Trying Not To Die
Trying Not To Die
Podcast Description
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.
Podcast Insights
Content Themes
The podcast focuses on themes such as aging, recovery, wellness, and mental performance, with episodes featuring in-depth discussions like Jocko Willink discussing drone warfare and modern masculinity, as well as explorations of unconventional approaches to health and longevity among various experts. Topics also include the intricacies of staying sharp in various life stages from the 20s to beyond.

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.
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. Together they represent a blend of brotherhood, identity, and subculture perspective that bridges tattoo art with the open-road ethos of modern motorcycle life. The brothers break down how they got heavily tattooed starting at 18, the decision to go fully covered, the crossover between biker culture and tattooes, and how society reacts when you’re tattooed from head to toe. There’s also honest discussion about club life, perception vs reality, stereotypes about prison ink, and how the culture has shifted over the decades.
Thank you to our sponsors:
– Need Delicious Coffee? Go to https://www.drinkcaveman.com and use code trying15 for 15% off your first order.
-Get up to 39% off your Mitopure Gummies at Timeline.com/TRYING
Music by Ryan Hahn.
Disclaimer
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