Home Podcasts Trying Not To Die
Trying Not To Die

Trying Not To Die

Jack Osbourne 20 Episodes Aug 18, 2026

Trying Not to Die is a bi-weekly video podcast hosted by Jack Osbourne and Ryan Drexler, blending caffeine-fueled chaos with survival-themed conversations. The show covers topics like aging, recovery, wellness, mental performance, and longevity, featuring interviews with doctors, artists, athletes, and off-beat thinkers. It aims to explore what it takes to stay strong and sharp across different decades of life, presented as a low-pressure hang rather than a self-help program.

Episodes

From Homelessness to Rock Legend | Billy Morrison's Incredible Story
From Homelessness to Rock Legend | Billy Morrison's Incredible Story Aug 18, 2026 56:08 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
Robert Trujillo On Ozzy, Metallica & The Stories You've Never Heard
Robert Trujillo On Ozzy, Metallica & The Stories You've Never Heard Aug 4, 2026 01:02:32 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
The Paranormal, Ego & Psychedelics | Jack Osbourne and Keith Crossley
The Paranormal, Ego & Psychedelics | Jack Osbourne and Keith Crossley Jul 21, 2026 57:54 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
Billy Bush On Losing Everything and Starting Over
Billy Bush On Losing Everything and Starting Over Jul 7, 2026 01:00:02 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 hap
My Wife and I Respond To Our Date At The White House UFC Fight & Why We Went | Jack & Aree Osbourne
My Wife and I Respond To Our Date At The White House UFC Fight & Why We Went | Jack & Aree Osbourne Jun 23, 2026 32:49 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
What Hollywood Doesn't Want You to Notice | Conrad Flynn
What Hollywood Doesn't Want You to Notice | Conrad Flynn Jun 9, 2026 01:06:27 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 re
Paris Jackson On Grief, Music & Growing Up In The Spotlight
Paris Jackson On Grief, Music & Growing Up In The Spotlight May 26, 2026 59:46 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 proce
Cory Richards On Climbing Everest and Losing Control
Cory Richards On Climbing Everest and Losing Control May 12, 2026 01:33:57 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
Howie Mandel Talks OCD and Conspiracy Theories
Howie Mandel Talks OCD and Conspiracy Theories Apr 28, 2026 01:07:11 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 everythi
Jim Norton Gets Real: Sobriety at 18, Self-Doubt & Comedy
Jim Norton Gets Real: Sobriety at 18, Self-Doubt & Comedy Apr 14, 2026 01:42:46 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
Dan MacPherson On Acting, MMA Training, Ironman & Mental Health
Dan MacPherson On Acting, MMA Training, Ironman & Mental Health Mar 31, 2026 01:05:56 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 a
Inside Harley & Tattoo Culture | Brian & Mark Vaillancourt
Inside Harley & Tattoo Culture | Brian & Mark Vaillancourt Mar 3, 2026 01:12:57 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. Togethe

Recommended