimes leaving homeowners stuck fighting for months just to get their own hou...
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This week I’m back with another Worlds on Fire, and this one starts with restaurant stupidity and somehow ends with Coca-Cola, predictive programming, Apple, the end times and a conversation with Hayden Panettiere that I haven’t talked about before. I start with one of my biggest restaurant pet peeves: people cleaning around your food while you’re still eating. If the restaurant is open, the kitchen is open &mdash...
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This week on Hate To Break It To Ya I sat down with Dave Sheridan — the man behind Officer Doofy and the actual Ghostface killer in the original Scary Movie — and I have to say, this is one of those conversations where I barely had to do anything. Dave just goes. He's one of the few people who genuinely makes me laugh without trying, and this episode is proof of that. We get into how Dave created Doofy, the strange road...
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In this solo episode of Hate To Break It To Ya, I get into everything that went down at the Scream 30th Anniversary panel at Midsummer Night Scream in Long Beach — one of the most elaborately produced con panels I've ever been part of, with a full union crew, stage set, music cues, and close to 2,000 people in the room. It was incredible. But something happened that I couldn't let slide, and I want to break it down honestly a...
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This week on Hate To Break It To Ya I sat down with Drea de Matteo — Emmy-winning actress, Queens native, Sopranos icon, and one of the most unexpectedly outspoken voices to come out of the COVID era — and the conversation went everywhere. Drea didn't come in with talking points. She came in with a story, and it's a wild one: a foreclosure notice, a flooded house, a lien she needed to pay off fast, and a decision that m...
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This week on Hate To Break It To Ya, I dive into the release of Anthony Fauci's personal diary and why I think it's one of the most overlooked stories of the year. I walk through the entries that caught my attention, the Congressional testimony that followed, the debate surrounding his pardon, and why so many people still have no interest in revisiting what happened during the pandemic. From there I revisit some of the moments tha...
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This week on Hate To Break It To Ya, I just got back from Galaxy Con, and I'm feeling the effects. I talk about what it's really like working conventions, the fans who make it all worthwhile, the emotional drain that comes with being "on" all weekend, and why I'm starting to rethink how often I do them. Then I get into something that's been happening right outside my front door in West Hollywood. In just a couple of weeks, multipl...
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This week on Hate To Break It To Ya I sat down with Shannon Beador — twelve-year veteran of The Real Housewives of Orange County, one of Bravo's most recognizable faces, and a woman who has lived more on camera than most people do in a lifetime — and she did not hold back. We met through our mutual friend Jeff Lewis, and from the first time I saw her handle a room full of big personalities I knew she was the real deal. ...
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In this solo episode of Hate To Break It To Ya, I get into the AI and automation wave that is coming for your job whether you're ready or not. By 2030, half the positions that exist today are gone — middle management, drivers, all of it — and if you're still going to baseball games and barbecues like it's 2015, you are going to get hit in the face by reality. I lay out exactly what I think you should be doing right now:...
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This week on Hate To Break It To Ya I sat down with Stu Stone — actor, filmmaker, rapper, podcast pioneer, and one of my oldest friends in this business — for a conversation that was 25 years in the making. Stu has been on this couch more than anyone else, which tells you everything you need to know about the quality of what he brings. We went deep on the era that defined both of our careers, the hustle that got us ther...
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This week on Hate To Break It To Ya I sat down with Michael Rapaport — New York City legend, actor, comedian, podcaster, and one of the most outspoken pro-Jewish voices in the country right now — and we went everywhere. I mean everywhere. We started where any two white boys from our era have to start: the White Boy Hall of Fame. Who’s in, who’s got a wing, who owns the whole compound. And it escalated from t...
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This week on Hate To Break It To Ya I sat back down with Corey Feldman — actor, musician, and we went deep. The last episode we recorded together had to be pulled for legal reasons tied to an ongoing fakumentary lawsuit, so this one picks up where that left off.  We got into why Corey has never once been booked on a major late-night show — not Kimmel, not Colbert, not Fallon, not Letterman, not Carson — and ...
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This week on Hate To Break It To Ya I sat down with Barry Katz — legendary talent manager, producer, and founder of the Boston Comedy Club — and what started as an interview turned into one of the most honest, wide-open conversations I've had on this show. Barry has managed or launched the careers of Dave Chappelle, Bill Burr, Dane Cook, Wanda Sykes, Jay Mohr, Bert Kreischer, Whitney Cummings, Jim Gaffigan, and more tha...
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This week on Hate To Break It To Ya I sat down with Nathan Apffel — Emmy-nominated filmmaker, Christ follower, and the creator of the docuseries The Religion Business — and what started as a conversation about his documentary turned into one of the most wide-open, genuinely surprising talks I've had on this show. Nathan drove down from San Diego to be here, and I'm glad he did, because this one went places I didn't expe...
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