Kevin Ryan is one of the leading entrepreneurs and investors in New York. Often called the “Godfather of NYC tech,” he is the founder and CEO of <a href="https://alleycorp.com/" rel="noopener noreferrer" target="_blank">AlleyCorp</a>, a New York based venture capital firm that incubates and invests across healthcare, AI and software, consumer tech, deep tech, and more. Kevin is also the co-founder of several notable companies including MongoDB, Business Insider, Zola, Gilt Groupe, and Transcend Therapeutics. Earlier in his career, Kevin was the CEO of DoubleClick, which he helped grow from a 20-person startup to a publicly-traded company with more than 1,500 employees.This episode is brought to you by:<ul><li><a href="https://www.eightsleep.com/tim/" rel="noopener noreferrer" target="_blank">Eight Sleep Pod 6</a> which cools or heats each side of the bed, with custom elevation and snoring reduction, and wearable-free sleep tracking: <a href="https://www.eightsleep.com/tim/" rel="noopener noreferrer" target="_blank">EightSleep.com/tim</a></li><li><a href="https://shopify.com/tim" rel="noopener noreferrer" target="_blank">Shopify</a> global commerce platform, providing tools to start, grow, market, and manage a retail business: <a href="https://shopify.com/tim" rel="noopener noreferrer" target="_blank">Shopify.com/Tim</a></li><li><a href="https://livemomentous.com/Tim" rel="noopener noreferrer" target="_blank">Momentous</a> high-quality creatine for cognitive and muscular support: <a href="https://livemomentous.com/Tim" rel="noopener noreferrer" target="_blank">LiveMomentous.com/Tim</a></li><li><a href="https://drinkag1.com/tim" rel="noopener noreferrer" target="_blank">AG1</a> all-in-one nutritional supplement: <a href="https://drinkag1.com/tim" rel="noopener noreferrer" target="_blank">DrinkAG1.com/Tim</a></li></ul>Timestamps:00:00:00 Intro from Tim00:01:25 Kevin Ryan’s entrepreneurial track record00:03:40 Spotting long-term trends and turning them into businesses00:06:33 Designing gatherings and trips for great conversations00:11:42 Second-order thinking and the missed YouTube opportunity00:17:47 Gilt’s rise, shrinking moat, and knowing when to sell00:22:06 From Dilbert to DoubleClick: early lessons and fast decisions00:27:52 AlleyCorp’s model: start narrow, then scale00:32:26 Recruiting founders and building Business Insider00:38:28 Recognizing a business crush and choosing what to build00:41:44 Investing in nuclear energy00:43:26 Taking money off the table and keeping funds small00:47:15 Ping-pong and the value of coaching00:49:05 Making time for family, fitness, and vacation00:51:52 Psychedelics and the origins of Transcend Therapeutics00:54:20 Methylone, PTSD trials, and navigating the FDA00:59:57 Transcend’s public-benefit mission and giving back01:05:46 Deep tech, robotics, and the next wave of opportunities01:11:35 Failed startups, MongoDB, and knowing when to persist01:15:06 A more caring society: inequality, taxes, and opportunity01:17:26 Immigration and attracting the world’s best talent01:20:04 Why Kevin is bullish on New York*For show notes and past guests on <a href="https://tim.blog/podcast" rel="noopener noreferrer" target="_blank">The Tim Ferriss Show</a>, please visit <a href="https://tim.blog/podcast/?utm_source=podcast&utm_medium=podcast&utm_campaign=podcast-description" rel="noopener noreferrer" target="_blank">tim.blog/podcast</a>.For deals from sponsors of <a href="https://tim.blog/podcast" rel="noopener noreferrer" target="_blank">The Tim Ferriss Show</a>, please visit <a href="https://tim.blog/podcast-sponsors" rel="noopener noreferrer" target="_blank">tim.blog/podcast-sponsors</a>Sign up for Tim’s email newsletter (5-Bullet Friday) at <a href="https://go.tim.blog/5-bullet-friday-1/" rel="noopener noreferrer" target="_blank">tim.blog/friday</a>.For transcripts of episodes, go to <a href="https://tim.blog/transcripts" rel="noopener noreferrer" target="_blank">tim.blog/transcripts</a>.Discover Tim’s books: <a href="https://tim.blog/books" rel="noopener noreferrer" target="_blank">tim.blog/books</a>.Follow Tim:Twitter: <a href="https://twitter.com/tferriss" rel="noopener noreferrer" target="_blank">twitter.com/tferriss</a>&nbsp;Instagram: <a href="https://instagram.com/timferriss/" rel="noopener noreferrer" target="_blank">instagram.com/timferriss</a>YouTube: <a href="https://www.youtube.com/timferriss" rel="noopener noreferrer" target="_blank">youtube.com/timferriss</a>Facebook: <a href="https://www.facebook.com/TimFerriss/" rel="noopener noreferrer" target="_blank">facebook.com/timferriss</a>&nbsp;LinkedIn: <a href="http://linkedin.com/in/timferriss" rel="noopener noreferrer" target="_blank">linkedin.com/in/timferriss</a>See Privacy Policy at <a href="https://art19.com/privacy" rel="noopener noreferrer" target="_blank">https://art19.com/privacy</a> and California Privacy Notice at <a href="https://art19.com/privacy#do-not-sell-my-info" rel="noopener noreferrer" target="_blank">https://art19.com/privacy#do-not-sell-my-info</a>.

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#884: How to Spot 10-Year Trends and Build Billion-Dollar Companies — Kevin Ryan of DoubleClick, MongoDB, Business Insider, and Many More

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