HATE TO BREAK IT TO YA with Jamie Kennedy
HATE TO BREAK IT TO YA with Jamie Kennedy

HATE TO BREAK IT TO YA with Jamie Kennedy

Hate To Break It To Ya with Jamie Kennedy

Overview
Episodes

Details

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

Recent Episodes

Andy Dick Is Back From the Dead | Ep 242 HTBITY with Jamie Kennedy
FEB 2, 2026
Andy Dick Is Back From the Dead | Ep 242 HTBITY with Jamie Kennedy
On this weeks episode of Hate To Break It To Ya, I sit down with Andy Dick for one of the rawest conversations we’ve ever had on the podcast. Andy opens up about addiction, relapse, sobriety, and the moment he nearly died—and what it feels like to live under constant scrutiny while trying to stay alive and stay clean. We talk about the early days of comedy in Los Angeles, the chaos of sudden fame, and how addiction distorts memory, responsibility, and relationships. Andy shares his side of long-standing Hollywood controversies, reflects on loss and guilt, and wrestles in real time with what accountability actually means when substance abuse takes over your life. This isn’t a polished redemption story or a hit-piece—it’s an honest, uncomfortable, often funny, and sometimes heartbreaking conversation about losing control, getting sober, and figuring out how to keep going. ⸻⸻⸻⸻⸻ About Andy: Andy Dick is a comedian, actor, and writer best known for his work on NewsRadio, The Ben Stiller Show, and a long run of film and television roles throughout the 1990s and 2000s. A fixture of alternative comedy and Hollywood nightlife during that era, Andy’s career has been marked by both creative success and very public struggles with addiction. In recent years, Andy has been open about sobriety, recovery, and the personal cost of fame, substance abuse, and public scrutiny. His story continues to spark conversation around accountability, addiction, and survival in the entertainment industry. Follow Andy Dick: Instagram: https://instagram.com/@andydick Website: http://www.andydick.com ⸻⸻⸻⸻⸻ Discussed in This Episode: 00:00 – Andy Dick Walks Into Chaos 05:00 – Addiction, Blackouts, and Fuzzy Memory 10:15 – The Crack Incident and Being Narcan’d 16:00 – Surviving, Refusing the Ambulance, and Waking Up 21:00 – Rehab, Sober Living, and the Opioid Crisis 26:15 – Early Comedy Days and the LA Open Mic Scene 31:45 – Fame, Drugs, and Losing Control 36:45 – Sexual Identity, Desire, and Aging 42:30 – Family, Adoption, and Losing His Parents 47:30 – Phil Hartman, Jon Lovitz, and Longstanding Blame 53:45 – Accountability, Survival, and Staying Alive 58:45 – Fame, Perspective, and Closing Thoughts ⸻⸻⸻⸻⸻ Support the Pod 💥 Patreon: patreon.com/thejamiekennedy 🎟 Tour Dates: jamiekennedy.com 👕 Merch: https://jamiekennedy.c... 📺 Subscribe: https://www.youtube.com/@jamiekennedycomedy Learn more about your ad choices. Visit podcastchoices.com/adchoices
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64 MIN
Pretty Privilege, Comedy & Why Dating Is Broken with Nacya Marreiro  | Ep 241 HTBITY
JAN 27, 2026
Pretty Privilege, Comedy & Why Dating Is Broken with Nacya Marreiro | Ep 241 HTBITY
In this episode, I sit down with comedian Nacya Marreiro for a brutally honest conversation about modern dating, beauty standards, and how influencer culture is reshaping stand-up comedy. We dig into the realities of being a good-looking comic, the pressure of social media fame, old-school comedy values, and why dating in today’s world feels more transactional and confusing than ever. Nacya opens up about her immigrant background, breaking into the comedy scene, navigating Hollywood as a woman, and the unexpected challenges that come with beauty and attention. Along the way, we get into industry politics, generational shifts in entertainment, the rise of influencer comedians, and what it really takes to survive in stand-up right now. ⸻⸻⸻⸻⸻ About Nacya Marreiro Nacya Marreiro is a Portugal-born stand-up comedian based in Los Angeles. Known for her fearless honesty, sharp observational humor, and high-energy stage presence, Nacya blends cultural insight, dating stories, and raw personal experience into a bold comedic voice. She has performed at top comedy clubs across the country and continues to build a growing fanbase online and on stage. Follow Nacya: Instagram: https://www.instagram.com/officialnacyamarreiro/ TikTok: https://www.tiktok.com/@nacyamarreiro ⸻⸻⸻⸻⸻ Support the Pod 💥 Patreon: patreon.com/thejamiekennedy 🎟 Tour Dates: jamiekennedy.com 👕 Merch: https://jamiekennedy.c... 📺 Subscribe: https://www.youtube.com/@jamiekennedycomedy Learn more about your ad choices. Visit podcastchoices.com/adchoices
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68 MIN
This Is What Happens When Reality Gets Political | EP 240 HTBITY with Jamie Kennedy
JAN 20, 2026
This Is What Happens When Reality Gets Political | EP 240 HTBITY with Jamie Kennedy
In this solo episode, I break down what’s happening when culture, politics, and reality collide — and why it feels like there’s no middle ground anymore. From media narratives and law enforcement, to Hollywood’s disconnect from real audiences, to the way ideology has replaced common sense, I react to the stories and videos shaping the current moment. I also talk about how fame, legacy media, and award shows are losing relevance, while independent voices and podcasts continue to rise. And at the end, I get personal — about gratitude, aging, health, perspective, and why focusing on what you have matters more than ever. This isn’t about sides. It’s about reality. ________________________________ Timestamps: 00:00:00 Intro & Channel Updates 00:04:16 - Information Overload & Cultural Bubbles 00:08:08 - Tragedy, Free Speech & Public Reaction 00:14:54 - When “Common Sense” Becomes Punk Rock 00:18:21 - Law Enforcement, ICE & Rule of Law 00:27:24 - No Middle Ground Anymore 00:34:25 - Is Hollywood in Decline? 00:42:17 - The Podcast Era & New Power Structures 00:43:06 - Social Media Absurdity & Modern Behavior 00:46:02 - Fear, Health & Modern Anxieties 00:47:28 - Symbolism, Influence & Moral Signals 00:50:31 - Perspective, Gratitude & Life at 55 00:59:35 Final Thoughts ________________________________ Support the Pod 💥 Patreon: patreon.com/thejamiekennedy 🎟 Tour Dates: jamiekennedy.com 👕 Merch: https://jamiekennedy.com/merch/ 📺 Subscribe: YouTube.com/JamieKennedyComedy Learn more about your ad choices. Visit podcastchoices.com/adchoices
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60 MIN
Comedy, Criticism, and Being a Good Guy While Playing the Villain with Jeff Dye | Ep 239 HTBITY
JAN 12, 2026
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 to be the best stand-up comedian possible, how that mindset shapes his choices, and what it’s like being perceived as the “bad guy” while still leading with honesty and goodwill. We also get into navigating public pressure, playing the heel intentionally, and why comedy sometimes eats its own — all without turning this into a pile-on or a hit piece. This is a thoughtful, candid conversation about identity, craft, and surviving the long game. ⸻⸻⸻⸻⸻ About Jeff Dye: Jeff Dye is a nationally touring stand-up comedian, actor, and host. He’s appeared multiple times on The Tonight Show with Jimmy Fallon, has his own Comedy Central Presents special, and has released two top-10 Billboard comedy albums, Dumb Is Gooder and Live From Madison, both currently playing on SiriusXM. He’s starred in NBC’s Better Late Than Never, appears regularly on Fox shows like The Masked Singer and I Can See Your Voice, and hosts the Fox game show Who the Bleep Is That?. Jeff is also a recurring guest on The Greg Gutfeld Show, known for delivering unfiltered takes with humor, conviction, and heart. Follow Jeff: Instagram: https://instagram.com/@jeffdye YouTube: https://www.youtube.com/c/jeffdye/ Website: http://www.jeffdye.com ⸻⸻⸻⸻⸻ Discussed in This Episode: 00:00 – Comedy convictions 03:45 – Clean vs edgy comedy 07:30 – Losing the filter 12:10 – Public pressure 17:55 – Sobriety & accountability 22:40 – Privacy vs publicity 27:30 – Wanting to be the best 31:45 – Texas, touring & home 36:30 – Playing the heel 41:50 – Comics turning on comics 47:20 – Forgiveness over revenge 53:10 – Being likable, staying honest 59:00 – The long game 01:05:30 – Final thoughts ⸻⸻⸻⸻⸻ Support the Pod 💥 Patreon: patreon.com/thejamiekennedy 🎟 Tour Dates: jamiekennedy.com 👕 Merch: https://jamiekennedy.c... 📺 Subscribe: https://www.youtube.com/@jamiekennedycomedy Learn more about your ad choices. Visit podcastchoices.com/adchoices
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74 MIN
Pauly Shore Opens Up About Success, Regret, and Reinvention | EP 238 HTBITY w/ Jamie Kennedy
JAN 5, 2026
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 ’90s, the pressure of being Mitzi Shore’s son, how MTV changed the course of his career, and why he still feels pulled toward acting more than comedy. Pauly opens up about regrets, missed opportunities, and what it’s like to be “a thing” while still wanting more. We also get into Hollywood’s shifting rules, being boxed in by success, how critics and politics changed the business, and why reinvention isn’t as simple as people think. It’s funny, raw, reflective — and very real. ⸻⸻⸻⸻⸻ About Pauly: Pauly Shore is a comedian, actor, and cultural icon who rose to fame in the early ’90s through MTV and a run of hit films including Encino Man, Son in Law, In the Army Now, and Bio-Dome. The son of Comedy Store legend Mitzi Shore, Pauly became one of the most recognizable personalities of his generation. Today, he continues touring, creating independent projects, and exploring new chapters in his career. Follow Pauly Shore Instagram: https://instagram.com/@paulyshore Facebook::https://www.facebook.com/OfficialPaulyShore YouTube: https://www.youtube.com/c/paulyshore/ Website: http://www.paulyshore.com ⸻⸻⸻⸻⸻ Discussed in This Episode 00:00 — “We’re in Our 50s… How Did This Happen?” 01:01 — “The Scan That Changed Everything” 15:56 — “Before MTV: Acting, Auditions, and the Other Path” 18:08 — “The Fork in the Road That Defined My Career” 22:47 — “Being a ‘Thing’ vs Being Respected” 26:23 — “MTV Didn’t Believe in Me — Until It Was Too Late” 41:38 — “What Fame Took That No One Talks About” 45:59 — “The Comedy Store Pressure Nobody Sees” 58:24 — “Why I Actually Love Acting More Than Comedy” 01:05:04 — “Still Chasing the Second Act” ⸻⸻⸻⸻⸻ Support the Pod 💥 Patreon: patreon.com/thejamiekennedy 🎟 Tour Dates: jamiekennedy.com 👕 Merch: https://jamiekennedy.c... 📺 Subscribe: https://www.youtube.com/@jamiekennedycomedy _________________________________ Pauly Shore podcast, Pauly Shore interview, MTV 90s comedy, Mitzi Shore, Comedy Store history, 90s Hollywood, comedian career regrets, Pauly Shore acting, Jamie Kennedy podcast, Hollywood reinvention Learn more about your ad choices. Visit podcastchoices.com/adchoices
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67 MIN