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People vs Algorithms

People vs Algorithms

It’s Cool to Be Human

People vs Algorithms · Oct 10, 2025 · 53:17

0:0053:17

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This week, we talk about Anthropic’s humanist branding, the fading idea of cool in a fractured culture, and why Gen Z’s nostalgia for the analog world might be the real rebellion. Plus: Anonymous Banker joins to break down why the math behind Paramount buying The Free Press for $150 million includes “free severance” as it will push out many CBS News workers.

* Watch us on YouTube

* Troy Young’s People vs Algorithms newsletter

* Brian Morrissey’s The Rebooting newsletter

* Alex Schleifer’s Human Computer

* Follow Alex, Brian and Troy on Twitter

Chapters:

* 00:00 Open

* 00:29 Welcome

* 00:58 Listener Feedback

* 07:32 Milan Aesthetics

* 11:46 Taste vs Slop

* 21:51 Gen Z Nostalgia

* 27:28 Claude’s “Brand Residency”

* 29:23 Can AI be cool?

* 36:45 The Free Press Deal

* 48:21 Good Product

* 52:25 Outro



This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.peoplevsalgorithms.com

Episodes: People vs Algorithms

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