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Dilemma Podcast

Libertarians HATE These Challenges Plus A Watch-Along Of Milton Friedman

25 Mar 2025

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Capitalist Libertarianism sells itself as the champion of freedom and personal choice—but what happens when the very systems we’ve unleashed are shaping our desires, not responding to them? In this video, I dig into the fundamental blind spots that libertarians (especially the free-market capitalist kind) tend to ignore. From psychological manipulation in advertising to global coordination breakdowns like the tragedy of the commons and the free-rider problem, I argue that the neat equations of “freedom = good outcomes” just don’t hold up. Especially not in a world where your attention, your data, and your impulses are being auctioned off in real time.To ground it all, we finish with a short watch-along of Milton Friedman’s 1980 documentary Free to Choose—a kind of holy text for the neoliberal era. I’m not here to dunk for the sake of dunking. I’m here to challenge some assumptions, explore alternatives, and ask whether "just letting the market decide" is really the kind of future we want—or just the one we can’t escape. Let’s watch together and think out loud.For the full Dilemma Archive including the mentioned Episode "Do I Smell Donuts?" whatjaythinks.com00:00 Intro: What I mean by Libertarian01:47 The Worlds We Want and the Worlds We Can't Resist04:43 Can Advertising Ever be Too Effective?11:22 The Base Capitalist Libertarian Assumption12:54 Mass Coordination Problems14:04 MCP One / The Stag Hunt15:39 MCP Two / First Mover Problems18:19 MCP Three / Free Rider Problem19:13 MCP Four / Tragedy Of The Commons22:13 Darwinian Evolution Misconception and the Range of Survival29:58 Watch Along Intro to Milton Friedman32:50 Free To Chose 10 Minute Watch-Along51:39 The Totalitarian Big Market Liberal and the Deluded Free Market Capitalists

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