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PODCAST

Crazy Wisdom

In his series "Crazy Wisdom," Stewart Alsop explores cutting-edge topics, particularly in the realm of technology, such as Urbit and artificial intelligence. Alsop embarks on a quest for meaning, engaging with others to expand his own understanding of reality and that of his audience. The topics covered in "Crazy Wisdom" are diverse, ranging from emerging technologies to spirituality, philosophy, and general life experiences. Alsop"s unique approach aims to make connections between seemingly

society & culture philosophy

All Episodes

60:49

Episode #486: Sovereignty by Markets: How Futarchy...

Crazy Wisdom ·

2025/09/05

In this episode of Crazy Wisdom, host Stewart Alsop speaks with Robin Hanson, economist and originator of the idea of futarchy, about how conditional betting markets might transform governance by tying decisions to measurable outcomes. Their conversation moves through examples of organizational incentives in business and government, the balance between elegant theories and messy implementation details, the role of AI in robust institutions, and the tension between complexity and simplicity

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68:06

Episode #485: Bitcoin as Silent Revolution, AI as...

Crazy Wisdom ·

2025/09/01

On this episode of Crazy Wisdom, Stewart Alsop sits down with Brad Costanzo, founder and CEO of Accelerated Intelligence, for a wide-ranging conversation that stretches from personal development and the idea that “my mess is my message” to the risks of AI psychosis, the importance of cognitive armor, and Brad’s sovereign mind framework. They talk about education through the lens of the Trivium, the natural pull of elites and hierarchies, and how Bitcoin and stablecoins tie into the future

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54:40

Episode #484: Pirates, Black Swans, and Smart...

Crazy Wisdom ·

2025/08/29

In this episode of Crazy Wisdom, host Stewart Alsop sits down with Juan Samitier, co-founder of DAMM Capital, for a wide-ranging conversation on decentralized insurance, treasury management, and the evolution of finance on-chain. Together they explore the risks of smart contracts and hacks, the role of insurance in enabling institutional capital to enter crypto, and historical parallels from Amsterdam’s spice trade to Argentina’s corralito. The discussion covers stablecoins like DAI,

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49:15

Episode #483: The Limits of Logic: Probabilistic...

Crazy Wisdom ·

2025/08/25

In this episode of Crazy Wisdom, Stewart Alsop sits down with Derek Osgood, CEO of DoubleO.ai, to talk about the challenges and opportunities of building with AI agents. The conversation ranges from the shift from deterministic to probabilistic processes, to how humans and LLMs think differently, to why lateral thinking, humor, and creative downtime matter for true intelligence. They also explore the future of knowledge work, the role of context engineering and memory in making agents

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58:06

Episode #482: When Complexity Kills Meaning and...

Crazy Wisdom ·

2025/08/22

In this episode of Crazy Wisdom, Stewart Alsop speaks with Juan Verhook, founder of Tender Market, about how AI reshapes creativity, work, and society. They explore the risks of AI-generated slop versus authentic expression, the tension between probability and uniqueness, and why the complexity dilemma makes human-in-the-loop design essential. Juan connects bureaucracy to proto-AI, questions the incentives driving black-box models, and considers how scaling laws shape emergent intelligence

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58:20

Episode #481: From Rothschilds to Robinhood: Cycles...

Crazy Wisdom ·

2025/08/18

On this episode of Crazy Wisdom, host Stewart Alsop speaks with Michael Jagdeo, a headhunter and founder working with Exponent Labs and The Syndicate, about the cycles of money, power, and technology that shape our world. Their conversation touches on financial history through The Ascent of Money by Niall Ferguson and William Bagehot’s The Money Market, the rise and fall of financial centers from London to New York and the new Texas Stock Exchange, the consolidation of industries and the

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90:28

Episode #480: The Patchwork Age and Why AI Can’t...

Crazy Wisdom ·

2025/08/15

In this episode of Crazy Wisdom, Stewart Alsop talks with Paul Spencer about the intersection of AI and astrology, the balance of fate and free will, and how embodiment shapes human experience in time and space. They explore cultural shifts since 2020, the fading influence of institutions, the “patchwork age” of decentralized communities, and the contrasts between solar punk and cyberpunk visions for the future. Paul shares his perspective on America’s evolving role, the symbolism of the

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75:34

Episode #479: From Bitcoin to Birdsong: Building...

Crazy Wisdom ·

2025/08/11

In this episode of Crazy Wisdom, Stewart Alsop talks with Cathal, founder of Poliebotics and creator of the “truth beam” system, about proof of liveness technology, blockchain-based verification, projector-camera feedback loops, physics-based cryptography, and how these tools could counter deepfakes and secure biodiversity data. They explore applications ranging from conservation monitoring on Cathal’s island in Ireland to robot-assisted farming, as well as the intersection of nature,

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50:04

Episode #478: Beyond Encyclopedias: Teaching History...

Crazy Wisdom ·

2025/08/08

In this episode of Crazy Wisdom, host Stewart Alsop talks with Zachary Cote, Executive Director of Thinking Nation, about how history education can shape citizens who think critically rather than simply memorize facts. They explore the role of memory, the ethics of curation in a decentralized media landscape, and the need to rebuild trust in institutions through humility, collaboration, and historical thinking. Zachary shares insights from his teaching experience and emphasizes intellectual

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54:53

Episode #477: Why Curiosity Isn’t Just a Virtue—It’s...

Crazy Wisdom ·

2025/08/04

In this episode, Stewart Alsop speaks with Edouard Machery, Distinguished Professor at the University of Pittsburgh and Director of the Center for Philosophy of Science, about the deep cultural roots of question-asking and curiosity. From ancient Sumerian tablets to the philosophical legacies of Socrates and Descartes, the conversation spans how different civilizations have valued inquiry, the cross-cultural psychology of AI, and what makes humans unique in our drive to ask “why.” For more,

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69:44

Episode #476: More Than Magic: Astrology as the...

Crazy Wisdom ·

2025/08/01

In this episode of Crazy Wisdom, host Stewart Alsop sits down with astrologer and researcher C.T. Lucero for a wide-ranging conversation that weaves through ancient astrology, the evolution of calendars, the intersection of science and mysticism, and the influence of digital tools like AI on symbolic interpretation. They explore the historical lineage from Hellenistic Greece to the Persian golden age, discuss the implications of the 2020 Saturn-Jupiter conjunction, touch on

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47:33

Episode #475: The Illusion We Opt Into: VR, AI, and...

Crazy Wisdom ·

2025/07/28

In this episode of Crazy Wisdom, host Stewart Alsop speaks with Ryan Estes about the intersections of podcasting, AI, ancient philosophy, and the shifting boundaries of consciousness and technology. Their conversation spans topics like the evolution of language, the impact of AI on human experience, the role of sensory interfaces, the tension between scientism and spiritual insight, and how future technologies might reshape power structures and daily life. Ryan also shares thoughts on data

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58:16

Episode #474: Truth Beams and Chaotic Solutions:...

Crazy Wisdom ·

2025/07/25

In this episode of Crazy Wisdom, Stewart Alsop sits down with the masked collective known as the PoliePals—led by previous guest Cathal O’Broin—to explore their audacious vision of blending humans, nature, and machines through cryptographic reality verification and decentralized systems. They talk about neural and cryptographic projector-camera technologies like the “truth beam” and “reality transform,” analog AI using optical computing, and how open protocols and decentralized consensus

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58:12

Episode #473: Breaking the Parasite Spell: Metabolic...

Crazy Wisdom ·

2025/07/21

On this episode of Crazy Wisdom, Stewart Alsop talks with Larry Diamond, co-founder of Healing with the Diamonds, about his journey from severe metabolic illness to vibrant health and his work helping others do the same. They explore topics like heart-brain coherence, the alchemical journey, insulin resistance, seed oils, and the deeper spiritual dimensions of healing, weaving in references to David Hawkins, Rupert Sheldrake, and the lost wisdom of the divine feminine. Larry shares insights

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56:47

Episode #472: FarmBot and the Vision of a Distributed...

Crazy Wisdom ·

2025/07/19

On this episode of Crazy Wisdom, Stewart Alsop speaks with Rory Aronson, CEO of FarmBot, about how his open-source hardware project is transforming home gardening into a more automated and accessible practice. Rory explains how FarmBot works—essentially as a CNC machine for your garden—covering its evolution from Arduino-based electronics to custom boards, the challenges of integrating hardware and software, and the role of closed-loop feedback systems to prevent errors. They explore

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52:42

Episode #471: Truth-Seeking Entrepreneurs and the...

Crazy Wisdom ·

2025/07/14

In this episode of Crazy Wisdom, I, Stewart Alsop, speak with Thamir Ali Al-Rahedi, host of the From First Principles podcast on YouTube, about the nature of questions and answers, their role in business and truth-seeking, and the trade-offs inherent in technologies like AI. We explore the tension between generalists and specialists, the influence of scientism on culture, and how figures like Steve Jobs embodied the power of questions to shape markets and innovations. Thamir also shares

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57:45

Episode #470: AI That Learns From Humans: Rethinking...

Crazy Wisdom ·

2025/07/07

On this episode of Crazy Wisdom, I, Stewart Alsop, talk with Sarah Boisvert, founder of New Collar AI, about the future of work in manufacturing, the rise of “new collar” jobs, and how technologies like 3D printing and AI are transforming skills training. We cover her experience with Fab Labs, creating a closed-loop AI tutor for workforce development, and the challenges of capturing implicit knowledge from retiring experts. Sarah also shares insights from her books The New Collar Workforce

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53:30

Episode #469: Can Tesla Teach a Bot to Bachata?

Crazy Wisdom ·

2025/06/30

In this episode of the Crazy Wisdom Podcast, I, Stewart Alsop, sit down with returning guest Brian Ahuja to explore a thought-provoking idea he’s been stewing on—could we one day build a robot capable of true partner dancing? From the biomechanics of salsa to the possibilities of AI embodiment, we unpack what it would take to engineer fluid, responsive movement and how that intersects with everything from artificial muscles to the intimacy of tactile feedback. We also touch on Brian’s

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54:17

Episode #468: Forecasting the Market’s Weather:...

Crazy Wisdom ·

2025/06/23

In this episode of Crazy Wisdom, I, Stewart Alsop, speak with Andrew Einhorn, CEO and founder of Level Fields, a platform using AI to help people navigate financial markets through the lens of repeatable, data-driven events. We explore how structured patterns in market news—like CEO departures or earnings surprises—can inform trading strategies, how Level Fields filters noise from financial data, and the emotional nuance of user experience design in fintech. Andrew also shares insights on

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55:05

Episode #467: Slot Machines to Sunlight: Rethinking...

Crazy Wisdom ·

2025/06/16

In this episode of Crazy Wisdom, host Stewart Alsop speaks with Moritz Bierling, community lead at Daylight Computer, about reimagining our relationship to technology through intentional hardware and software design. The conversation traverses the roots of Daylight Computer—born from a desire to mitigate the mental and physiological toll of blue light and digital distraction—into explorations of AI integration, environmental design, open-source ethos, and alternative models for startup

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511 results

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