
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 Jul 202546min

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 Jul 202550min

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 Jul 202546min

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 Jul 202553min

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 Jun 202553min

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 Jun 202550min

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 Jun 202550min

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 Jun 20251h 1min






















