Crazy Wisdom

Crazy Wisdom

Exploring the intersection of artificial intelligence, consciousness, philosophy, and technology with thinkers, builders, and seekers. Hosted by Stewart Alsop III — conversations spanning AI agents, Advaita Vedanta, geopolitics, cryptography, network states, and the future of sovereign technology. 660+ episodes and counting.

Episodes

September 14, 2026 62 mins
In this episode of the Crazy Wisdom Podcast, host Stewart Alsop sits down with Neil Bortolus, founder of Esteem Biomechanics and Stewart's personal trainer for the past year and a half, to explore the intersection of functional movement, human biology, and emerging technology. Their conversation ranges from the principles of biomechanics and the evolutionary blueprint of human movement—standing, walking, running, and thr...
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop sits down with Daniel Segundo to discuss why today's social networks have evolved into entertainment networks and how Daniel is building Bien, a social app focused on depth over breadth. Daniel shares his journey from trading commodities to creating a platform designed to keep users genuinely connected to their inner circle, inspired by insights gained while medit...
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop sits down with TJ Marbois, founder of Tobiko, for a wide-ranging conversation that spans LLMs, data sovereignty, knowledge management tools like Obsidian, and Terence McKenna's ideas about an increasingly weird future. They explore how AI is simultaneously centralizing power through data control while decentralizing software development capabilities, allowing more...
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In this episode of Crazy Wisdom, Stewart Alsop sits down with Charlie D. Becker, a second-generation bookseller whose family runs Houston's largest used and rare bookstore, to unpack the viral tweet that had people convinced AI companies were secretly buying up used books to train their models. Charlie walks through what he actually found in his own warehouse orders, why the more likely explanation is old-fashioned reseller ar...
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Stewart Alsop sits down with Juan Verhook, founder of Tender Market, for a second conversation that ranges from the mechanics of European public tenders to the future of how we organize digital information. They cover how Tender Market helps smaller companies work around barriers like SOC 2 and ISO certification requirements, the surprising scale of public procurement (roughly 20% of GDP), and how AI and machine learning are r...
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In this episode, Stewart Alsop sits down with Mark Quadros, founder of GrowthOG and former link-building agency owner, for a wide-ranging conversation covering the state of Facebook ads and paid marketing, the decline of traditional SEO and backlink building in the age of AI, how Google and Cloudflare are jockeying for position as AI search reshapes the internet, and the messy economics of AI-generated video versus real footag...
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In this episode, Stewart Alsop sits down with sdmat (@sdmat123 on Twitter/X) for a wide-ranging conversation that treats the major AI labs—especially Anthropic—as religious institutions rather than businesses, tracing a lineage from the Bay Area's LessWrong and Effective Altruism scenes through Eliezer Yudkowsky's influence, Roko's Basilisk, and the medieval investiture controversy between church and state, before ...
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Stewart Alsop sits down with Daniel Freed, forty thousand words deep into a book that ties together consciousness, totalitarianism, archetypes, and religion, and the two spend the conversation tracing how those threads connect. They work through Jungian archetypes as behavioral blueprints embedded in stories across generations, unpacking the father, mother, and son roles and what they reveal about tradition, potential, and the...
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Stewart Alsop sits down with Matias Avalos on this episode of the Wisdom podcast to explore the intersection of technology, humanism, and creative sovereignty. The conversation moves from Matias's work with neural network-based audio plugins and effect chains to broader questions about corporate transhumanism, data ownership, and what it means to maintain human agency in an increasingly automated world. They discuss the danger...
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop speaks with Aaron Neyer, founder of Parachute and community organizer in Boulder, about knowledge management, extended minds, and the intersection of AI with human consciousness. They explore how Parachute functions as a digital brain tool for organizing thoughts and information across fragmented systems, discuss the dangers of AI psychosis and over-reliance on te...
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Stewart Alsop sits down with investor and entrepreneur Adnan Hassan on the Crazy Wisdom Podcast to explore his thesis on creating a small state asset class, using evolutionary insights from asteroids, dinosaurs, and mycelium as a framework for understanding resilient systems. Hassan brings his background in Silicon Valley technology, New York and Washington finance, and sovereign funds—including senior leadership roles a...
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop sits down with Violeta Bulc, former European Commissioner for Transport and coordinator of the book Leadership Challenged, featuring 24 authors from around the world. They explore the dangers of transhumanism, the misuse of artificial intelligence, and how Silicon Valley has lost its authority to lead on technology ethics. Drawing from her background as a computer...
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In this episode of Crazy Wisdom, Stewart Alsop sits down with Javier Rolandi, who works in investor relations and communications, for a wide-ranging conversation that moves from the SpaceX IPO and the trust people place in Elon Musk to Javier's own path through electronics, literature, and linguistics in Argentina. They talk about science fiction as a lens on the present, arguing over Borges versus Cortázar and touching on Phi...
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop speaks with Ekaterina Matveeva, founder of Amolingua and Lingo Plus and co-organizer of AI roundtables with EcoCivilization. The conversation covers a wide range of AI-related topics, from the cultural implications of AI development across different countries to the evolution of Ekaterina's perspective on artificial intelligence—moving from initial anger and...
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop sits down with his longtime friend Zach Puchtel, author of the book Coming In (available on Amazon and at zachpuchtel.com). The two dive into a wide-ranging conversation about the collapse of institutions, the rise of transhumanism, AI's growing influence on society, and what it means to maintain inner peace in an increasingly controlled world. Drawing on their sh...
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