
One of the first things I notice when walking into Lenny Rachitsky’s house is how intentional everything feels. He and his wife, Michelle Rial, opened up their home to me to tell their story — it’s somewhat of a rare opportunity to see their life from the inside, where the lines between work and life blend like a charcoal drawing.
Shoes come off and heat radiates through the concrete floors. A lit candle throws the scent of a tomato plant. Local art lines the walls, curated by Rachitsky and Rial, who is an artist herself. The house’s many windows embrace the morning sun, and dangling from one of them is a crystal to refract light. Upon closer inspection, it’s anchored to a motor, slowly rotating the crystal in a circle so rainbows roll across the floor in a tidal rhythm. Most of Rachitsky’s work gets done in a black leather Eames lounge chair that’s currently occupied by Einstein, their adopted Bichon-Maltese.
The home brings into sharp focus the contradiction of Rachitsky. Two competing ideas — wanting a chill life but also being obsessive about work — aren’t actually in tension with each other.
He’s built “Lenny’s” by delivering on the promise of helping people be more successful at work. And the only way for him to keep doing that is to create a life where only what he chooses, and only what he can dedicate time to, are allowed in.
Here are eight ways I found he maintains his focus:
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No meetings before 3pm. The morning is Rachitsky’s best time to work. Everything that’s not deep work happens in the afternoon. Rachitsky actually broke this rule for me, doing an interview in the morning.
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No full-time employees. Rachitsky works with a handful of contractors around the world (about 10) for the podcast, newsletter and community. He’s hoping to avoid the drama that comes with management, which he’s already dealt with many times during his working career.
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Templates for saying no. He gets ~200 requests per week for events, partnerships and content. He politely declines 99.9% of them. Rachitsky has even automated kindness — he uses pre-written email templates for every request category. “If I said yes to this thing, there are 20 other versions of that thing I’d have to say yes to,” he says. “It’s mostly just the volume. Saying no kindly is work.”
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Virtual podcasts only. It might’ve made sense for Rachitsky to follow the trend of high-production, in-person podcasts. But that would require travel, both for him and for guests. “It’s mostly so I don’t have to go anywhere,” he says. “I can have some tea, go right in my studio and start filming. It’s intent on creating a chill, calm experience. I want to avoid that moment of, ‘Here we go, it’s showtime!’”
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One unwritten rule he must answer before saying yes. “I always said, I’ll never do a course, never do a conference, never do a podcast, never do a book. I’ve done all those except the book,” Rachitsky says. Before he chooses to add anything to his platform, he asks himself a question: if his audience will get value from the thing, can he or someone else do it at the level he demands? That’s how he landed on having founder and product leader Claire Vo host “How I AI,” the first non-Lenny podcast on his network. “He knew there was value for his community around this topic, and acknowledged the highest-leverage way for him to bring that value to his community was to not constrain his ability to put the content together,” she says.
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Reducing the cadence of his newsletter. Part of what Rachitsky built his audience on was consistency. For years, he didn’t miss a single week of sending newsletters out on his Substack. But he’s now reducing it to between two and four newsletters per month, which his audience wanted, because they couldn’t keep up with everything he was putting out. That helps him rebalance work and life. But the thing about Rachitsky is that this balance is actually what helps him produce quality work — the chill life he wanted made the quality possible, and the quality made the chill life sustainable.
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Inventing a PTO policy for himself. Rachitsky is obsessed with consistently delivering quality to his audience, so much so that he didn’t want to take time off in fear of people canceling their subscription. “I worry that I’m not giving people enough value. I never felt like I could take a week off. I kept thinking, ‘No people will cancel,’” he says. “I had to invent a PTO policy for myself: four weeks off to refresh.”
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The Venn Diagram test. A lot of what Rachitsky has been able to accomplish is because he actually enjoys the work. “I always want to work. I always want to put more time into making sure everything I do is awesome,” he says. But he sees so many people who want to become creators themselves, getting trapped by creating something other people like but they themselves hate. “You have to be really careful staying in the middle of that Venn Diagram of things people value and things you actually enjoy and want to do for a long time. So I try to stay close to that, which is a lot of saying no.”
The chill life made the quality possible. The quality made the chill life sustainable. Read the rest of Rachitsky’s profile here: https://review.firstround.com/reluctantly-influential-inside-lenny-rachitskys-demandingly-chill-life/