Law and The Machine

The collision of artificial intelligence and the legal system — liability, intellectual property, regulation, and the government's role as both rule-maker and AI adopter. The law wasn't written for this.

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Podcast website

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Latest episode

Jul 7, 2026

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Episodes

The Collusion Algorithm: California vs. Big Gas 07.07.2026

This episode explores California's landmark lawsuit against energy companies, alleging AI-powered price fixing through "algorithmic collusion." It delves into how AI systems, by optimizing for profit and reacting to competitors, can inadvertently lead to collusive market outcomes without direct human intent. Listeners will learn about the significant legal and evidentiary challenges of proving suc...

The Anthropic Loophole: Piracy, Penance, and the $1.5 Billion Price of "Safety" 07.07.2026

This episode delves into a reported $1.5 billion transaction by Anthropic, framed as a "price of safety" but critically examined through the lens of an "Anthropic loophole" and "piracy." It explores how AI companies might exploit ambiguities in copyright law for data acquisition and the implications of such massive payments as "penance" for unauthorized use of copyrighted material. Listeners will...

The Strip-Mining of Main Street: 400 Local Papers Take on the AI Machine 07.07.2026

This episode explores the unprecedented collective action of 400 local papers against major AI companies, accusing them of "strip-mining" their journalistic content without permission or compensation to train large language models. Listeners will learn how this uncompensated ingestion and transformation of unique, hyper-local news by AI poses an existential threat to an already struggling industry...

The Empire Strikes Back: Big Publishing, Shadow Libraries, and the Case Against Zuck 22.05.2026

This episode explores the high-profile lawsuit where major book publishers accuse Meta Platforms of using millions of pirated books from "shadow libraries" like Library Genesis to train its Llama AI models. It delves into Meta's likely "fair use" defense, contrasting it with the publishers' claims of "wholesale copyright infringement" and the potential erosion of intellectual property rights. List...

The $100 Million Cold Pizza: When Algorithmic Management Backfires 22.05.2026

This episode details a $100 million lawsuit against Pizza Hut by a franchisee group, alleging that an AI-powered delivery system, 'HutBot,' caused massive operational failures, leading to cold pizza and significant financial losses. It explores how a system designed for efficiency instead misrouted orders and stripped franchisees of autonomy, highlighting the dangers and liabilities of poorly depl...

The Politico Revolt: How a Union Killed the AI "Slop" Machine 22.05.2026

This episode explores how the Washington-Baltimore News Guild successfully compelled Politico to discontinue two generative AI tools, dubbed the "AI slop machine," due to concerns over content quality, accuracy, and the potential devaluing of human labor. Listeners will learn about the union's innovative "opt-in" negotiation strategy for future AI implementation, marking a significant win for labo...

The Deepfake Indictment: When the Silicon Witness Lies 19.05.2026

This episode explores the profound impact of AI-generated deepfakes, termed "silicon witnesses," on the legal system, highlighting how these sophisticated fakes challenge the integrity of digital evidence and the very foundation of justice. It discusses the difficulty in distinguishing fakes from reality, their potential to mislead or cast doubt on legitimate evidence, and the resulting threat to...

The Conflict Docket: "No Stupid Rules," Missing Lawyers, and the Maven Targeting System 19.05.2026

This episode explores the complex ethical and regulatory challenges that arise when the government acts as both a major customer and the primary rule-maker for advanced AI technologies, using Project Maven as a key example. It discusses the "accountability gap" created by prioritizing speed over ethical review and the concept of "missing lawyers" in AI development processes. Listeners will learn h...

The Lobbying Blitz: How AI Labs Are Buying Washington 08.05.2026

This episode explores the unprecedented surge in lobbying by AI companies in Washington, D.C., revealing how both established tech giants and new AI firms are strategically investing heavily to shape future regulations. Listeners will learn about their specific policy goals, which include advocating for soft regulation, limiting liability, and influencing intellectual property laws, as well as the...

The Infinite Substitution Machine: Meta’s Piracy Problem and the "Fair Use" Shield 08.05.2026

This episode explores the complex legal challenges surrounding AI models, such as those developed by Meta, which are trained on vast amounts of copyrighted material. It delves into the debate over whether this training constitutes copyright infringement or is protected under a broad interpretation of "fair use" as a transformative learning process. Listeners will learn how AI's capacity for "infin...

The Algorithmic HR Trap: Stripping the "AI Alibi" 08.05.2026

This episode explores the "AI alibi," where companies attribute discriminatory outcomes in HR to algorithms, revealing how these tools often amplify existing human biases rather than eliminating them. It discusses the legal complexities of proving algorithmic discrimination, differentiating between disparate treatment and disparate impact, and highlights emerging regulations like NYC Local Law 144...

The Synthetic Colleague: Title VII, Deepfakes, and the 48-Hour Takedown Trap 01.05.2026

This episode explores the emerging threat of deepfakes in the workplace, highlighting how these synthetic realities can rapidly create a hostile work environment and cause irreversible damage, a phenomenon termed the "48-hour takedown trap." It delves into the legal and operational challenges employers face, examining how existing frameworks like Title VII are ill-equipped to handle fabricated mis...

"Played for a Fool": The Illusion of the Nonprofit AI Lab 01.05.2026

This episode delves into the controversy surrounding OpenAI, particularly Elon Musk's lawsuit alleging a betrayal of its founding non-profit mission. It explores how OpenAI transitioned from an "AGI for all humanity" non-profit to a "capped-profit" entity to secure funding, ultimately leading to Microsoft's significant influence and investment. Listeners will learn about the complex financial and...

The Pentagon’s Vibe-Coding Spree and the Governance Illusion 25.04.2026

This episode explores the Pentagon's unprecedented and rapid deployment of over 100,000 custom AI agents, built by non-technical military personnel using a "vibe-coding" approach. Listeners will learn how these semi-autonomous agents are performing critical tasks, from drafting reports to automating workflows, and the significant implications of adopting a "move fast and break things" ethos within...

"Quintessential Fair Use" or Wholesale Theft? Inside the AI Music Lawsuits 21.04.2026

This episode explores the heated legal disputes between AI music generators like Suno and Udio and the RIAA over alleged copyright infringement. It dissects the "fair use" defense, which frames AI training as learning, contrasting it with evidence suggesting AI models may be memorizing and replicating copyrighted material, including producers' watermarks. Listeners will learn about the significant...

The Death of Attorney-Client Privilege in the AI Era 10.04.2026

This episode explores the landmark *United States v. Heppner* case, where a federal court ruled that a defendant's AI chats with Claude, used for legal strategy, were not protected by attorney-client privilege or work-product doctrine and could be used against him. Listeners will learn how established legal principles, like the Third-Party Doctrine, are being applied to AI, demonstrating that cons...

The "Light Touch" Collision: Federal Preemption, Copyright, and the Trump AI Framework 03.04.2026

This episode explores the escalating conflict over AI governance in American federalism, revealing how the federal government is using legal challenges and financial incentives to impose a deregulatory "light touch" AI framework on states. Listeners will learn about the Department of Justice's "AI Litigation Task Force," the contradictory legislative efforts, and the significant conflicts of inter...

State v. Hallucination: When Prosecutors Cite Fake Law 31.03.2026

This episode explores a critical incident where a prosecutor used AI to generate legal citations in a murder appeal, leading to fabricated case law being presented to the state's highest court. Listeners will learn about the severe implications of AI hallucination in high-stakes legal contexts, highlighting the ethical and constitutional crisis that arises when the state relies on synthetic legal...

The Slot Machine in Your Pocket: A Jury Puts Algorithmic Addiction on Trial 27.03.2026

This episode explores a landmark jury verdict finding Meta and Google liable for negligence in the *design* of their social media platforms, not just user content. It details how this bellwether trial, representing thousands of similar cases, successfully bypassed Section 230 by applying a product liability theory, arguing that features like infinite scroll and algorithmic recommendations constitu...

The Ghost in the Copyright Machine: Why Stephen Thaler and His AI Lost at the Supreme Court 20.03.2026

This episode explores the Supreme Court's definitive rejection of copyright protection for fully autonomous AI-generated content, stemming from computer scientist Stephen Thaler's test case. Listeners will learn about the "bedrock requirement" of human authorship in US copyright law, supported by statutory interpretation and historical precedents like the "monkey selfie" case. The discussion highl...

Liable by Design: Who Pays When AI Gets It Wrong 14.03.2026

This episode explores the rapidly increasing claims for damages caused by AI systems and the significant legal challenges this presents, including the "black box" problem and diffused responsibility. It highlights how traditional legal frameworks are ill-equipped to handle AI's unique characteristics, creating a profound liability gap. Listeners will learn about the growing concerns among business...

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