18: Tom Morgan - Wisdom in the Woo
Dialectic28 Touko 2025

18: Tom Morgan - Wisdom in the Woo

Tom Morgan (X, Substack) is a "curiosity sherpa," writer, and podcaster who runs The Leading Edge, a community for leaders focused on personal transformation and authenticity. I first encountered Tom and his ideas during his talk at Sohn on Iain McGilchrist, left vs. right brain, and curiosity. Tom writes about complexity, curiosity, and consciousness, and wades into the deep end of various topics that most of us would place in "woo," mystic, and spiritual territories. He spent most of his career on Wall Street and brings a scientifically-inclined, rationalist approach to researching and amplifying some of the most surprising modern and ancient ideas about the nature of humanity and the universe. With this conversation, I aimed to create a primer on Tom's writing, approach, and the ideas he returns to most. We discuss following your energy, how curiosity is a guiding force, complexity and emergence, and why the world is overrated toward left-brain rationalism. We explore practical questions—How do you know your gifts? When should you pivot or persevere? What does real exploration look like when the world offers no safety nets? And then we wade into much stranger, or even heretical ideas—at least for a modern, intellectual, western audience—including the notion that consciousness is much vaster than what we've come to understand, and how we are just a small part of a much bigger whole. I hope you enjoy the conversation and consider some ideas that are much more fringe than you're used to. I definitely left it with more questions than answers. And more than that, I hope you are inspired to attune yourself to your curiosity. Perhaps, you may even have the faith to follow that thread pulling you toward what appears today only to be a wall. Episode transcript. --- This episode is brought to you by Hampton, a private, highly vetted membership for founders. Hampton surveyed over 100 members with net works of $1M-100M to create its 2024 Wealth Report. They asked about financial goals, spending habits, how much founders themselves, investment portfolio breakdowns, risk tolerance, estate planning and philanthropy, and more. Visit https://joinhampton.com/community to access the report. --- Timestamps: 2:03: Following Your Energy and Positive-Sum Games 6:04: Curiosity and Complexity: Differentiation and Integration 8:12: Entropy & Syntropy: Unpacking Curiosity, Love, and Desire 12:34: Emergence and What All the Mystics Point to: Integration 15:14: Left Brain & Right Brain: A Primer on McGilchrist's "The Matter with Things" 28:58: Hampton 30:34: Discovering Your Gifts 37:35: Creativity and Sustaining Curiosity 43:12: Life Pivots, Especially When You Aren't 22 50:24: A Challenge vs. A Grind: When to Keep Going or Try Something Else 56:19: Synchronicities 1:00:58: Openness and Wisdom 1:04:19: Error Correction, or Something Else? 1:06:02: Tom's Mission and The Meaning-Mortgage Question: Can you really do what you love? 1:08:45: Fear, Faith, Love, and Seeing Reality 1:12:59: "Minimum Viable Woo" and Exploring Out There Topics wi...

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7: Toby Shorin - The Shapes of Culture

7: Toby Shorin - The Shapes of Culture

Toby Shorin (Website, Blog, X) is a researcher, writer, consultant, and cultural anthropologist for the internet era. His interests and work include culture, identity, organizational design, psycholo...

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6: Chris Paik - Intentionally in Search of the New

6: Chris Paik - Intentionally in Search of the New

Chris Paik is a General Partner and Co-founder of Pace Capital, a Venture Capital firm in New York City. He invests in technology and internet businesses at Pace, and previously did the same at Thri...

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5: Tina He - Internet Citizen and Philosopher in Action

5: Tina He - Internet Citizen and Philosopher in Action

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17 Joulu 20241h 42min

4: Ava - Alive in Writing and in Love

4: Ava - Alive in Writing and in Love

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9 Joulu 20241h 41min

3: Dan Romero - Why Information Should Flow on Protocols

3: Dan Romero - Why Information Should Flow on Protocols

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2 Joulu 20242h 12min

2: Michael Dempsey - The Craft of Investing in the Future

2: Michael Dempsey - The Craft of Investing in the Future

Michael Dempsey (Website, X) is an investor, writer, technologist, and Managing Partner of Compound, an early-stage, thesis-driven, research-centric investment firm. Michael and Compound invest in se...

25 Marras 20241h 48min

1: Jason Liu - The Freedom in Being Nobody

1: Jason Liu - The Freedom in Being Nobody

Jason Liu (Website, X, Github, Newsletter) is a technologist, consultant, teacher, and friend. He spent the first part of his career as a machine learning engineer, mostly at Stitchfix, only to run ...

18 Marras 20241h 34min

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