Conversations With Tyler
Conversations With Tyler

Cass Sunstein on Liberalism and Rights in the Age of AI

Cass Sunstein is one of the most widely cited legal scholars of all time and among the most prolific writers working today. This year alone he has five books out, including Imperfect Oracle on the strengths and limits of AI and On Liberalism: In Defense of Freedom. In his second appearance on the sh

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Executive Summary: Cass Sunstein defends liberalism as a framework that depends on, but cannot by itself guarantee, the social norms needed to survive. He argues for lawful immigration pathways, a nuanced response to AI and First Amendment issues, a new legal right against manipulation, and a liberalism grounded in dignity, pluralism, and institutional humility.

Main Topics: The fragility and defense of liberalism (Priority: 5/5): Sunstein argues liberalism is not self-undermining, but vulnerable to anti-liberal forces and the illiberal impulses in human nature; it needs supporting norms like cooperation, charity, and mutual support. Immigration, borders, and lawful pathways (Priority: 5/5): He supports robust immigration through legal channels, border infrastructure, and enforcement against unlawful entry, while rejecting stereotypes and calling for individualized screening and humane treatment. AI, speech rights, and constitutional regulation (Priority: 4/5): Sunstein distinguishes between AI as a tool and the human rights interests surrounding AI-generated content, arguing that First Amendment protections apply primarily to human speakers and that regulation depends on the specific speech category and harm. Manipulation as an emerging legal problem (Priority: 4/5): He argues for recognizing a right not to be manipulated, analogous to privacy, especially in commercial settings where hidden terms, trickery, or exploitative design undermine deliberation. Liberalism’s intellectual lineage and future (Priority: 3/5): Sunstein reflects on liberal thinkers from Rawls and Waldron to economists like Glazer and Mullainathan, noting that liberal thought may now be more alive in economics than philosophy. Cultural and philosophical touchstones (Priority: 3/5): He uses Mises, Hayek, Parfit, Mill, and Dylan to explore freedom, self-invention, disagreement, and the tensions between liberty and social order. Personal projects: animals and disagreement (Priority: 3/5): Sunstein closes by discussing his new book on animal rights and a forthcoming essay/book on how to disagree without shaming or escalating conflict.

Key Arguments: Liberalism is not mainly self-destructive; its bigger problem is that it lacks the resources to perpetuate the civic norms it needs. Illiberal tendencies are part of human nature, so liberal societies must actively defend freedom against fear, cruelty, and demands for order. Immigration should be governed by lawful pathways, not open borders; concerns about immigration can be legitimate without being xenophobic. Border enforcement can be firm without being savage if it relies on walls, technology, people, and lawful procedures rather than brutality. AI itself does not need First Amendment rights; the constitutional question is usually about the human speakers, creators, or users behind the AI. Content-based restrictions on human access to AI-generated information can trigger First Amendment problems, while some uses such as fraud, libel, or plagiarism remain regulable. A new legal right not to be manipulated would address modern deception that falls short of fraud but still undermines autonomy. Woke politics grew out of a legitimate liberal insight about subordination, but it often becomes illiberal when it turns into shaming, arrogance, and refusal to listen. Judicial review should be judged institutionally, not abstractly; it can protect democracy when it safeguards rights essential to liberal democracy. Hayek’s Road to Serfdom overstates the path from regulation to dictatorship, but his warnings about state control and corruption still matter in milder forms. Dylan exemplifies liberal self-invention: changing names, styles, and identities is a form of freedom Sunstein admires.

Data Points: Books mentioned this year: 5+ - Tyler notes Sunstein has five or more books out this year, plus another forthcoming in February. Border walls observed: 3 - Sunstein says he saw a Trump wall, a Biden wall, and an Obama wall at the southern border. Age threshold for younger liberal thinkers: below 50 / 45 - The discussion asks whether there are comparably influential liberal thinkers under these age cutoffs. Immigration work program cited: H-2B - Sunstein points to H-2B as an example of a lawful pathway for workers. Time frame for privacy analogy: turn of the 20th century - He compares emerging manipulation law to the early development of privacy rights. Years of work on Hayek and Mill: 2 years - Sunstein describes Hayek’s intensive work on Mill’s correspondence. Jury service: 1 trial - He mentions serving on a jury despite trying to avoid it. Future book/project count: 2+ - He mentions ongoing work on Animals Matter and a possible How to Disagree project.

Pivotal Quotes: "I think it's fair to say or to worry that liberalism doesn't create the conditions for its own self-perpetuation." — Cass Sunstein: On the main vulnerability of liberalism "I think we need a right not to be manipulated." — Cass Sunstein: On legal reform in response to deceptive commercial and political practices "The idea that you can regulate a politician's speech because AI played a significant role, or maybe the entire role, that's very hard to defend." — Cass Sunstein: On AI-generated political speech and the First Amendment

Implications: Sunstein’s framework points toward a liberalism that is firmer on borders, more vigilant about manipulation, cautious with AI regulation, and less tribal about ideology. The future debate will center on how to preserve autonomy, dignity, and pluralism amid technological change and political polarization.

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Tyler Cowen engages today’s deepest thinkers in wide-ranging explorations of their work, the world, and everything in between. New conversations every other Wednesday. Subscribe wherever you get your podcasts.

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