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Dave Asprey—serial entrepreneur, bestselling author, and Bulletproof founder—went from making $6M by 26 to losing it all two years later. By 30, a health crash (testosterone lower than his mom’s, multiple diagnoses) pushed him to spend millions hacking his biology. He ultimately built Bulletproof to $140M in annual revenue—then was removed from the board in what he calls a calculated coup that cost him hundreds of millions. Now, as CEO of Upgrade Labs, he’s focused on making elite biohacking accessible.

This conversation goes well beyond cold plunges and butter coffee. Dave maps the decisions he wishes he’d made sooner: firing the $28M mistake, spotting narcissists quickly, and sorting win-win from win-lose people before they poison their business' culture. We explore how birth trauma shows up in leadership, why empathy drains while compassion sustains, and how to step out of the victim–perpetrator–savior triangle. He shares hiring guardrails (the “first-wiggle” rule, real reference checks, the 60-day policy) and therapeutic/energetic tools founders can use immediately.

If you’re building through chaos—navigating toxic team members, your own triggers, or both—you’ll leave with concrete ways to protect your company, your energy, and your judgment.

Key Takeaways and Topics

  • The $28M lesson: recognize the “first wiggle” and act right away

  • Four categories of people (win-win to win-lose) and who to hire

  • Red flags: instant “best friend” chemistry, envy tells, and trauma bonds

  • How to reference-check and background diligence

  • Empathy vs. compassion: boundaries that protect teams and CEOs

  • Business drama patterns and how leaders step out of them

  • Forgiveness as a nervous-system reset; going no-contact with manipulators

  • Energy as a leadership edge: willpower and decision quality

  • Daily levers: intermittent fasting and nighttime darkness

The Failure Factor Podcast was brought to you by Off The Field Coaching. Explore working with one of our coaches at http://offthefieldcoaching.com

Hosted by Megan Bruneau: therapist, executive coach, speaker, Forbes contributor, and host of The Failure Factor. For more info, visit https://meganbruneau.com

Follow Dave Site: https://daveasprey.com/ IG: https://www.instagram.com/dave.asprey/ Linkedin: https://www.linkedin.com/in/asprey/

Follow Megan IG: https://www.instagram.com/meganjbruneau LinkedIn: https://www.linkedin.com/in/megan-j-bruneau-m-a-rcc

Subscribe to the podcast newsletter at https://thefailurefactorpodcast.com

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52 episodes