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Reluctantly Influential: Inside Lenny Rachitsky’s Demandingly Chill Life

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With millions of subscribers across platforms, Lenny Rachitsky is one of the most prolific people in tech media. But what drives him — and what keeps him up at night — is a story most people don’t know.

L enny Rachitsky says his goal with Lenny’s Newsletter was just to live a chill life. From where I sit — as we face each other on the leather couch in his Marin County home, jazz playing, steam rising from his mug — he got what he wanted. But I wonder if success has taken him quite far from that goal. “I have a lot of flexibility throughout the day,” he reminds me. “I can go on walks with my family and pick up my son from school. But on the other hand, I work a lot now. I always want to work. I always want to put more time into making sure everything I do is awesome. There are just a lot of th

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