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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 ...
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Stewart Squared

Stewart Alsop II, Stewart Alsop III

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Stewart Alsop III reviews a broad range of topics with his father Stewart Alsop II, who started his career in the personal computer industry and is still actively involved in investing in startup technology companies. Stewart Alsop III is fascinated by what his father was doing as SAIII was growing up in the Golden Age of Silicon Valley. Topics include: - How the personal computing revolution led to the internet, which led to the mobile revolution - Now we are covering the future of the inte ...
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Please leave a review - one index finger spasm for you, a day made for me. The emergent characteristics of crony capitalism have punished those inclined to go against the grain. My guests and I tackle existential questions, financial topics, current events - while celebrating those with the courage to be different.
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Welcome to Stewart Squared Podcast with the two Stewart Alsops. In this episode, they explore the early personal computing revolution, beginning with the rise of Lotus Notes and spreadsheets like VisiCalc, which transformed business forecasting and led to the dominance of software giants such as Microsoft. They discuss the ongoing influence of defe…
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In this episode of the Crazy Wisdom podcast, Stewart Alsop speaks with Anand Dwivedi, a Senior Data Scientist at ICE, returning for his second appearance. The conversation covers a range of topics including the evolution of machine learning models, the integration of AI into operating systems, and how innovations like Neuralink may reshape our unde…
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In this episode of Crazy Wisdom, Stewart Alsop interviews Jeno Giordano, an adventurer with a diverse background in fitness, underwater welding, offshore construction, and institutional finance. Jeno shares his incredible journey, beginning with how he faced his fear of drowning by becoming an underwater welder. He recounts the adrenaline-filled mo…
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Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, they explore pivotal moments in technology, starting with the personal computing revolution, the evolution of smartphones, and how AI is shaping our future. Stewart Alsop II reflects on abandoning his "constellation of devices" theory after realizing, during a fishing …
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On this episode of Crazy Wisdom, host Stewart Alsop is joined by Achref Trabelsi, an AI engineer at Jobleads from Tunisia. They cover a wide range of topics, starting with the ancient history of Carthage, the dynamics of the Roman Empire, and the long-standing cultural ties in North Africa. The conversation then transitions into modern-day machine …
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In this episode of Crazy Wisdom, host Stewart Alsop sits down with Jack, a tech enthusiast and founder of Vaporware, who also goes by Wereness on Twitter. The conversation spans topics such as Sweden’s historical roots in Viking culture, entrepreneurial spirit, and technological innovation. They discuss Jack’s insights into Swedish history, interne…
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Welcome to Stewart Squared podcast with the two Stewart Alsops! In this episode, they dive into the history of personal computing, the evolution of the internet, and the development of mobile phone technology, all within the context of AI and the Evernet theory. They discuss the intriguing advancements in satellite technologies, like Starlink's por…
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In this episode of the Crazy Wisdom Podcast, Stewart Alsop sits down with Aaron Fried, founder of Dainty Diamond and former founder of a company acquired by High Touch. The conversation weaves through topics like remote work and the appeal of Buenos Aires, the evolution of e-commerce, and the challenges of knowledge management in the digital age. A…
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In this episode of the Crazy Wisdom Podcast, Stewart Alsop welcomes John Hyde, founder of Turf, to discuss the fascinating intersection of decentralized technology and virtual worlds. John shares the origin story of Turf, a virtual world built on Urbit, and delves into his experiences as a developer navigating the unique challenges and opportunitie…
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Welcome to the Stewart Squared podcast with the two Stewart Alsops. In this episode, the discussion takes a deep dive into the intriguing history and current ventures of Oracle, particularly focusing on its founder, Larry Ellison, and his relationship with tech giants like Steve Jobs. The conversation also touches on Oracle's involvement in AI, its…
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In this episode of Crazy Wisdom, host Stewart Alsop is joined by Zach Rynes, known online as "Chainlink God," a community liaison for Chainlink. The conversation explores the critical role of Chainlink as a decentralized oracle network that connects blockchain-based smart contracts to real-world data, enhancing their functionality and enabling appl…
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In this episode of the Crazy Wisdom podcast, Stewart Alsop chats with Taren Pang, a full-stack developer with a rich background in architecture, Web3, and AI. The discussion covers the evolving role of algorithms in shaping our online experiences, the importance of transparent AI and blockchain technologies, and how tools like Urbit and Bitcoin cou…
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Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, we continue our exploration of fiduciary responsibility within the realms of venture capital and business management. The discussion touches on the inherent conflicts of interest that arise when balancing responsibilities to investors, companies, and stakeholders. We a…
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop welcomes back Erik Newton for a profound conversation on consciousness, personal growth, and the nature of reality. Together, they explore the challenges of expanding awareness, balancing intention with surrender, and the philosophical implications of emerging technologies like Neurali…
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In this episode of the Crazy Wisdom Podcast, Stewart Alsop hosts Sam Marelich, founder of Next Ventures, a company specializing in recruiting for venture-backed startups. The conversation touches on the intricacies of recruiting, particularly the differences between internal and external recruiting, the impact of AI on the recruitment process, and …
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Welcome to the Stewart Squared podcast with the two Stewart Alsops! In this episode, Stewart Alsop II and Stewart Alsop III discuss the complexities of San Francisco’s tech scene, the future of AI, and the evolution of tech infrastructure. They explore how San Francisco’s self-perception contrasts with a broader sense of national decline, draw para…
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In this episode of the Crazy Wisdom Podcast, host Stewart Alsop welcomes Farhaj Mayan, who discusses his work with Forma in developing Solana economic zones. The conversation, held in Buenos Aires, delves into the concept of Solana-based economic zones similar to special jurisdictions like Dubai and Shenzhen. Farhaj explains the potential for these…
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In this episode of the Crazy Wisdom Podcast, Stewart Alsop speaks with Francisco D'Agostino, a business development expert focused on helping entrepreneurs expand into new markets. They discuss a range of topics, from the ethical implications of emerging technologies like AI to the historical parallels with figures like Oppenheimer, who grappled wi…
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On this episode of the Crazy Wisdom Podcast, Stewart Alsop is joined by ~tiller-tolbus to explore his three current projects: Red Horizon, Sen Chain, and Aegean. The conversation navigates through the intricacies of Urbit, touching on the common threads that bind these ventures together. Tiller shares insights into how Red Horizon is making Urbit m…
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Welcome to the Stewart Squared podcast with the two Stewart Alsops interviewing Joe Alsop who started Progress Software and took it all the way to IPO. In this episode, we explore the fascinating history of the early personal computing industry, sharing insights and anecdotes from Joe's extensive career, including his time at MIT and the founding o…
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Welcome to the Crazy Wisdom Podcast! I’m your host, Stewart Alsop, and today’s guest is the insightful Paul Spencer of Zeitville Media. In this episode, we explore Paul’s thought-provoking ideas on the Patchwork Age, a concept he developed in 2020, which examines the breakdown of large cultural institutions and the reorganization of meaning on indi…
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In this episode of the Crazy Wisdom podcast, host Stewart Alsop welcomes Cody Hergenroeder, a versatile creator deeply invested in product management. They explore the intricate relationships between symbolic systems and product management, discussing how these domains interconnect within the corporate environment. Cody shares insights on the role …
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