The Orthogonal Bet Evan Armstrong on Launching The Leverage and Rethinking Tech Media
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Jul 30, 2025 Evan Armstrong, the insightful writer behind The Leverage, shares his journey from tech innovator to independent publisher. He explores the evolution of tech media and the role of newsletters in fostering authentic reader relationships. Evan emphasizes the need for deeper narratives and lyrical writing in a fast-paced digital age. The conversation also touches on the balance between technology and the humanities, the influence of AI in writing, and the importance of rekindling curiosity within the tech sector. His passion for merging beauty with substance shines throughout.
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Evan's Path to Writing
- Evan Armstrong came to writing by accident after working in Silicon Valley tech roles and at Substack.
- A viral post about dating app ethics sparked his shift to full-time writing and launching tech newsletters.
Power of Newsletters
- Newsletters thrive because they rely on an open, independent protocol giving writers a direct reader relationship.
- This direct connection improves monetization and creative fulfillment by bypassing intermediaries like social media.
Write Selfishly Then Strategize
- Write for yourself first, indulging in your own interests and style without overthinking the audience.
- Then switch mindset to business operations and promotion after the creative process is complete.
