

Crazy Wisdom
Stewart Alsop
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 unrelated subjects, tying together ideas in unconventional ways.
Episodes
Mentioned books

Nov 17, 2025 • 51min
Episode #507: Inside the Real Economics of America, China, and Digital Gold
Terrence Yang, an economics and technology commentator, dives into the intricacies of the U.S. and China's economic landscapes. He discusses federal net outlays and the importance of sustainable growth, emphasizing the need for recurring revenue over one-time income. The conversation shifts to military power and its role in maintaining the dollar's reserve status. They also explore the AI race and concerns about trust in open-source models, drawing parallels between Bitcoin governance and AI maintainership. Finally, Terrence highlights Bitcoin's potential as digital gold and a future unit of account.

8 snips
Nov 14, 2025 • 50min
Episode #506: How AI Turns Podcasts into Knowledge Engines
Kevin Smith, co-founder of Snipd and a machine learning expert, discusses the transformative impact of AI on podcasts. He explains how Snipd aims to turn podcasts into living knowledge systems. The conversation explores vectorization, embeddings, and the challenges of AI context management. Kevin shares his journey from finance to AI and outlines the importance of data in machine learning. They also touch on the future of robotics and energy, emphasizing how these fields will shape the next technological era.

Nov 10, 2025 • 1h 12min
Episode #505: From Big Data to Big Meaning: Jessica Talisman on the Hidden Architecture of Knowledge
Jessica Talisman, founder of Contextually and creator of the Ontology Pipeline, dives into the intersection of knowledge management and AI. She discusses how controlled vocabularies and ontologies shape meaning for both humans and machines. Jessica highlights the risks of "AI slop" and the necessity for human-centered knowledge ecosystems. They explore cultural differences in knowledge representation and the significance of library science in today’s tech landscape. Talisman emphasizes the importance of quality data and collaborative approaches in developing effective knowledge architectures.

Nov 7, 2025 • 56min
Episode #504: Space Gold and AI Judges: Stewart Alsop and Harry McKay Roper on What’s Coming Next
Harry McKay Roper, founder of Imaginary Space and innovator at the crossroads of AI, crypto, and space mining, discusses groundbreaking ideas. He dives into the potential of asteroid mining and how it might disrupt terrestrial markets. The conversation shifts to Argentina, exploring its cultural resilience and startup dynamism. Harry also highlights how AI models like Claude 4.5 are revolutionizing software development, and he shares his vision for blockchain-based dispute resolution, challenging traditional justice systems.

Nov 3, 2025 • 53min
Episode #503: The Physics of Freedom: From Economic Collapse to Cognitive Abundance
Discover Argentina's rise as a hub for AI and crypto innovation amid its unique challenges. The discussion highlights space ambitions and how jurisdiction might extend into the cosmos. Dive into Argentina's currency controls and the role of crypto in economic resilience. Explore Milei's libertarian reforms and experimental communities shaping a new governance model. The conversation blends geopolitics, technology, and culture, revealing how past crises could pave the way to a more abundant future.

Oct 31, 2025 • 55min
Episode #502: Governance by Design: Building Fair Systems in the Age of Intelligence
In this episode of Crazy Wisdom, host Stewart Alsop speaks with Eli Lopian, author of AICracy and founder of aicracy.ai, about how artificial intelligence could transform the way societies govern themselves. They explore the limitations of modern democracy, the idea of AI-guided lawmaking based on fairness and abundance, and how technology might bring us closer to a more participatory, transparent form of governance. The conversation touches on prediction markets, social media’s influence on truth, the future of work in an abundance economy, and why human creativity, imperfection, and connection will remain central in an AI-driven world.Check out this GPT we trained on the conversationTimestamps00:00 Eli Lopian introduces his book AICracy and shares why democracy needs a new paradigm for governance in the age of AI. 05:00 They explore AI-driven decision-making, fairness in lawmaking, and the abundance measure as a new way to evaluate social well-being. 10:00 Discussion turns to accountability, trust, and Eli’s idea of three AIs—government, opposition, and NGO—balancing each other to prevent corruption. 15:00 Stewart connects these ideas to non-linearity and organic governance, while Eli describes systems evolving like cities rather than rigid institutions. 20:00 They discuss decade goals, city-state models, and the role of social media in shaping public perception and truth. 25:00 The focus shifts to truth detection, prediction markets, and feedback systems ensuring “did it actually happen?” accountability. 30:00 They talk about abundance economies, AI mentorship, and redefining human purpose beyond traditional work. 35:00 Eli emphasizes creativity, connection, and human error as valuable, contrasting social media’s dopamine loops with genuine human experience. 40:00 The episode closes with reflections on social currency, self-healing governance, and optimism about AI as a mirror of humanity.Key InsightsDemocracy is evolving beyond its limits. Eli Lopian argues that traditional democracy—one person, one vote—no longer fits an age where individuals have vastly different technological capacities. With AI empowering some to act with exponential influence, he suggests governance should evolve toward systems that are more adaptive, participatory, and continuous rather than episodic.AI-guided lawmaking could ensure fairness. Lopian’s concept of AICracy imagines an AI system that drafts laws based on measurable outcomes like equity and happiness. Using what he calls the abundance measure, this system would assess how proposed laws affect societal well-being—balancing freedoms, security, and fairness across all citizens.Trust and accountability must be engineered. To prevent corruption or bias in AI governance, Lopian envisions three independent AIs—a coalition, an opposition, and an NGO—cross-verifying results and exposing inconsistencies. This triad ensures transparency and keeps human oversight meaningful.Governance should be organic, not mechanical. Drawing inspiration from cities, Lopian and Alsop compare governance to an ecosystem that adapts and self-corrects. Like urban growth, effective systems arise from real-world feedback, where successful ideas take root and failing ones fade away naturally.Truth requires new forms of verification. The pair discuss how lies spread faster than truth online and propose an algorithmic “speed of a lie” metric to flag misinformation. They connect this to prediction markets and feedback loops as potential ways to keep governance accountable to real-world outcomes.The abundance economy redefines purpose. As AI reduces the need for traditional jobs, Lopian imagines a society centered on creativity, mentorship, and personal fulfillment. Governments could guarantee access to mentors—human or AI—to help people discover their passions and contribute meaningfully without economic pressure.Human connection is the new currency. In contrast to social media’s exploitation of human weakness, the future Lopian envisions values imperfection, authenticity, and shared experience. As AI automates production, what remains deeply human—emotion, error, and presence—becomes the most precious and sustaining form of wealth.

Oct 27, 2025 • 59min
Episode #501: From Atomic Clocks to Smartphones: The Real Story of GPS
In this episode of Crazy Wisdom, host Stewart Alsop talks with Richard Easton, co-author of GPS Declassified: From Smart Bombs to Smartphones, about the remarkable history behind the Global Positioning System and its ripple effects on technology, secrecy, and innovation. They trace the story from Roger Easton’s early work on time navigation and atomic clocks to the 1973 approval of the GPS program, the Cold War’s influence on satellite development, and how civilian and military interests shaped its evolution. The conversation also explores selective availability, the Gulf War, and how GPS paved the way for modern mapping tools like Google Maps and Waze, as well as broader questions about information, transparency, and the future of scientific innovation. Learn more about Richard Easton’s work and explore early GPS documents at gpsdeclassified.com, or pick up his book GPS Declassified: From Smart Bombs to Smartphones.Check out this GPT we trained on the conversationTimestamps00:00 – Stewart Alsop introduces Richard Easton, who explains the origins of GPS, its 12-hour satellite orbits, and his father Roger Easton’s early time navigation work.05:00 – Discussion on atomic clocks, the hydrogen maser, and how technological skepticism drove innovation toward the modern GPS system.10:00 – Miniaturization of receivers, the rise of smartphones as GPS devices, and early mapping tools like Google Maps and Waze.15:00 – The Apollo missions’ computer systems and precision landings lead back to GPS development and the 1973 approval of the joint program office.20:00 – The Gulf War’s use of GPS, selective availability, and how civilian receivers became vital for soldiers and surveyors.25:00 – Secrecy in satellite programs, from GRAB and POPPY to Eisenhower’s caution after the U-2 incident, and the link between intelligence and innovation.30:00 – The myth of the Korean airliner sparking civilian GPS, Reagan’s policy, and the importance of declassified documents.35:00 – Cold War espionage stories like Gordievsky’s defection, the rise of surveillance, and early countermeasures to GPS jamming.40:00 – Selective availability ends in 2000, sparking geocaching and civilian boom, with GPS enabling agriculture and transport.45:00 – Conversation shifts to AI, deepfakes, and the reliability of digital history.50:00 – Reflections on big science, decentralization, and innovation funding from John Foster to SpaceX and Starlink.55:00 – Universities’ bureaucratic bloat, the future of research education, and Richard’s praise for the University of Chicago’s BASIC program.Key InsightsGPS was born from competing visions within the U.S. military. Richard Easton explains that the Navy and Air Force each had different ideas for navigation satellites in the 1960s. The Navy wanted mid-Earth orbits with autonomous atomic clocks, while the Air Force preferred ground-controlled repeaters in geostationary orbit. The eventual compromise in 1973 created the modern GPS structure—24 satellites in six constellations—which balanced accuracy, independence, and resilience.Atomic clocks made global navigation possible. Roger Easton’s early insight was that improving atomic clock precision would one day enable real-time positioning. The hydrogen maser, developed in 1960, became the breakthrough technology that made GPS feasible. This innovation turned a theoretical idea into a working global system and also advanced timekeeping for scientific and financial applications.Civilian access to GPS was always intended. Contrary to popular belief, GPS wasn’t a military secret turned public after the Korean airliner tragedy in 1983. Civilian receivers, such as TI’s 4100 model, were already available in 1981. Reagan’s 1983 announcement merely reaffirmed an existing policy that GPS would serve both military and civilian users.The Gulf War proved GPS’s strategic value. During the 1991 conflict, U.S. and coalition forces used mostly civilian receivers after the Pentagon lifted “selective availability,” which intentionally degraded accuracy. GPS allowed troops to coordinate movement and strikes even during sandstorms, changing modern warfare.Secrecy and innovation were deeply intertwined. Easton recounts how classified projects like GRAB and POPPY—satellites disguised as scientific missions—laid technical groundwork for navigation systems. The crossover between secret defense projects and public science fueled breakthroughs but also obscured credit and understanding.Ending selective availability unleashed global applications. When the distortion feature was turned off in May 2000, GPS accuracy improved instantly, leading to new industries—geocaching, precision agriculture, logistics, and smartphone navigation. This marked GPS’s shift from a defense tool to an everyday utility.Innovation’s future may rely on decentralization. Reflecting on his father’s era and today’s landscape, Easton argues that bureaucratic “big science” has grown sluggish. He sees promise in smaller, independent innovators—helped by AI, cheaper satellites, and private space ventures like SpaceX—continuing the cycle of technological transformation that GPS began.

Oct 24, 2025 • 56min
Episode #500: When Linear Lives Meet Exponential Systems
On this episode of Crazy Wisdom, Stewart Alsop sits down with Leo Guinan to talk about the Manhattan Project for Human Potential, his vision of AI as a tool for personal agency, and the Bottega model inspired by the Medici workshops as a way to reimagine networks, mastery, and transformation. The conversation moves through themes of exponential versus linear growth in the economy, the decline of manufacturing in Ohio, China’s rise through complexity and control of supply chains, the dangers of time violence and information asymmetry, and the potential of prediction markets to reshape politics and business. Leo also shares his creative project Hitchhiker’s Guide to the Future, which he’s building as a group art experiment on Substack — you can find it at hitchhikertothefuture.substack.com.Check out this GPT we trained on the conversationTimestamps00:05 Stewart introduces Leo Guinan and they discuss the Manhattan Project for Human Potential, personal agency revolution, and the Bottega model rooted in Medici workshops.00:10 Leo reflects on networks vs. individuals, the genius–insanity line, and how exponential growth clashes with linear wages in Silicon Valley.00:15 They explore economic tension, the decline of wages, mastery in Bottegas, and the vision of decentralized innovation hubs.00:20 Conversation turns to Argentina, decentralization, and Leo’s Ohio roots, tying local manufacturing decline, Anchor Hocking, and drug addiction to global shifts.00:25 Leo shares his frustration with student debt, the fakeness of the economy, and neuroses encoded into AI models like Gemini.00:30 They examine China’s manufacturing dominance, mercantilism, complexity inflation, and the concept of time violence.00:35 Leo explains infinite predictors, cooperation, and consciousness as network awareness, citing Creator HQ as conscious technology.00:40 Discussion moves to rigorous mysticism, deterministic transformation, probabilistic futures, and the monkey and the pedestal metaphor.00:45 They analyze 1971 as a break between linear and exponential growth, compute access, surveillance states, and the power of human spite.00:50 Leo imagines algorithm manipulation, local AI, and prediction markets, referencing futarchy and political false choices.00:55 They close with Hitchhiker’s Guide to the Future, Leo’s group art project on Substack, and the rediscovery of ancient wisdom.Key InsightsThe heart of Leo Guinan’s work is what he calls the Manhattan Project for Human Potential, a recognition that artificial intelligence isn’t just about technology but about a personal agency revolution. He frames AI as a mirror that reveals how networks of people, rather than isolated individuals, drive intelligence and creativity.The Bottega model, inspired by the Medici workshops, is central to Leo’s vision. By gathering diverse minds in tight-knit communities where mastery and exploration thrive, Bottegas become nodes of transformation — miniature Silicon Valleys where reality is fluid and imagination creates exponential value.A recurring theme is the structural flaw of modern economies: wages grow linearly while technology and capital compound exponentially. This creates systemic inequality, leaving most people crushed by rising costs while the top flourishes, a dynamic Leo witnessed firsthand in both Silicon Valley and his Ohio hometown.Leo introduces complexity inflation and time violence as hidden forces of the system. Complexity is rewarded over simplicity, making technology harder for everyday people, while time violence lets some actors leverage others’ time to their own advantage, turning the economy into an arms race of asymmetries.Consciousness, for Leo, is about networks that are aware of themselves. He praises simple, embodied tools like Creator HQ that respect users’ lived reality and contrasts them with AI systems unmoored from the real world. True mastery, he argues, is embodied, consistent, and grounded in human transformation rather than probabilistic shortcuts.Prediction markets emerge as a future-facing tool, offering a way to test decisions, hedge uncertainty, and surface blind spots. Leo envisions organizations running internal prediction markets and even rethinking politics by holding leaders accountable to explicit promises rather than vague partisan change.At the personal level, Leo is experimenting with transformation through his Hitchhiker’s Guide to the Future project on Substack, a group art process that forces him out of his engineering comfort zone. He ties this back to ancient wisdom — from Buddha to Renaissance workshops — showing that the process of transformation has always been a deeply human practice we must continually rediscover.

Oct 20, 2025 • 1h 2min
Episode #499: Volumetric Trust: How Blockchain Could Evolve Beyond Time
In this conversation, Jacob Hall, co-founder of Agingo, delves into the transformative power of volumetric blockchain technology. He discusses how this evolution shifts from linear ledgers to decentralized systems that enhance sovereignty and auditability. Jacob also explores the philosophical implications, comparing blockchain to alchemy in creating value. He highlights the necessity of immutability in the age of AI and presents tokenization as a pathway to practical applications in real-world assets. Tune in for intriguing insights on trust and future governance!

11 snips
Oct 17, 2025 • 56min
Episode #498: Mining the Moon: Rob Meyerson on Building a Real Lunar Economy
Rob Meyerson, co-founder of Interlune and former president of Blue Origin, dives into the exciting realm of lunar resource commercialization. He discusses the potential of mining Helium-3 on the Moon, its applications in quantum computing and fusion reactors, and how lunar regolith stores solar wind gases. Rob also shares insights from his experiences at Blue Origin, emphasizing the importance of knowledge management in scaling innovative aerospace ventures. Finally, he highlights the promising partnerships and technologies paving the way for a lunar economy.


