Stewart Squared
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 internet and computing - How AI ties the personal computer, the smartphone and the internet together

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Episode #47: The Cost of Knowing Everything

Episode #47: The Cost of Knowing Everything

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, they navigate a sprawling conversation that begins with the unruly complexity of the modern browser and spirals into de...

24 Juli 202546min

Episode #46: Bubble Logic: Why AGI and Drones Feel Inevitable

Episode #46: Bubble Logic: Why AGI and Drones Feel Inevitable

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, they explore the OpenAI–Microsoft partnership through the lens of historic “stupid agreements” in tech, starting with S...

17 Juli 202550min

Episode #45: Natural Language as the New Operating System

Episode #45: Natural Language as the New Operating System

Welcome to Stewart Squared podcast with the two Stewart Alsops, where they explore the evolution of software from 1.0’s “magical incantations” to 3.0’s natural language interfaces, discuss operating s...

10 Juli 202546min

Episode #44: Consultants Preach, AI Learns, and CEOs Fall Behind

Episode #44: Consultants Preach, AI Learns, and CEOs Fall Behind

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, they explore why consultants often fail in the tech world, how leadership skills are (or aren’t) taught in business sch...

3 Juli 202553min

Episode #43: Meme Coins and Moon Mines: Surveillance in the Age of Trump and Musk

Episode #43: Meme Coins and Moon Mines: Surveillance in the Age of Trump and Musk

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this wide-ranging conversation, the Stewarts kick off with a personal dive into the early days of Internet telephony via Netscape and...

26 Juni 202553min

Episode #42: The Myth of Openness in a Dualistic Valley

Episode #42: The Myth of Openness in a Dualistic Valley

Welcome to Stewart Squared podcast with the two Stewart Alsops. This episode navigates the arc of the Internet’s transformation from the promise of an open network to the reign of closed platforms, tr...

19 Juni 202550min

Episode #41: Homebrew Aftershocks: Echoes from the Pre-Platform Era

Episode #41: Homebrew Aftershocks: Echoes from the Pre-Platform Era

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, father and son trace the tectonic shifts that shaped Silicon Valley—from the amateur hardware tinkerers at the Homebrew...

12 Juni 202550min

Episode #40: Probabilistic Machines: Living with the Illusion of Control

Episode #40: Probabilistic Machines: Living with the Illusion of Control

Welcome to Stewart Squared podcast with the two Stewart Alsops, where this episode takes you on a ride through vibe coding experiments, AI-powered doom loops, and the fading utility of language learni...

5 Juni 20251h 1min

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