The Great Enshittening
October 20, 2025
47 min
Full
730 of 775
October 20, 2025
The Great Enshittening
0:00 / 47:31
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Gray Area Episodes Around October 20, 2025
Episode 730 of 775 — walk the feed in the order it was published.
The Great Enshittening
Summary
Open a browser and you can feel it instantly: everything online just feels… worse. Search results that look like ads. Social feeds that you don’t control. Streaming platforms that are packed with ads. Services that used to be free, but are now behind paywalls. It’s not your imagination — it’s enshittification, the process by which good platforms turn bad… and it’s starting to happen outside the internet as well.
Sean’s guest today is Cory Doctorow, author of Enshittification: Why Everything Suddenly Got Worse and What to Do About It. They discuss how the web became enshittified, why monopolies are the true engine behind our digital decay, and what it would mean to build a freer, fairer, and more human internet.
Host: Sean Illing (@seanilling)
Guest: Cory Doctorow (https://x.com/doctorow), author of Enshittification: Why Everything Suddenly Got Worse and What to Do About It.
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