Infinite Loops

Aaron Stupple & Logan Chipkin — The Sovereign Child: Liberating Kids from the Tyranny of Rules


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What if everything we think we know about raising children is not just wrong, but actively harmful? Aaron Stupple and Logan Chipkin, authors of "The Sovereign Child," join Infinite Loops to make a case so compelling and radical that it challenges the very foundation of modern parenting and education.

From birth, we're told that children need rules, structure, and authority to thrive. But what if this approach is crushing their natural creativity, problem-solving abilities, and authentic self-development? Stupple and Chipkin argue that children are people—full stop. They have reasons, preferences, and the capacity to make decisions about their own lives, yet we systematically ignore this reality in favor of compliance and control.

We dive deep into their concept of the "foul four"—the four devastating ways that imposing non-consensual rules damages children's relationships with themselves, their parents, problem-solving itself, and their understanding of how to navigate the world. From the arbitrary nature of bedtimes to the deeper psychological damage of forcing gratitude and politeness, this conversation will make you question every "because I said so" moment in your childhood and parenting. Whether you're a parent, educator, or simply someone interested in human flourishing, this episode offers a radically different lens through which to view childhood, autonomy, and what it means to raise great adults.

Important Links:

  • Conjecture Institute
  • The Sovereign Child Book
  • Aaron Stupple X
  • Logan Chipkin X
  • Logan Chipkin Substack

Show Notes:

  • Opening & The Radical Quote
  • The Childhood Inversion Problem
  • False Dichotomy: Control vs. Neglect
  • AI Steel-manning the Opposition
  • Edge Cases and Prohibition Parallels
  • Podcast Host Reactions & Food Wars
  • Evolutionary Food Arguments
  • Raising Great Adults
  • Scaling Challenges & Sleep Dilemmas
  • Market Opportunities & Historical Context
  • Why Alternative Schools Didn’t Scale
  • The Foul Four Explained
  • Game Rules vs. Imposed Rules
  • Etiquette, Manners & Sibling Conflicts
  • The Bully Problem & Popper’s Paradox
  • Class and Economics Arguments
  • Rules Built on Sand
  • Falsification & Moral Philosophy
  • Conformity, Culture & Progress
  • Emotional Intelligence & Propaganda
  • Self-Silencing & Social Dynamics
  • The School Persona Revelation
  • Emperor of the World
  • Matilda & Closing Thoughts

Books Mentioned:

  • The Sovereign Child: How a Forgotten Philosophy Can Liberate Kids and Their Parents (Aaron Stupple with Logan Chipkin)
  • Influence: The Psychology of Persuasion (Dr. Robert Cialdini)
  • The Open Society and Its Enemies (Karl Popper)
  • What the Tortoise Said to Achilles (Lewis Carroll)
  • No Country for Old Men (Cormac McCarthy)
  • One Summer: America 1927 (Bill Bryson)
  • Alice in Wonderland (Lewis Carroll)
  • Matilda (Roald Dahl)

Authors Mentioned:

  • Jed McKenna
  • Jonathan Haidt
  • Edward Bernays
  • Robert Solomon
  • David Deutsch

...more
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Infinite LoopsBy Jim O'Shaughnessy

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