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Episode #62: From Cloudflare to Chaos: Mapping the Fault Lines of the AI Economy

In this episode of Stewart Squared, hosts Stewart Alsop II and his son Stewart Alsop III, sits down with journalist and author Fred Vogelstein, known for his book Crazy Stupid Tech, to explore how technology, finance, and media are colliding in the age of AI. The conversation moves from Cloudflare’s emerging influence on AI web infrastructure and Google’s shifting search economy to the echoes of the 1999 tech bubble and the leverage risks in today’s crypto and private credit markets. Fred connects these financial dynamics to broader issues like middle-class decline, automation, and America’s…

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