6 Episodes

  1. Nick Viall on Why Your Friends Give Bad Advice & Finding Peace Post-Bachelor

    Published: 10/21/2025

  2. Yungblud Tries Not to Die: Boxing, Boots, BBQ & Real Rock N Roll

    Published: 10/7/2025

  3. Sean Avery on NHL Hockey Brawls, New York Chaos & Writing Romance Novels | Jack Osbourne Podcast

    Published: 9/9/2025

  4. Why Men Are Getting Plastic Surgery & How Dr. Jason Diamond Plans to Live Forever | Jack Osbourne

    Published: 7/15/2025

  5. Jocko Willink Tries Not to Die: Black Sabbath, Drone Warfare & Jujitsu

    Published: 7/1/2025

  6. Series Trailer

    Published: 6/29/2025

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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.