Lenny started his career as an engineer, joining a startup right out of college as their first engineer where he quickly moved up the ranks to lead their engineering team. After spending nine years as an engineer and engineering leader, he decided to start his own company (Localmind), which he eventually sold to Airbnb.

After joining Airbnb, Lenny moved into Product where he spent seven years leading teams driving supply growth, conversion, community, Instant Book, and trip experience. In 2019 Lenny left Airbnb to tinker with new startup ideas and advise, and unexpectedly started a paid newsletter. These days, Lenny spends most of his time on the newsletter (#1 business newsletter on Substack), angel investing, and advising companies on product and growth.

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