Trying Not To Die

Jack Osbourne, Ryan Drexler

Booking Overview

Trying Not To Die is a bi-weekly, low-pressure hang focused on longevity and high-performance wellness—how people stay strong mentally and physically while aging. It’s a good fit for PR outreach to experts in mental performance, recovery, addiction/behavior change, and endurance/athletic discipline, with guests expected to be candid and experience-driven.

Metrics

Episodes: 19

Frequency: Biweekly

Rating: 4.8/5.0

Estimated listeners: 1k-10k

Gender skew: Male

Location: USA

30s Ad: 48 - 60, 60s Ad: 58 - 69

Contact Information

Host

Jack Osbourne - Host of Trying Not To Die and part of Osbourne Media. Known publicly for media work and for speaking openly in interviews about health and personal development topics; brings a mainstream, human-ce...

Ryan Drexler - Co-host of Trying Not To Die. Works alongside Jack Osbourne to produce an unscripted, curiosity-led show mixing performance and wellness themes (aging, recovery, mental performance) with practical ...

Booking Intelligence

Booking Requirements

medium
Typical Credentials:  
High-recognition public figures and/or credible practitioners in longevity, recovery, mental performance, addiction/recovery, endurance athletics, and performance training (often with lived experience plus visibility through media).
Required Achievements:  
Media visibility (TV/comedy/film) or major public platforms, Published/recognized expertise in mental health or behavior change, or demonstrated achievement in endurance/sport performance, Demonstrated openness about personal health journeys (recovery, aging, mental challenges)

Recent Guest Discussions

Howie Mandel - OCD, Anxiety, Intrusive Thoughts; Stigma Around Mental Health; Fear As A Motivator; Coping And Parenting With Mental Health Challenges

Jim Norton - Sobriety And Recovery; Self-doubt And Shame; Addiction And Impulse Control; Long-term Work On Yourself; Confidence

Dan MacPherson - Discipline And Identity; Acting Training And Mma/film Demands; Ironman-level Endurance; Mental And Physical Pushing Limits; Purpose Through Life Transitions

Recent Topics

Longevity, Recovery, Mental Health, Wellness, Aging, Neuroscience, Addiction, Endurance Sports, Performance, Discipline

Episodes

Here's the recent few episodes on
Trying Not To Die
:

Cory Richards On Climbing Everest and Losing Control

May 12, 2026

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 episo...

Howie Mandel Talks OCD and Conspiracy Theories

April 28, 2026

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, ...

Jim Norton Gets Real: Sobriety at 18, Self-Doubt & Comedy

April 14, 2026

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 wh...

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