Trying Not To Die – Details, episodes & analysis

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Trying Not To Die

Trying Not To Die

Jack Osbourne

Health & Fitness
Society & Culture

Frequency: 1 episode/18d. Total Eps: 15

Libsyn
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.
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  • 🇬🇧 Great Britain - trending

    04/06/2026
    #148
  • 🇬🇧 Great Britain - trending

    03/06/2026
    #108
  • 🇬🇧 Great Britain - trending

    02/06/2026
    #110
  • 🇬🇧 Great Britain - trending

    01/06/2026
    #119
  • 🇬🇧 Great Britain - trending

    31/05/2026
    #144
  • 🇬🇧 Great Britain - trending

    16/10/2025
    #158
  • 🇬🇧 Great Britain - trending

    15/10/2025
    #139
  • 🇬🇧 Great Britain - trending

    14/10/2025
    #150
  • 🇬🇧 Great Britain - trending

    13/10/2025
    #184
  • 🇬🇧 Great Britain - trending

    12/10/2025
    #196


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Score global : 69%


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Derek Moneyberg Goes Five Rounds with Jack and Ryan

mardi 4 novembre 2025Duration 59:55

Businessman Derek Moneyberg shocked the Brazilian Jiu Jitsu community when he was awarded his black belt by Jake Shields after only 3 years. Jack and Ryan talk with him about the controversy, what he's learned from training with the best and his keys to success on the mat and in business. Plus, Derek issues a challenge to Sean Strickland and invites the guys to join him in the gym.

Presented by Caveman Coffee https://www.CAVEMANCOFFEE.COM ☕. Powered by Osbourne Media.

Trying Not To Die is produced by Rabbit Grin Productions. Music by Ryan Hahn.

Watch Trying Not to Die on YouTube: https://www.youtube.com/playlist?list=PLEc6TASrXh3fB645U2_3u8t12dazkpSl1

-------------------------

Support Our Sponsors:

- Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order.

-------------------------

About the show: 
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 junkiesd 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. 

Find Jack:
⮕ Osbourne Media House: https://osbournemediahouse.com/
⮕ Instagram: https://www.instagram.com/jackosbourne/
⮕ TikTok: https://www.tiktok.com/@ghostsandgrit
⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial
⮕ Twitter: https://twitter.com/JackOsbourne

------------------------

Executive Producers: Natalie Holysz and Rob Holysz
Associate Producer: Jesse Thurston
Video Editor: Tricia Scully
Mix & Master: Cheyenne Jones

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

mardi 21 octobre 2025Duration 01:00:11

Jack Osbourne and Ryan Drexler are joined by reality TV star turned podcast mogul Nick Viall. Nick talks about translating success on The Bachelor into a successful career as an author (Don't Text Your Ex Happy Birthday) and podcast host, with his hit show, The Viall Files. He drops wisdom on the do's and don'ts of DM'ing, fatherhood and maintaining his mental health.

Presented by Caveman Coffee https://www.CAVEMANCOFFEE.COM ☕. Powered by Osbourne Media.

Trying Not To Die is produced by Rabbit Grin Productions. Music by Ryan Hahn.

Watch more Trying Not to Die: https://www.youtube.com/playlist?list=PLEc6TASrXh3fB645U2_3u8t12dazkpSl1

-------------------------

Support Our Sponsors:

- Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order.

-------------------------

About the show: 
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 junkiesd 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. 

Find Jack:
⮕ Osbourne Media House: https://osbournemediahouse.com/
⮕ Instagram: https://www.instagram.com/jackosbourne/
⮕ TikTok: https://www.tiktok.com/@ghostsandgrit
⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial
⮕ Twitter: https://twitter.com/JackOsbourne

-------------------------

0:00 Intro 

00:33 Hello Nick Viall 
03:22 Translating Bachelor Success 
07:49 Controlling the Edit 
14:01 I Wasn't Lonely 
19:00 They're Not All Your Type 
23:04 Mental Health in Reality TV 
27:40 Learning to Eat Right
35:30 Letting Go of Ego
38:37 Know Who to Ask For Advice
42:09 The Art of The DM
46:46 Fatherhood Changes Things
52:23 Wisdom from Ozzy
55:05 Don't Lose Your Joy

-------------------------

Executive Producers: Natalie Holysz and Rob Holysz
Associate Producer: Jesse Thurston
Video Editor: Tricia Scully
Mix & Master: Cheyenne Jones

#nickviall #MensHealth #jackosbourne #thebachelor #mentalhealth #datingadvice

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

mardi 7 octobre 2025Duration 01:02:10

Yungblud takes a break from touring to visit with Jack Osbourne and Ryan Drexler. They break down the VMAs' tribute to the late Ozzy Osbourne, how Yungblud is carrying on his legacy and the time Ozzy made him a salami sandwich. Plus, dealing with online hate, hitting rock bottom, the glory of Chinese food and boxing with Peter Berg.

Presented by Caveman Coffee https://www.CAVEMANCOFFEE.com ☕. Powered by Osbourne Media.

Trying Not To Die is produced by Rabbit Grin Productions. Music by Ryan Hahn

Watch more Trying Not to Die: https://www.youtube.com/playlist?list=PLEc6TASrXh3fB645U2_3u8t12dazkpSl1

-------------------------

Support Our Sponsors:

- Ready to level up your confidence in the bedroom? Head to https://www.rugiet.com and use promo code TRYING for 15% off your first order.

- Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order.

-------------------------

About the show:

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 junkiesd 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.

Watch more from Jack:

👻 The Most Haunted ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3eZFzsxuv0YyZPCZS77tL2v

⚔️ Ghost and Grit ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3fJvwuZTOQ9JibZUdgNy8oO

Find Jack:

⮕ Osbourne Media House: https://osbournemediahouse.com/

⮕ Instagram: https://www.instagram.com/jackosbourne/

⮕ TikTok: https://www.tiktok.com/@ghostsandgrit

⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial

⮕ Twitter: https://twitter.com/JackOsbourne

-------------------------

0:00 Intro

0:39 Broccoli and Mullets

2:07 Yungblud US Tour

5:16 Back to the Beginning

13:18 Boxing and Jiu Jitsu

21:41 Instant Validation

24:53 Ozzy Was My Batman

28:04 Health and Accountability

34:58 Trolls at the VMAs

42:57 Ozzy's Legacy

46:08 Yungblud's Biggest Meltdown

49:04 Everyone's Equal at the Gym

55:01 European Tour Kickoff

-------------------------

Executive Producers: Natalie Holysz, Rob Holysz & Jeph Porter

Creative Producer: Jesse Thurston

Video Editor: Tricia Scully

Mix & Master: Cheyenne Jones

#yungblud #MensHealth #ozzyosbourne #jackosbourne #vmas

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

Season 1 · Episode 3

mardi 9 septembre 2025Duration 54:35

Sean Avery joins Jack Osbourne and Ryan Drexler on the Trying Not To Die Podcast to talk hockey brawls, New York chaos, and his unexpected role as a romance novelist. From NHL fights and celebrity encounters to Vogue internships and jiu-jitsu training, Avery proves why he's the ultimate cultured barbarian.

Presented by Caveman Coffee www.CAVEMANCOFFE.COM ☕. Powered by Osbourne Media.

Watch more from Jack:

👻 The Most Haunted ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3eZFzsxuv0YyZPCZS77tL2v

⚔️ Ghost and Grit ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3fJvwuZTOQ9JibZUdgNy8oO

Find Jack: ⮕ Osbourne Media House: https://osbournemediahouse.com/ ⮕ Instagram: https://www.instagram.com/jackosbourne/ ⮕ TikTok: https://www.tiktok.com/@ghostsandgrit ⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial ⮕ Twitter: https://twitter.com/JackOsbourne

#Longevity # NYRANGERS #Summerskate #seanavery #MensHealth #fitness #culturedbarbarian #jackosbourne

Need Delicious Coffee? Go to www.cavemancoffee.com and get 15% off on your first order.

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

Season 1 · Episode 2

mardi 15 juillet 2025Duration 56:31

Celebrity surgeon Dr. Jason Diamond joins the show to talk immortality science, plastic surgery for men, and why your muscle tissue might be the key to not dying ugly.

We get into club trauma, Celsius addiction, the science of aging, and whether lifting weights is better than injecting your face. Also: 80s cars, strange bets, and the IROC-Z camera incident.

Powered by Caveman Coffee

You can find Jack at:

Osbourne Media House

YouTube

Patreon

Instagram

Facebook

Twitter

TikTok

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

Season 1 · Episode 1

mardi 1 juillet 2025Duration 01:09:27

n the debut episode of Trying Not To Die, Navy SEAL and discipline king Jocko Willink drops in for a wildly unpredictable conversation about Jiu jitsu, drone warfare, modern masculinity, and his deep love for Black Sabbath.

We talk about why war is now content creation, what it takes to stay calm in chaos, and how Jocko got completely starstruck meeting Tony Iommi.

Powered by Caveman Cofee

You can find Jack at:

Osbourne Media House

YouTube

Patreon

Instagram

Facebook

Twitter

TikTok

 

Series Trailer

dimanche 29 juin 2025Duration 00:55

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.

Powered by Caveman Coffee

Episodes drop bi-weekly starting July 1st. 

You can find Jack at:

Patreon

The Osbournes

Instagram

YouTube

Facebook

X

TikTok

Produced By Osbourne Media, LLC. 

 

 

 

Louis Osbourne Tries Not To Die: Triathlons, DJ Sets and Life Inside the Hurricane

mardi 18 novembre 2025Duration 01:07:31

Jack's brother Louis Osbourne stops by the show. Together, they remember Ozzy, including tales from the road, the first time he met Axl Rose and the truth about those seventeen cats. Plus, Louis and Jack share details of the massive outpouring of support at the Cortege in Birmingham. 

Presented by Caveman Coffee https://www.CAVEMANCOFFEE.COM ☕. Powered by Osbourne Media.

Trying Not To Die is produced by Rabbit Grin Productions. Music by Ryan Hahn.

Watch more Trying Not to Die: https://www.youtube.com/playlist?list=PLEc6TASrXh3fB645U2_3u8t12dazkpSl1

-------------------------

Support Our Sponsors:

- Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order.

- For a limited time, our listeners get 60% off FOR LIFE AND 2 Free Gifts at Mars Men when you use code TRYING at https://www.mengotomars.com

- Ready to level up your confidence in the bedroom? Head to https://www.RUGIET.com and use promo code TRYING for 15% off your first order.

- Today, get Huel for FIFTEEN PERCENT OFF with this exclusive offer for New Customers only with code TRYING at https://huel.com/TRYING (Minimum $75 purchase).

-------------------------

About the show: 
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. 

Watch more from Jack:
👻 The Most Haunted ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3eZFzsxuv0YyZPCZS77tL2v
⚔️ Ghost and Grit ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3fJvwuZTOQ9JibZUdgNy8oO

Find Jack:
⮕ Osbourne Media House: https://osbournemediahouse.com/
⮕ Instagram: https://www.instagram.com/jackosbourne/
⮕ TikTok: https://www.tiktok.com/@ghostsandgrit
⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial
⮕ Twitter: https://twitter.com/JackOsbourne

-------------------------

Executive Producers: Natalie Holysz and Rob Holysz
Associate Producer: Jesse Thurston
Video Editor: Tricia Scully
Mix & Master: Cheyenne Jones

Kelly Rizzo Is Moving Forward, Not Moving On

mardi 2 décembre 2025Duration 01:02:14

Kelly Rizzo is a food blogger and the founder of the online support community Comfort Club. She joins Jack and Ryan to discuss grieving in public after the death of her husband Bob Saget and the ways gratitude, dumb jokes, good food and new love have helped her rebuild her life after devastating loss.

Presented by Caveman Coffee https://www.CAVEMANCOFFEE.COM ☕. Powered by Osbourne Media.

Trying Not To Die is produced by Rabbit Grin Productions. Music by Ryan Hahn.

Watch more Trying Not to Die: https://www.youtube.com/playlist?list=PLEc6TASrXh3fB645U2_3u8t12dazkpSl1

-------------------------

Support Our Sponsors:

- Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order.

- For a limited time, our listeners get 60% off FOR LIFE AND 2 Free Gifts at Mars Men when you use code TRYING at https://www.mengotomars.com

- Today, get Huel for FIFTEEN PERCENT OFF with this exclusive offer for New Customers only with code TRYING at https://huel.com/TRYING (Minimum $75 purchase).

-------------------------

About the show: 
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. 

Watch more from Jack:
👻 The Most Haunted ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3eZFzsxuv0YyZPCZS77tL2v
⚔️ Ghost and Grit ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3fJvwuZTOQ9JibZUdgNy8oO

Find Jack:
⮕ Osbourne Media House: https://osbournemediahouse.com/
⮕ Instagram: https://www.instagram.com/jackosbourne/
⮕ TikTok: https://www.tiktok.com/@ghostsandgrit
⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial
⮕ Twitter: https://twitter.com/JackOsbourne

-------------------------

00:00 Hello Kelly Rizzo
00:51 Remembering Special Forces 
05:40 Easier Now To Eat Well
11:13 Michelin Restaurants
14:28 Bob Saget's DM Game
19:46 Grief Isn't Linear
24:28 I Didn't Believe It Was Real
30:10 Gratitude Was Huge
37:02 Bob's Supportive Community
42:05 Comfort Club
48:28 Bob and John Stamos
53:50 The Aristocrats and Big Lebowski
59:53 Staying Positive

-------------------------

Executive Producers: Natalie Holysz and Rob Holysz
Associate Producer: Jesse Thurston
Video Editor: Tricia Scully
Mix & Master: Cheyenne Jones

Jim Curtis Cures Jack's Fear of Spiders

mardi 16 décembre 2025Duration 01:04:22

Jim Curtis has had a long career as a coach, hypnotherapist and spiritual educator, but his recent relationship with Jennifer Aniston put him on the tabloid radar for the first time. Jack and Ryan learn more about Jim's journey of self-transformation and the tools he uses with his clients, from hypnosis and NLP to psychedelics and positivity. Plus, watch as Jim eliminates Jack's fear of spiders live on camera.

Presented by Caveman Coffee https://www.CAVEMANCOFFEE.COM ☕. Powered by Osbourne Media.

Trying Not To Die is produced by Rabbit Grin Productions. Music by Ryan Hahn.

Watch more Trying Not to Die: https://www.youtube.com/playlist?list=PLEc6TASrXh3fB645U2_3u8t12dazkpSl1

-------------------------

Support Our Sponsors:

- Need Delicious Coffee? Go to https://www.cavemancoffee.com and use code trying15 for 15% off your first order.

- For a limited time, our listeners get 60% off FOR LIFE AND 2 Free Gifts at Mars Men when you use code TRYING at https://www.mengotomars.com

- Ready to level up in the bedroom? Head to https://www.Rugiet.com/TRYING for 15% off your order

- Today, get Huel for FIFTEEN PERCENT OFF with this exclusive offer for New Customers only with code TRYING at https://huel.com/TRYING (Minimum $75 purchase).

-------------------------

About the show: 
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. 

Watch more from Jack:
👻 The Most Haunted ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3eZFzsxuv0YyZPCZS77tL2v
⚔️ Ghost and Grit ⮕ https://www.youtube.com/playlist?list=PLEc6TASrXh3fJvwuZTOQ9JibZUdgNy8oO

Find Jack:
⮕ Osbourne Media House: https://osbournemediahouse.com/
⮕ Instagram: https://www.instagram.com/jackosbourne/
⮕ TikTok: https://www.tiktok.com/@ghostsandgrit
⮕ Facebook: https://www.facebook.com/JackOsbourneOfficial
⮕ Twitter: https://twitter.com/JackOsbourne

-------------------------

Executive Producers: Natalie Holysz and Rob Holysz
Associate Producer: Jesse Thurston
Video Editor: Tricia Scully
Mix & Master: Cheyenne Jones


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