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Trying Not To Die

Jack Osbourne

Trying Not to Die is a bi-weekly video podcast hosted by Jack Osbourne and Ryan Drexler, where caffeine meets chaos and survival is the point. Expect unfiltered conversations, high-performance hot takes, and deep dives into aging, recovery, wellness, mental performance and everything we're doing to cheat death (or at least slow it down).

From mad-scientist doctors and longevity junkies to artists, athletes, and off-beat thinkers, Jack and Ryan explore what it really takes to stay strong, sharp, and a little wild in your 20s, 30s, 40s, and beyond. This isn't a self-help show, it's a low-pressure hang with two curious minds, trying new things and asking the questions we all wonder but rarely say out loud. Powered by Cave Man Coffee.

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25 episodes
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Avg 1 hr 8 min
English

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Yesterday · 1 hr
Hunter Biden Tells His Side of the Laptop Story | Part 2
In Part 2 of Jack Osbourne's conversation with Hunter Biden on Trying Not To Die, Hunter gives his account of the laptop controversy and explains why he chose to publicly confront the most difficult parts of his past while in recovery. He also discusses his relationship with his father, the pressure surrounding his family, the experience of being under federal investigation, and what it was like watching the responsibilities of the presidency up close. Hunter talks about how painting became an important part of his sobriety, life inside the White House, the cocaine found there, and the conversations surrounding his father's pardon. This is Part 2 of a two-part conversation with Hunter Biden.
Tuesday · 1 hr
Hunter Biden Opens Up About Addiction, Recovery & Life in the Public Eye | Part 1
Hunter Biden joins Jack Osbourne for a deeply personal conversation about addiction, recovery, family, and what it is like to have your private struggles become national news. Hunter opens up about the childhood loss that he believes played a role in his addiction, his journey through recovery, and the importance of honesty, community, and learning to let go of what he cannot control. He also discusses growing up as Joe Biden's son, his relationship with his father, the intense media scrutiny surrounding his life, and how political division and social media shaped the way his story was told. This is Part 1 of a two-part conversation, with Part 2 going deeper into Hunter's regrets, the things he would change, and what he wishes he had done differently.
September 15 · 56 min
Tyler Henry On Death, The Afterlife & His Brain Tumor
On this episode of Trying Not To Die, Tyler Henry joins Jack Osbourne for a fascinating conversation about death, the afterlife, mediumship, and what happens when we leave this world. Tyler opens up about his recent battle with a rare brain tumor, undergoing two brain surgeries, and how confronting his own mortality gave him a new perspective on death and consciousness. He also explains how his mediumship works, from psychometry and symbolism to the altered state of consciousness he enters during readings, and discusses his experiences on Hollywood Medium. Jack and Tyler dive into grief, skepticism, near-death experiences, spirits, and the biggest unanswered questions surrounding what comes after death. Thank you to our sponsors: - Go to https://www.brooklynbedding.com and use my promo code TRYING at checkout to get 30% off sitewide. - If you're struggling with OCD or unrelenting intrusive thoughts, NOCD can help. Book a free 15 minute call to get started: https://learn.nocd.com/trying
September 1 · 1 hr 13 min
The Supernatural Experience That Changed Bryce Crawford's Life
On this episode of Trying Not To Die, evangelical street preacher Bryce Crawford joins Jack Osbourne for a wide-ranging conversation about Christianity, faith, suffering, and the search for truth. Bryce opens up about the difficult experiences he went through as a teenager and the supernatural encounter with Jesus that he believes completely changed the direction of his life. Jack and Bryce tackle some of Christianity's biggest questions, including why God allows suffering, how different religions compare, Christian hypocrisy, mental health, politics, and what Bryce believes happens after death. Thank you to our sponsors: - For a better way to stay hydrated, go to instanthydration.com/TRYING and use my promo code TRYING for over 40% off your first subscription order - it's Instant Hydration's best offer available.
August 18 · 56 min
From Homelessness to Rock Legend | Billy Morrison's Incredible Story
On this episode of Trying Not To Die, Billy Morrison joins Jack Osbourne for an unforgettable conversation about addiction, recovery, music, and the extraordinary journey that transformed his life. Billy opens up about surviving homelessness, getting sober, and rebuilding himself into a successful musician, artist, and broadcaster while never forgetting where he came from. He also shares heartfelt stories about his friendship with Ozzy Osbourne, their years together, and the moments that mattered most beyond the stage. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. - Get up to $200 off Square hardware when you sign up at https://www.square.com/go/trying! #squarepod #ad - Go to https://www.brooklynbedding.com and use my promo code TRYING at checkout to get 30% off sitewide.
August 4 · 1 hr 2 min
Robert Trujillo On Ozzy, Metallica & The Stories You've Never Heard
In this episode of Trying Not to Die, Jack Osbourne sits down with Robert Trujillo for an unforgettable conversation about Metallica, Ozzy Osbourne, and one of the most remarkable careers in rock music. Robert reflects on his journey from the Los Angeles music scene to Suicidal Tendencies, Ozzy's band, and ultimately Metallica, sharing behind-the-scenes stories from every chapter along the way. He also opens up about his close relationship with Ozzy, the lasting bond between their families, and the unexplained paranormal experiences that left a lasting impression on him. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order.
July 21 · 57 min
The Paranormal, Ego & Psychedelics | Jack Osbourne and Keith Crossley
In this episode of Trying Not to Die, Jack Osbourne sits down with relationship coach Keith Crossley for a powerful conversation about the unconscious patterns that shape our lives and why so many people struggle to break free from fear, anxiety, and self-sabotage. Keith shares the personal journey that led him to rethink everything he believed about healing, offering a framework for understanding the ego, trauma, and the root causes behind emotional suffering. Together they explore meditation, spirituality, relationships, grief, consciousness, and the mindset shifts that can lead to lasting personal transformation. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. - If you're struggling with OCD or unrelenting intrusive thoughts, NOCD can help. Book a free 15 minute call to get started: https://learn.nocd.com/trying - Get up to $200 off Square hardware when you sign up at square.com/go/trying! #squarepod #ad
July 7 · 1 hr
Billy Bush On Losing Everything and Starting Over
In this episode of Trying Not to Die, Jack Osbourne sits down with Billy Bush for a brutally honest conversation about public failure, redemption, and rebuilding a life after everything changes overnight. Billy opens up about the fallout from 2016, what he learned from becoming the center of a global media firestorm, and how that experience reshaped his perspective on success, forgiveness, and happiness. The conversation also explores addiction recovery, psychedelics, podcasting, the modern media landscape, and the importance of staying true to yourself when the world has already decided who you are. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. -If you're struggling with OCD or unrelenting intrusive thoughts, NOCD can help. Book a free 15 minute call to get started: https://learn.nocd.com/trying
June 23 · 32 min
My Wife and I Respond To Our Date At The White House UFC Fight & Why We Went | Jack & Aree Osbourne
In this episode of Trying Not to Die, Jack Osbourne and his wife Aree break down their experience attending the highly talked about UFC event at the White House and the unexpected backlash that followed. They share what it was actually like behind the scenes, from the atmosphere and security to the celebrities, athletes, and unforgettable moments that made the night feel surreal. The conversation dives into the online reaction they received afterward, why they chose to attend, and how quickly people can jump to conclusions based on a single photo or headline.
June 9 · 1 hr 6 min
What Hollywood Doesn't Want You to Notice | Conrad Flynn
In this episode of Trying Not to Die, Jack Osbourne sits down with Conrad Flynn for a fascinating conversation that explores the hidden connections between Hollywood, rock music, Silicon Valley, spirituality, and American culture. Drawing from years of research and personal experiences growing up around the entertainment industry, Conrad shares stories that challenge conventional narratives and reveal unexpected links between some of the most influential people, movements, and moments of the last century. From old Hollywood legends and the counterculture era to technology, faith, and the nature of coincidence itself, this episode is a deep dive into the stories behind the stories and the forces that continue to shape the modern world.
May 26 · 59 min
Paris Jackson On Grief, Music & Growing Up In The Spotlight
In this episode of Trying Not to Die, Jack Osbourne sits down with Paris Jackson for a raw and deeply personal conversation about grief, identity, addiction, mental health, and growing up under unimaginable public scrutiny. Paris opens up about the pressure of carrying one of the most famous last names in the world, the challenges of finding herself outside public perception, and the ongoing process of healing through music, spirituality, creativity, and recovery. From childhood memories and personal loss to self-acceptance and rebuilding her life on her own terms, this episode explores what it means to survive while learning how to truly live.
May 12 · 1 hr 33 min
Cory Richards On Climbing Everest and Losing Control
In this episode of Trying Not to Die, Jack Osbourne sits down with legendary climber and photographer Cory Richards for a raw conversation about survival, addiction, trauma, and identity. Cory opens up about bipolar disorder, near-death experiences, chasing purpose through extreme adventure, and the emotional crash that followed some of the biggest accomplishments of his life, including summiting Everest. From avalanches and fame to recovery and rebuilding himself off the mountain, this episode explores what happens when surviving the impossible still isn't enough to save you. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. -Get up to 39% off your Mitopure Gummies at Timeline.com/TRYING -Go to AquaTru.com now for 20% off (your purifier) using promo code TRYING Music by Ryan Hahn.
April 28 · 1 hr 7 min
Howie Mandel Talks OCD and Conspiracy Theories
In this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler sit down with the legendary Howie Mandel for one of the most honest and eye-opening conversations yet. Howie opens up about living with OCD, anxiety, and intrusive thoughts, and what it's really like inside his mind. From debilitating panic attacks to years of hiding his diagnosis, he shares how a moment on radio changed everything and helped him realize he wasn't alone. The conversation dives deep into mental health, fear, and the reality of coping with something that doesn't just "go away." Howie explains the difference between everyday habits and true OCD, and why understanding that distinction matters more than people think. Along the way, the conversation touches on growing up without mental health awareness, coping with germophobia, raising kids with similar struggles, and the importance of removing the stigma around mental health. Howie offers a powerful perspective on fear. Not as something to avoid, but as the very force that drives people forward in life. Thank you to our sponsors: -Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. -Start your new morning ritual & get up to 43% off your @MUDWTR with code TRYING at mudwtr.com/TRYING! #mudwtrpod #ad
April 14 · 1 hr 42 min
Jim Norton Gets Real: Sobriety at 18, Self-Doubt & Comedy
In this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler sit down with comedian and longtime friend Jim Norton for one of the most brutally honest conversations yet. Jim opens up about getting sober at just 18 years old, why he still struggles with self-worth decades later, and how shame, addiction, and impulse control have shaped his life both on and off stage. From sex addiction and dopamine-driven habits to the reality of long-term recovery, this is a raw, unfiltered look at what it actually means to "work on yourself." The conversation dives deep into relationships, communication, and the damage that can come from saying things you can't take back, as well as the discipline it takes to stop yourself in the moment. Jim also shares his thoughts on confidence, comedy, and why he's never fully believed in his own success despite a massive career. Presented by Caveman Coffee https://www.DRINKCAVEMAN.COM ☕. Powered by Osbourne Media.
March 31 · 1 hr 5 min
Dan MacPherson On Acting, MMA Training, Ironman & Mental Health
In this episode of Trying Not To Die, hosts Jack Osbourne and Ryan Drexler sit down with actor and endurance athlete Dan MacPherson for a deep dive into discipline, identity, and what it really takes to push your limits. Dan shares his journey from starring on Neighbours to competing at Ironman world championship level, and eventually transforming his body and mindset for intense Hollywood roles alongside Russell Crowe. The conversation explores the brutal reality of training for MMA film roles, the mental and physical demands of high-performance acting, and the lessons learned from years of endurance sports. They also get into the deeper side of life, including why your late 30s and early 40s can feel like the hardest years, the shift from boyhood to manhood, and the struggle of maintaining purpose and identity through major life transitions. Dan opens up about balancing fatherhood, career, and health, while emphasizing the importance of discipline, routine, and staying grounded. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. -Get up to 39% off your Mitopure Gummies at Timeline.com/TRYING Music by Ryan Hahn.
March 3 · 1 hr 12 min
Inside Harley & Tattoo Culture | Brian & Mark Vaillancourt
In this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler dive deep into motorcycle and tattoo culture with brothers Brian Vaillancourt and Mark Vaillancourt. Brian and Mark Vaillancourt are brothers deeply rooted in motorcycle and tattoo culture, known for their passion for Harleys, club rides, and the lifestyle that comes with being fully immersed in ink and biker communities. Together they represent a blend of brotherhood, identity, and subculture perspective that bridges tattoo art with the open-road ethos of modern motorcycle life. The brothers break down how they got heavily tattooed starting at 18, the decision to go fully covered, the crossover between biker culture and tattooes, and how society reacts when you're tattooed from head to toe. There's also honest discussion about club life, perception vs reality, stereotypes about prison ink, and how the culture has shifted over the decades. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. -Get up to 39% off your Mitopure Gummies at Timeline.com/TRYING Music by Ryan Hahn.
February 17 · 1 hr 59 min
Jamie Kennedy UNFILTERED: ICE, Hollywood Hypocrisy & The Collapse of LA
In this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler sit down with comedian and actor Jamie Kennedy for one of their most unfiltered conversations yet. Jamie breaks down how he's trying not to die, from walking 10,000 steps a day and eating cleaner to experimenting with cold plunges, breathwork, and the shift from drinking culture to wellness culture. The three dive headfirst into the heated debates surrounding ICE, immigration, homelessness in Los Angeles, law enforcement, and what they see as growing hypocrisy within Hollywood. Jamie shares his perspective on America, current events, and why he believes many people don't realize how good they have it. Thank you to our sponsors: -Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order. -Don't sleep on @ultrapouches. New customers get 15% Off with code TRYING at takeultra.com! #UltraPouches #ad -For a limited time, our listeners get 50% off FOR LIFE, Free Shipping, AND 3 Free Gifts at Mars Men at Mengotomars.com -Get up to 39% off your Mitopure Gummies at Timeline.com/TRYING -Spike Detox your body! Click http://www.twc.health/trying and use code TRYING for 10% Off + Free Shipping for USA residents Music by Ryan Hahn.
February 3 · 1 hr 31 min
The UAP Truth Finally Comes Out with Dan Farah
On this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler sit down with filmmaker Dan Farah, producer of Ready Player One and director of one of the most serious and credible documentaries ever made on UAPs, UFOs, and non-human intelligence, The Age of Disclosure. Dan reveals how he spent years building trust with high-level military, intelligence, and government officials, many of whom had never spoken publicly before, to uncover what he describes as an 80-year cover-up involving crashed UAPs, non-human technology, and a secret global race to reverse engineer it. Thank you to our sponsors: - Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order. -Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/TRYING #rulapod #ad -Head to Superpower.com and use code TRYING at checkout for $20 off your membership. Live up to your 100-Year potential. #superpowerpod -Get up to 39% off your Mitopure Gummies at Timeline.com/TRYING -Stay ahead of sickness this winter with the Medical Emergency Kit. Visit www.twc.health/trying And use code TRYING to Save $30 Off + Free Shipping. USA Residents Only Music by Ryan Hahn.
January 13 · 1 hr 29 min
Chris D'Elia on Addiction, Accountability, and What Comes After Losing Everything
Chris D'Elia joins Jack Osbourne for a deeply honest conversation about sex addiction, recovery, ego death, and rebuilding a life after everything falls apart. In this episode of Trying Not to Die, Jack Osbourne sits down with comedian and actor Chris D'Elia for a raw, wide-ranging conversation about addiction, shame, recovery, and what happens when a life built on secrets finally collapses. Chris opens up about his struggles with sex addiction, compulsive behavior, and the lies he told himself while living in the spotlight. He talks about losing everything, facing public backlash, going to rehab, attending meetings, and what it means to try to rebuild a life based on honesty instead of impulse. Together, Jack and Chris discuss ego death, fame, fatherhood, loyalty, and why becoming a husband and a parent forced Chris to finally confront himself. They also explore how creativity, comedy, and performance can be both a lifeline and a hiding place — and how learning to sit with discomfort is part of real recovery. This is not a conversation about cancel culture or redemption. It's about responsibility, growth, and whether it's possible to live without secrets when you no longer want to run from yourself. Listener discretion advised. 0:00 Intro & Caveman Coffee 0:45 Meeting Chris D'Elia & warming up 2:25 Why this podcast exists: "Trying Not To Die" 3:30 Becoming a father and finally wanting to live 5:20 Health anxiety, full-body scans, and fear of dying 7:40 Fame, sex, validation, and default settings 10:00 Chris's father, cancer, and why he watches his health 12:30 Sex as a drug and chasing approval 15:00 Performing so you don't have to feel 17:00 Touring, travel, and being away from family 19:00 Flying, airports, and why nobody can reach you 22:30 Hotels, road life, and stand-up survival 25:15 Losing friends when everything fell apart 27:30 Public backlash vs real life 29:30 Sex addiction, lying, and double lives 32:00 Rehab, recovery, and learning to be honest 34:15 OCD, anxiety, and living in your head 36:00 Childhood, fear, and creativity 38:30 Trauma, therapy, and learning who you really are 40:15 Tattoos, identity, and starting over 42:30 How Chris writes comedy 44:30 Crowd work vs real stand-up 47:00 Fame, fans, and misunderstanding online 49:00 Ozzy Osbourne, comedy, and Rodney Dangerfield 53:20 Going back on stage after everything collapsed 55:40 Death threats, thick skin, and ego death 58:00 Jiu-Jitsu, discipline, and getting out of your head 1:01:30 Honesty, secrets, and self-worth 1:04:00 Being funny at home and with kids 1:07:30 Loyalty, marriage, and rebuilding trust 1:11:00 Sex addiction, celibacy, and real intimacy 1:15:00 The movie Shame and seeing your past 1:18:30 Masculinity, integrity, and changing as a man 1:22:00 There is a way out 1:25:30 Mike Tyson, ego, and not needing approval 1:27:30 Final thoughts & goodbye *]:pointer-events-auto [content-visibility:auto] supports-[content-visibility:auto]:[contain-intrinsic-size:auto_100lvh] scroll-mt-[calc(var(--header-height)+min(200px,max(70px,20svh)))]" dir="auto" style= "box-sizing: border-box; margin: 0px; padding: 0px; width: 1666px; scroll-margin-top: calc(var(--header-height) + min(200px,max(70px,20svh))); color: #ffffff; --shadow-height: 45px; content-visibility: auto; contain-intrinsic-size: auto 100lvh; caret-color: #ffffff; font-family: ui-sans-serif, -apple-system, system-ui, 'Segoe UI', Helvetica, 'Apple Color Emoji', Arial, sans-serif, 'Segoe UI Emoji', 'Segoe UI Symbol'; font-size: 14px; font-style: normal; font-variant-caps: normal; font-weight: 400; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-stroke-width: 0px; text-decoration: none; border: 0px solid var(--border-light,currentColor);" tabindex="-1" data-turn-id="4e4ecb87-d371-4fe1-aa98-204266026920" data-testid="conversation-turn-24" data-scroll-anchor="false" data-turn="assistant">
Dec 30, 2025 · 1 hr
I'm A Celebrity, Get Me Out Of Here: Jack Osbourne's Full Recap
Jack and Ryan cover Jack's recent stint in the jungle. He dishes on becoming the reluctant leader at camp, fabricated "beef" with Aitch and how Taylor Swift led to his downfall. Plus, find out if Jim Curtis' hypnosis actually worked. Presented by Caveman Coffee https://www.CAVEMANCOFFEE.COM ☕. Powered by Osbourne Media. Trying Not To Die is produced by Rabbit Grin Productions. Music by Ryan Hahn. Watch more Trying Not to Die: https://www.youtube.com/playlist?list=PLEc6TASrXh3fB645U2_3u8t12dazkpSl1 ------------------------- Support Our Sponsors: - Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order. - Get Huel's full High-Protein Starter Kit with my exclusive offer of 20% OFF online with my code TRYING20 at https://www.huel.com/TRYING20. New Customers Only. Code only valid for the bundle. Thank you to Huel for partnering and supporting our show! ------------------------- About the show: Trying Not to Die is a bi-weekly video podcast hosted by Jack Osbourne and Ryan Drexler, where caffeine meets chaos and survival is the point. Expect unfiltered conversations, high-performance hot takes, and deep dives into aging, recovery, wellness, mental performance and everything we're doing to cheat death (or at least slow it down). From mad-scientist doctors and longevity junkies to artists, athletes, and off-beat thinkers, Jack and Ryan explore what it really takes to stay strong, sharp, and a little wild in your 20s, 30s, 40s, and beyond. This isn't a self-help show, it's a low-pressure hang with two curious minds, trying new things and asking the questions we all wonder but rarely say out loud. Watch more from Jack: 👻 The Most Haunted ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3eZFzsxuv0YyZPCZS77tL2v ⚔️ Ghost and Grit ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3fJvwuZTOQ9JibZUdgNy8oO Find Jack: ⮕ Osbourne Media House: https://osbournemediahouse.com/ ⮕ Instagram: https://www.instagram.com/jackosbourne/ ⮕ TikTok: https://www.tiktok.com/@ghostsandgrit ⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial ⮕ Twitter: https://twitter.com/JackOsbourne ------------------------- Executive Producers: Natalie Holysz and Rob Holysz Associate Producer: Jesse Thurston Video Editor: Tricia Scully Mix & Master: Cheyenne Jones

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