Ep23 Ryan Levesque—When Success Nearly Killed Him: Finding Real in a World of Artificial Everything
Mon Feb 02 2026
Diana Oehrli sits down with seven-time Inc 5000 honoree and bestselling author Ryan Levesque to explore how chasing conventional success nearly cost him his life... twice. After being rushed to the ICU at 30 with organs shutting down, Ryan rebuilt his business around health instead of hustle. But even that wasn't enough.
In this raw conversation, Ryan reveals the unexpected moment that led him to trade his Texas business scene for a 100-acre Vermont farm... and why that decision might hold the answer to the loneliness, disconnection, and dissatisfaction plaguing high-achievers everywhere.
Viewers will learn how to recognize when convenience is actually killing them, why oxytocin (not dopamine) is the neurochemical that matters most, and how to reintegrate physical struggle into their lives without abandoning their careers. Diana and Ryan explore the hidden cost of contactless convenience, the biological wisdom we've lost by living through screens, and why hands in the dirt might be the ultimate status symbol.
Whether you're drowning in a sea of sameness or simply sensing something's missing despite having everything... this conversation offers a map back to what's real.
Chapters
(00:00:00) - Welcome to The Compliments of Privilege(00:01:58) - I Almost Died at 30(00:07:20) - How To Get Out of Debt: Malcolm Gladwell(00:13:10) - In an Age of Artificial Everything, What Is Real?(00:20:29) - In the Elevator With Rich People(00:23:23) - On Oxytocin and the Struggle(00:29:19) - Reconnecting with the Earth(00:31:07) - Writing as a Spiritual Practice(00:33:36) - Living on a farm in the countryside(00:39:55) - How Do You Structure Your Morning Routr(00:42:41) - What's Your Ideal Client?
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Diana Oehrli sits down with seven-time Inc 5000 honoree and bestselling author Ryan Levesque to explore how chasing conventional success nearly cost him his life... twice. After being rushed to the ICU at 30 with organs shutting down, Ryan rebuilt his business around health instead of hustle. But even that wasn't enough. In this raw conversation, Ryan reveals the unexpected moment that led him to trade his Texas business scene for a 100-acre Vermont farm... and why that decision might hold the answer to the loneliness, disconnection, and dissatisfaction plaguing high-achievers everywhere. Viewers will learn how to recognize when convenience is actually killing them, why oxytocin (not dopamine) is the neurochemical that matters most, and how to reintegrate physical struggle into their lives without abandoning their careers. Diana and Ryan explore the hidden cost of contactless convenience, the biological wisdom we've lost by living through screens, and why hands in the dirt might be the ultimate status symbol. Whether you're drowning in a sea of sameness or simply sensing something's missing despite having everything... this conversation offers a map back to what's real. Chapters (00:00:00) - Welcome to The Compliments of Privilege(00:01:58) - I Almost Died at 30(00:07:20) - How To Get Out of Debt: Malcolm Gladwell(00:13:10) - In an Age of Artificial Everything, What Is Real?(00:20:29) - In the Elevator With Rich People(00:23:23) - On Oxytocin and the Struggle(00:29:19) - Reconnecting with the Earth(00:31:07) - Writing as a Spiritual Practice(00:33:36) - Living on a farm in the countryside(00:39:55) - How Do You Structure Your Morning Routr(00:42:41) - What's Your Ideal Client?