Organized Money
Organized Money
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How To Think About AI (with Cory Doctorow)

Posted

June 30, 2026

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One of our favorite guests, the writer, thinker, and general polymath, Cory Doctorow, is back with a new book and a new episode of Organized Money!

After a brief detour into mid-century chili recipes, Matt, David, and Cory discuss his new book, The Reverse Centaur's Guide to Life After AI, a "short, provocative guide to what’s good, bad, and stupid about AI." Cory argues that in order to co-exist with AI, we must harness it as a tool for labor, rather than as a tool to discipline labor—which is exactly how Silicon Valley has positioned the technology.

Among many topics, they dissect the rhetoric of the AI boosters, discuss AI as a political project, the potential (or lack thereof) in AI art, the data center pushback, and how AI is a fundamentally solipsistic technology, distancing us from other people. Finally, they speculate on how this might all end—and the inevitable bust that follows any bubble.

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Guests & Subjects Covered

Cory DoctorowOrganized Money AfterMatt DavidThe Reverse Centaur's GuideLife After AIAI CorySilicon ValleyRead Matt's Big Newsletter

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How To Think About AI (with Cory Doctorow) · Organized Money · Sentinel