Chris D'Elia joins Jack Osbourne for a deeply honest conversation about sex addiction, recovery, ego death, and rebuilding a life after everything falls apart.
In this episode of Trying Not to Die, Jack Osbourne sits down with comedian and actor Chris D'Elia for a raw, wide-ranging conversation about addiction, shame, recovery, and what happens when a life built on secrets finally collapses.
Chris opens up about his struggles with sex addiction, compulsive behavior, and the lies he told himself while living in the spotlight. He talks about losing everything, facing public backlash, going to rehab, attending meetings, and what it means to try to rebuild a life based on honesty instead of impulse.
Together, Jack and Chris discuss ego death, fame, fatherhood, loyalty, and why becoming a husband and a parent forced Chris to finally confront himself. They also explore how creativity, comedy, and performance can be both a lifeline and a hiding place — and how learning to sit with discomfort is part of real recovery.
This is not a conversation about cancel culture or redemption. It's about responsibility, growth, and whether it's possible to live without secrets when you no longer want to run from yourself.
Listener discretion advised.
0:00 Intro & Caveman Coffee
0:45 Meeting Chris D'Elia & warming up
2:25 Why this podcast exists: "Trying Not To Die"
3:30 Becoming a father and finally wanting to live
5:20 Health anxiety, full-body scans, and fear of dying
7:40 Fame, sex, validation, and default settings
10:00 Chris's father, cancer, and why he watches his health
12:30 Sex as a drug and chasing approval
15:00 Performing so you don't have to feel
17:00 Touring, travel, and being away from family
19:00 Flying, airports, and why nobody can reach you
22:30 Hotels, road life, and stand-up survival
25:15 Losing friends when everything fell apart
27:30 Public backlash vs real life
29:30 Sex addiction, lying, and double lives
32:00 Rehab, recovery, and learning to be honest
34:15 OCD, anxiety, and living in your head
36:00 Childhood, fear, and creativity
38:30 Trauma, therapy, and learning who you really are
40:15 Tattoos, identity, and starting over
42:30 How Chris writes comedy
44:30 Crowd work vs real stand-up
47:00 Fame, fans, and misunderstanding online
49:00 Ozzy Osbourne, comedy, and Rodney Dangerfield
53:20 Going back on stage after everything collapsed
55:40 Death threats, thick skin, and ego death
58:00 Jiu-Jitsu, discipline, and getting out of your head
1:01:30 Honesty, secrets, and self-worth
1:04:00 Being funny at home and with kids
1:07:30 Loyalty, marriage, and rebuilding trust
1:11:00 Sex addiction, celibacy, and real intimacy
1:15:00 The movie Shame and seeing your past
1:18:30 Masculinity, integrity, and changing as a man
1:22:00 There is a way out
1:25:30 Mike Tyson, ego, and not needing approval
1:27:30 Final thoughts & goodbye
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