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...

Jaksot(38)

22: Nadia Asparouhova - Ideas that Infect

22: Nadia Asparouhova - Ideas that Infect

Nadia Asparouhova (Website, X, Substack) is a writer and researcher who has spent much of her career in service of the question: 'what's happening here?' across various parts of the internet. Nadia re...

3 Heinä 20252h 4min

21: Geoffrey Litt: Software You Can Shape

21: Geoffrey Litt: Software You Can Shape

Geoffrey Litt (Website, X) is a designer, engineer, writer, and researcher at Ink & Switch, where he champions malleable software: the idea that ordinary people should be able to mold the digital tool...

19 Kesä 20252h 29min

20: Yancey Strickler - Constellations of Creativity

20: Yancey Strickler - Constellations of Creativity

Yancey Strickler (Website, X, Metalabel) is a writer, entrepreneur, creative, and founder of Metalabel, a network and platform that allows creative people to release work together. He is also a board ...

12 Kesä 20251h 54min

19: Henrik Karlsson - Cultivating a Life that Fits

19: Henrik Karlsson - Cultivating a Life that Fits

Full transcript and all links: dialectic.fm/henrik-karlsson Henrik Karlsson (Substack, X) is an independent writer focused on "writing a few good essays." Two of them are among my most consistently re...

3 Kesä 20252h 44min

17: Alex Danco - Innovation Begins with Gifts

17: Alex Danco - Innovation Begins with Gifts

Alex Danco (Website, X, Substack) is a writer and Product Director at Shopify. Alex rose to prominence while writing his Snippets newsletter while at VC firm Social Capital in 2015. He wrote prolifica...

21 Touko 20253h 9min

16: Anjan Katta - A Sunrise Over Computing

16: Anjan Katta - A Sunrise Over Computing

Anjan Katta (X) is Founder and CEO of Daylight, a new type of computer company. Having a conversation with Anjan is a bit like trying reign in a wild animal: his horsepower, wide-ranging philosophical...

5 Touko 20252h 37min

15: D.A. Wallach - Serendipity & Systems

15: D.A. Wallach - Serendipity & Systems

D.A. Wallach (Website, X, Substack, Spotify) is an investor, musician, writer, and polymath. Today he co-runs Time BioVentures, backing frontier life-science and healthcare startups. Before that, he w...

28 Huhti 20252h 32min

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