How Lenny Rachitsky Makes $500K/Year Living a Happy Chill Life

Lenny Rachitsky runs the #1 business newsletter on Substack, which is simply called lennysnewsletter.com.

Lenny has a REALLY interesting career path. He started off as an engineer, then decided to start his own business, which got acquired by Airbnb, where he stayed and worked for over 7 years until he quit to be his own boss again!

When Lenny left Airbnb to tinker with the different startup ideas, he was writing on the side to share his learnings. But then his writing started to gain a lot of traction online… and it became his MAIN hustle!

On an Indie Hackers post, he said the newsletter is making around $500k ARR, so I had to invite him over to hear about how he runs his one-person business.

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