Trying Not To Die

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.
 
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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.

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.

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.

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.
 
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Music by Ryan Hahn.