Gilt's Rise and Market Shift

Often called the godfather of NYC tech, Kevin Ryan is one of America’s most influential entrepreneurs and investors. He co-founded MongoDB, Business Insider, Gilt Groupe, Zola, and Transcend Therapeutics, and continues to build and back new companies each year through AlleyCorp. Earlier in his career, he led DoubleClick from a 20-person startup to a global leader, taking it public before its acquisition by Google.

In this episode, Kevin shares his insights on two surprising pockets of the future that he’s betting on: psychedelics for mental health and AI-powered materials science. He unpacks how psychedelics are showing remarkable success in treating depression and PTSD, and why AI may discover revolutionary new materials, from helicopter blades to smartphone glass, that humans never imagined possible.

We explore:

• The promising results of psychedelics in treating depression, PTSD, and addiction

• How AI is accelerating materials discovery by exploring combinations humans wouldn’t try

• The challenges of building successful incubators and why most attempts fail

• How MongoDB lost $1 billion before turning a profit (and why it was worth it)

• Why e-commerce businesses like Gilt Groupe often struggle against physical retail

• How AlleyCorp plans for the future when shaping its investment strategy

• What it really costs society to imprison someone for a year

• The hard truth about Europe’s tech ecosystem and why it struggles to compete with the US

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Transcript: https://www.generalist.com/p/why-psychedelics-might-be-the-breakthrough

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Timestamps

(00:00) Intro

(04:30) How Kevin collaborated with Scott Adams

(07:11) The origins of AlleyCorp

(08:33) The challenge of incubation

(10:00) Why intellectual flexibility matters

(10:54) What made MongoDB a breakout success

(13:49) How shifting market dynamics hurt Gilt’s business

(16:22) What Kevin would do differently if he built Gilt again

(17:45) Juggling AlleyCorp’s long-term vision with day-to-day demands

(20:26) How to make boards more productive

(22:25) Why Kevin believes investors should also found companies

(24:18) Future spaces Kevin is excited to invest in

(25:52) Kevin’s interest in psychedelics and founding Transcend

(28:20) Psychedelics for mental health

(32:03) How psychedelic therapy is being conducted

(34:11) Transcend’s work and the path to approval for methylone

(37:47) The challenges of psychedelic research

(40:28) How the Trump administration aims to accelerate psychedelic research

(41:50) The size and growth of the psychedelic market

(44:28) Materials science: What it is, its design tradeoffs, and how AI speeds discovery

(49:02) Radical AI’s work creating new compounds

(50:34) The industries Radical AI is targeting

(52:50) The state of European tech and why it still lags behind

(58:26) Final meditations

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Follow Kevin Ryan

LinkedIn: https://www.linkedin.com/in/kevinryan3/

X: https://x.com/alley_corp

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Resources and episode mentions

—Books—

• How to Change Your Mind: What the New Science of Psychedelics Teaches Us About Consciousness, Dying, Addiction, Depression, and Transcendence: https://www.amazon.com/Change-Your-Mind-Consciousness-Transcendence/dp/1594204225

• Breakneck: China’s Quest to Engineer the Future: https://www.amazon.com/Breakneck-Chinas-Quest-Engineer-Future/dp/1324106034

• Why We Sleep: Unlocking the Power of Sleep and Dreams: https://www.amazon.com/Why-We-Sleep-Unlocking-Dreams/dp/1501144324

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Episode resources continued at: ⁠https://www.generalist.com/p/why-psychedelics-might-be-the-breakthrough⁠

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