Trying Not To Die
Episodes
Inside Harley & Tattoo Culture | Brian & Mark Vallaincourt
03 Mar 2026
Contributed by Lukas
In this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler dive deep into motorcycle and tattoo culture with brothers Brian Vallaincourt and...
Jamie Kennedy UNFILTERED: ICE, Hollywood Hypocrisy & The Collapse of LA
17 Feb 2026
Contributed by Lukas
In this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler sit down with comedian and actor Jamie Kennedy for one of their most unfiltered c...
The UAP Truth Finally Comes Out with Dan Farah
03 Feb 2026
Contributed by Lukas
On this episode of Trying Not to Die, Jack Osbourne and Ryan Drexler sit down with filmmaker Dan Farah, producer of Ready Player One and director o...
Chris D'Elia on Addiction, Accountability, and What Comes After Losing Everything
13 Jan 2026
Contributed by Lukas
Chris D'Elia joins Jack Osbourne for a deeply honest conversation about sex addiction, recovery, ego death, and rebuilding a life after everything fal...
I'm A Celebrity, Get Me Out Of Here: Jack Osbourne's Full Recap
30 Dec 2025
Contributed by Lukas
Jack and Ryan cover Jack's recent stint in the jungle. He dishes on becoming the reluctant leader at camp, fabricated "beef" with Aitch and how Taylor...
Jim Curtis Cures Jack's Fear of Spiders
16 Dec 2025
Contributed by Lukas
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 t...
Kelly Rizzo Is Moving Forward, Not Moving On
02 Dec 2025
Contributed by Lukas
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 afte...
Louis Osbourne Tries Not To Die: Triathlons, DJ Sets and Life Inside the Hurricane
18 Nov 2025
Contributed by Lukas
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 t...
Derek Moneyberg Goes Five Rounds with Jack and Ryan
04 Nov 2025
Contributed by Lukas
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 ...
Nick Viall on Why Your Friends Give Bad Advice & Finding Peace Post-Bachelor
21 Oct 2025
Contributed by Lukas
Jack Osbourne and Ryan Drexler are joined by reality TV star turned podcast mogul Nick Viall. Nick talks about translating success on The Bachelor int...
Yungblud Tries Not to Die: Boxing, Boots, BBQ & Real Rock N Roll
07 Oct 2025
Contributed by Lukas
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 Yun...
Sean Avery on NHL Hockey Brawls, New York Chaos & Writing Romance Novels | Jack Osbourne Podcast
09 Sep 2025
Contributed by Lukas
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 r...
Why Men Are Getting Plastic Surgery & How Dr. Jason Diamond Plans to Live Forever | Jack Osbourne
15 Jul 2025
Contributed by Lukas
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 t...
Jocko Willink Tries Not to Die: Black Sabbath, Drone Warfare & Jujitsu
01 Jul 2025
Contributed by Lukas
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...
Series Trailer
29 Jun 2025
Contributed by Lukas
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 ...