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

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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 AlleyCorp, 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.

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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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Transcripts

Show Notes

Connect with Kevin Ryan and AlleyCorp

Related Reading, Listening, and Viewing

Books

People

Organizations, Places, and Resources

Timestamps

  • 00:00:00 Intro from Tim
  • 00:01:25 Kevin Ryan’s entrepreneurial track record
  • 00:03:40 Spotting long-term trends and turning them into businesses
  • 00:06:33 Designing gatherings and trips for great conversations
  • 00:11:42 Second-order thinking and the missed YouTube opportunity
  • 00:17:47 Gilt’s rise, shrinking moat, and knowing when to sell
  • 00:22:06 From Dilbert to DoubleClick: early lessons and fast decisions
  • 00:27:52 AlleyCorp’s model: start narrow, then scale
  • 00:32:26 Recruiting founders and building Business Insider
  • 00:38:28 Recognizing a business crush and choosing what to build
  • 00:41:44 Investing in nuclear energy
  • 00:43:26 Taking money off the table and keeping funds small
  • 00:47:15 Ping-pong and the value of coaching
  • 00:49:05 Making time for family, fitness, and vacation
  • 00:51:52 Psychedelics and the origins of Transcend Therapeutics
  • 00:54:20 Methylone, PTSD trials, and navigating the FDA
  • 00:59:57 Transcend’s public-benefit mission and giving back
  • 01:05:46 Deep tech, robotics, and the next wave of opportunities
  • 01:11:35 Failed startups, MongoDB, and knowing when to persist
  • 01:15:06 A more caring society: inequality, taxes, and opportunity
  • 01:17:26 Immigration and attracting the world’s best talent
  • 01:20:04 Why Kevin is bullish on New York

“There is no next internet.”

— Kevin Ryan

“It’s important to start narrow.”

— Kevin Ryan

“It’s better to do one thing really well than a bad job on everything.”

— Kevin Ryan

“I never think about exits. We need to focus on the product. Do we have a product that everyone wants to use? If you solve that, everything else follows.”

— Kevin Ryan

“There’s a saying that the early worm gets the bird, but the second mouse gets the cheese.”

— Kevin Ryan

“There are 164 soft drinks. The odds of you coming up with one that stands out is pretty slim.”

— Kevin Ryan

Want to hear another episode with someone who builds category-defining companies and bets on where technology is headed? Listen to my conversation with Netscape co-creator and Andreessen Horowitz co-founder Marc Andreessen, in which we discussed his rules for investing, how he decides whether a company should stay the course or pivot, why his firm bets for change when others bet against it, the factors behind a big investment, the future of AI and drones, bitcoin, “strong opinions loosely held,” his debate with Peter Thiel, and much more.

The post appeared first on The Blog of Author Tim Ferriss.

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