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Trying Not To Die

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Rating
★★★★★
4.7
from
77 reviews
This podcast has
30 episodes
Language
English
Publisher
Jack Osbourne
Explicit
Yes
Date created
2025/06/29
Latest episode
2026/10/01
Average duration
66 min.
Release period
14 days

Description

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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Check latest episodes from Trying Not To Die podcast


Hunter Biden Tells His Side of the Laptop Story | Part 2
2026/10/01
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.
Hunter Biden Opens Up About Addiction, Recovery & Life in the Public Eye | Part 1
2026/09/29
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.
Tyler Henry On Death, The Afterlife & His Brain Tumor
2026/09/15
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
The Supernatural Experience That Changed Bryce Crawford's Life
2026/09/01
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.
From Homelessness to Rock Legend | Billy Morrison's Incredible Story
2026/08/18
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.
Robert Trujillo On Ozzy, Metallica & The Stories You've Never Heard
2026/08/04
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.
The Paranormal, Ego & Psychedelics | Jack Osbourne and Keith Crossley
2026/07/21
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
Billy Bush On Losing Everything and Starting Over
2026/07/07
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
My Wife and I Respond To Our Date At The White House UFC Fight & Why We Went | Jack & Aree Osbourne
2026/06/23
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.
What Hollywood Doesn't Want You to Notice | Conrad Flynn
2026/06/09
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.
Paris Jackson On Grief, Music & Growing Up In The Spotlight
2026/05/26
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.
Cory Richards On Climbing Everest and Losing Control
2026/05/12
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.
Howie Mandel Talks OCD and Conspiracy Theories
2026/04/28
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
Jim Norton Gets Real: Sobriety at 18, Self-Doubt & Comedy
2026/04/14
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.
Dan MacPherson On Acting, MMA Training, Ironman & Mental Health
2026/03/31
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.

Podcast reviews

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4.7 out of 5
77 reviews
★★★★★
DP’67 2026/06/29
Brother-To-Brother
Great interview with your brother Louis, Jack. Get Louis’ sister Jessica on here as well. Bring Louis back again some time, I bet he has more storie...
★★★★☆
Demons are real! 2026/05/13
Be polite
Please tell Ryan to stop talking over everyone. It’s very annoying and disrespectful.
★★★★☆
KenBania 2026/04/30
Ryan Makes this Borderline Unlistenable
I listen to this pod for Jack. The minus one star is for Ryan. He is absolutely insufferable and contributes nothing but awkwardness. Jack, please con...
★★★☆☆
KJohnson1974 2026/04/30
Cohost Drove me Away
Really tried to enjoy this, but Ryan is hard to listen to. Listened to the Howie Mandel episode and had to push to finish. Can’t say I’ll try another ...
★★★★☆
Lizzie hizzie 2026/02/24
Ditch Ryan
Jack is a fantastic host and clearly awesome person. He has a certain inherent kindness that makes listening to him soothing like a good friend. There...
★★★☆☆
mikwolly 2026/02/17
Too much MAGAs
Jamie Kennedy is insufferable
★☆☆☆☆
Jerry Potts777 2026/01/18
Content
Jack, you should try an episode where you ask Ryan how he ripped off 1,000’s of investors in his failed company Musclepharm by diluting their investme...
★★★★★
sustainabletia 2025/10/13
Epic 🔥🔥🔥
Slayin it 🐉
★★★★★
Denise Seah 2025/10/09
Brilliant
Absolutely love Jack Osbourne
★★★★★
ashlyntrask 2025/10/08
Can’t go wrong with an Osbourne 🤘🏼
I grew up listening to Ozzy, Black Sabbath, watched the Osbourne shows… love the entire family! My first concert was Ozzfest. Will forever support any...
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