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.

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.

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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.

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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.

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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.

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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.

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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.