#82 — DeepDive — The Age of The Newsletter — With Lenny Rachitsky

<p>"The most exciting new podcast in the startup world.” - Eric Ries, Founder, and NYTimes bestselling author</p> <p>Books:</p> <p><strong>On Writing Well</strong> - https://www.amazon.com/Writing-Well-Classic-Guide-Nonfiction/dp/0060891548</p> <p><strong>Writing Down the Bones</strong> - https://www.amazon.com/Writing-Down-Bones-Freeing-Writer/dp/1590302613</p> <p><strong>Draft #4</strong> - https://www.goodreads.com/book/show/18194765-draft-no-4</p> <p>Top Posts:</p> <p><strong>How the biggest consumer apps got their first 1,000 users</strong> - https://www.lennyrachitsky.com/p/how-the-biggest-consumer-apps-got</p> <p><strong>How to Kickstart and Scale a Marketplace Business</strong> - https://www.lennyrachitsky.com/p/how-to-kickstart-and-scale-a-marketplace</p> <p><strong>My favorite product management templates</strong> - https://www.lennyrachitsky.com/p/my-favorite-templates-issue-37</p> <p><strong>What is good retention</strong> - https://www.lennyrachitsky.com/p/what-is-good-retention-issue-29</p> <p>Today's episode is with Lenny Rachitsky. It is a #DeepDive episode on creating a successful newsletter — in a world where newsletters are becoming more mainstream, more lucrative, and more appealing to the expert at the top of their field themselves vs the journalist on the side-lines.</p> <p>On a high level, Lenny is making more with his newsletter, a year and a half in (and only about six months into introducing a paid version of the letter) than he was making from his salary at Airbnb. Yes, six months into introducing a paid version he is making more than he did as a product leader at Airbnb.</p> <p>He is a brilliant product and growth thinker, and he writes one of the most insightful newsletters in the startup ecosystem. It is a great episode on the "Below The Line" version of what it took to get the newsletter to this point, but also what it's like putting out insightful content every single week.</p> <p>We cover everything from the strategy of starting free and then turning it into a paid newsletter over