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One book per month, for the rest of 2026. We’ll read and discuss books that help us make sense of technology — whether you’re excited, skeptical, or anywhere in between.

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The why

When I look back at my work so far, I’ve been in the business of conversation — hosting discussions around controversial issues, producing a podcast at a free speech org, and helping build community forums around the world. So it’s no surprise I still want to do that, now in the shape of books.

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This book club is a way to build a shared baseline for people who are enthusiastic, skeptical, and anything in between and technology’s progress.

Check out the full launch announcement here.

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➡️ Sign up here

How it works

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Reading list (2026)

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2026 theme: tech, progress, and humanity. We’re reading books that help us think more clearly about how technology shapes the world and how we shape it back.

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For this year, we’re focusing on Stripe Press titles. Stripe Press is Stripe’s publishing imprint; they publish books about economic and technological advancement.

Browse the catalog: press.stripe.com

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  1. June: Maintenance of Everything (Part One) — Stewart Brand
  2. July: Get Together
  3. August: TBD
  4. September: TBD
  5. October: TBD
  6. November: TBD
  7. December: TBD </aside>

Reading tracker

sam’s book club reading tracker

FAQs


Any further questions? Reach out directly on Substack.