Stewart Brand, Silicon Valley’s Favorite Prophet, on Life’s Most Important Principle

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Stewart Brand might be the most influential philosopher of the internet – at least in its more idealistic era. In the 1960s, Brand was the central bridge figure between the San Francisco counterculture and the emerging technology scene. He created the legendary Trips Festival with Ken Kesey in 1966, and was there at “the mother of all demos” in 1968. And he created and edited the Whole Earth Catalog, which Steve Jobs called “one of the bibles of my generation” and “Google in paperback form, 35 years before Google came along.” Brand has seen Silicon Valley evolve in the decades since. And along the way, he has written many brilliant books about our relationship to technology, the built environment and the natural world. His latest book is “Maintenance: Of Everything, Part One.” In this conversation, we discuss everything from dropping acid to the genesis of the Whole Earth Catalog, what he thinks A.I. will reveal about humanity, the 40 years he’s spent living on a tugboat and the importance of maintenance in a culture that prizes novelty and disposability. Mentioned: Ezra is moderating a forum on housing and affordability with some of the top California gubernatorial candidates. The event is on Friday, May 8, in Oakland, CA. You can buy tickets here. Use the code EKSHOW for 20 percent off your order. Maintenance: Of Everything, Part One by Stewart Brand “We Didn’t Ask for This Internet” with Cory Doctorow and Tim Wu, The Ezra Klein Show I And Thou by Martin Buber Book Recommendations: The Beginning of Infinity by David Deutsch The Perfectionists by Simon Winchester Encyclopédie by Denis Diderot and Jean le Rond d’Alembert Thoughts? Guest suggestions? Email us at ezrakleinshow@nytimes.com. You can find transcripts (posted midday) and more episodes of “The Ezra Klein Show” at nytimes.com/ezra-klein-podcast, and you can find Ezra on Twitter @ezraklein. Book recommendations from all our guests are listed at https://www.nytimes.com/article/ezra-klein-show-book-recs. This episode of “The Ezra Klein Show” was produced by