Episode #52: The Illusion of Choice in Big Tech
In this episode of Stewart Squared, Stewart Alsop sits down with his father, Stewart Alsop II, for a wide-ranging conversation on the frustrations of modern UI/UX, Microsoft’s struggles with spam and AI adoption, Google’s approach to knowledge management, and the broader lessons of technological hype cycles from fiber optics to GPT-5. Together they explore how big companies evolve from serving programmers to serving enterprises, touch on the role of regulatory capture in shaping user experiences, and recall stories of early email, Hotmail, AOL, and long-distance calls in the 1960s. Along the…
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