Founder Playbook

Content
when I left Wall Street I started a newsletter and the newsletter was basically me writing in public that I'm confused I'm a 35-year-old confused man with a one-year 18-month-old daughter I used to make a lot of money I did a lot of stuff but I'm not happy and I don't know what to do next... the thing that kept me going... it's the I thought it was just that felt this way I felt so alone thank you for making me feel seen

Confess what you're confused about — confusion content compounds resonance

The strongest content is rarely "here's the answer." It's "here's the confusion I'm sitting with." Khe's most-resonant newsletter content was him writing as a 35-year-old confused man with a baby and no plan, and the response wave was "thank you for making me feel seen." When you're unsure what to write about, write the question you're stuck on — the people on the same path will surface and become your first true audience.


K
Khe Hy
RadReads / The Examined LifeEx-Wall Street, ~9 years as a creator-entrepreneur. RadReads newsletter (250+ consecutive weekly essays, 419+ issues twice-weekly) + The Examined Life podcast. Did ~$1.3M over 3 years of cohort-based courses, then walked away from the info-products game.
The Bootstrapped Founder
Khe Hy — Breaking Free from the Rat Race· 30:20
More tactics from Khe Hy