Episode
The Almanack of Naval Ravikant by Eric Jorgenson | with guest Caitlin Rozario
- Podcast
- Business Book Club
- Published
- Jan 12, 2026
- Duration seconds
- 1892
- Processing state
not_requested- Canonical source
- https://www.linkedin.com/in/sam-brown-572215181/
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Summary
Most entrepreneurs are stuck in a race they never signed up for, chasing a version of success that leaves them burnt out and unfulfilled. In this episode, Caitlin Rozario , founder of Interlude , deconstructs the wisdom of The Almanack of Naval Ravikant . Caitlin shares her raw journey of shutting down her software business to pivot toward her "zone of genius”—revealing that the most successful people usually aren't the ones working the hardest, but the ones who have mastered the art of being themselves. Key Takeaways & Timestamps 00:00 Introducing The Almanack of Naval Ravikant by Eric Jorgenson. 01:54 The power of deep specific knowledge: what is it & how you can “find” yours 03:20 Identifying "Play" vs. "Work": How to do the thing that feel like play to you but will look like work to others 04:25 The Ikigai Pivot: Caitlin describes using the Japanese concept of Ikigai —the cross-section of what you love, what you're good at, what the world needs, and what you can be paid for—to finalize her decision to shut down her app and move into workshops 08:15 Top tip - The "Smile File": How to combat the entrepreneurial "negativity bias” 09:19 Escaping Competition Through Authenticity: "If you are fundamentally building and marketing something that’s an extension of what you are, no one can compete with you on that." 18:02 Accepting you are a rat in a race: the best-case scenario is simply being a rat who is mindful enough to look up at the clouds once in a while 21:50 Defining Your Own Success: Why you must plan your career around your lifestyle rather than the other way around Get the book here 📚 The Almanack of Naval Ravikant by Eric Jorgenson Mentioned in the episode Cal Newport’s Deep Life Stack The Ikigai Diagnostic Tool Naval’s "How to Get Rich" (The 3-Hour Pod…