AI and the Future of Law

What is an AI-native law firm?In this episode, Jen Leonard and Bridget McCormack are joined by John Nay, founder and CEO of Norm AI and Norm Law, for a conversation about agentic law, AI-native legal services, and what it means to build legal work around agents rather than copilots.John explains how legal and regulatory reasoning can be embedded into AI agents, allowing them to perform first-pass work, learn from prior matters, and create compounding value over time. The conversation also explores how Norm Law combines attorneys, legal engineers, software engineers, and AI engineers; why client-specific knowledge can become persistent; and how outcome-based pricing may change the business model of legal services.The episode also examines client trust, human supervision, experienced legal talent, and the Legal AGI Lab’s research into how AI agents may be evaluated, benchmarked, and governed by law.Learn more about the Legal AGI Lab: https://lab.norm.aiIn this episode:What agentic law meansHow AI agents differ from copilotsWhat an AI-native law firm looks likeThe role of legal engineers and AI engineersOutcome-based pricing and client trustHuman supervision in AI-native legal workLegal AGI and the governance of AI agents

How is AI changing the work of in-house legal teams?In this episode, Jen Leonard and Bridget McCormack are joined by Nick Fleisher, co-founder and CEO of Sandstone, an AI-native platform built specifically for in-house legal teams. Nick discusses how AI is transforming legal operations by helping legal departments manage intake, triage work, connect business context, and move from reactive service providers to proactive strategic partners.The conversation explores why successful legal AI depends on data and context rather than simply deploying another chatbot, how AI systems can learn legal judgment over time, what lawyers should automate first, and why human oversight remains essential as agentic workflows become more common. Nick also shares why corporate legal departments are under increasing pressure as AI accelerates work across the business, and what that means for the future of legal teams.In this episode:Why in-house legal teams are adopting AI differently than law firmsBuilding AI-native legal infrastructureWhy legal AI is fundamentally a data and context problemHow AI can help legal teams become more proactiveWhat AI can—and can't—learn from lawyersUnderstanding agentic workflows and human oversightWhy implementation is the key to successful AI adoption

Can law firms redesign themselves for a world shaped by generative AI?In this episode, Jen Leonard and Bridget McCormack are joined by Sharon Crane, president of Practising Law Institute, for a conversation about Jen’s new book, Unprecedented: Designing a Human-Centered Law Firm When Everything Is Changing. Together, they explore why law firm transformation is difficult, how storytelling can make change feel more accessible, and why collaboration, human-centered design, and practical experimentation matter in the AI era.The conversation also covers PLI’s AI competency framework, the value of business fables, the history of the Cravath system and the billable hour, how Jen used AI as a writing partner, and what the future of junior lawyer training might look like.Learn more about Unprecedented: Designing a Human-Centered Law Firm When Everything Is Changing:https://www.pli.edu/catalog/publications/treatise/unprecedented-designing-a-human-centered-law-firm-when-everything-is-changing/447974In this episode:Why law firm change requires human buy-inHow storytelling can make transformation more usableWhy the current legal business model is not inevitableHow AI can act as a co-intelligence, not a shortcutWhat junior lawyer training might look like in the AI era

The legal tech market is growing fast—but is it a bubble, or the beginning of a new era for legal services?In this episode, Jen Leonard and Bridget McCormack are joined by Nikki Shaver, co-founder and CEO of Legaltech Hub, to discuss how AI is reshaping law firm strategy, pricing, technology selection, and competition. Nikki explains why firms are moving beyond efficiency as the main measure of AI value, how AI-native firms may challenge incumbents, and why agentic AI creates new governance and security questions for legal organizations.In this episode:How legal tech adoption has shifted since ChatGPTWhy AI value is moving from efficiency to qualityWhat AI-native firms mean for incumbent law firmsHow law firms should evaluate legal tech startupsWhy agentic AI raises new governance risksWhat Nikki expects next for the legal tech marketKeywords:legal tech, legal technology, AI in law, legal AI, law firm strategy, Nikki Shaver, Legaltech Hub, agentic AI, AI-native firms, law firm innovation, legal innovation, GenAI, legal tech bubble, future of law

What happens when AI agents start making contracts with other AI agents?In this episode, Jen Leonard and Bridget McCormack explore Legal Context Protocol, or LCP, a new open protocol designed to help legal terms become discoverable, verifiable, and connected to agentic transactions. Bridget explains why existing e-commerce legal infrastructure may not translate cleanly to a world where machines negotiate, accept terms, and complete transactions on behalf of people and businesses.In this episode:What Legal Context Protocol is designed to solveWhy agentic commerce creates new contract and ratification issuesHow legal terms can become discoverable, verifiable, and connected to transactionsWhy AI risk and legal-context risk should be separatedWhat general counsel and law firm partners should do now

Can AI help lawyers learn—or does it weaken the skills legal training is meant to build?In this episode, Jen Leonard and Bridget McCormack are joined by Daniel Schwarcz, Fredrikson & Byron Professor of Law at the University of Minnesota Law School, to discuss new empirical research on artificial intelligence and human legal reasoning. Daniel explains a randomized control trial studying how law students used AI to synthesize legal materials, apply legal rules, and revise legal analysis—and why some results surprised even the researchers.In this episode:Why legal training may prepare lawyers to use AI wellWhat the University of Minnesota study tested about AI and legal reasoningWhy AI-assisted students performed better than expectedThe risks of using AI for revision under time pressureWhat law schools and law firms should take away from the research

The latest Am Law 100 power rankings reveal a legal industry undergoing rapid transformation—driven by shifting demand, intensifying competition, and the growing influence of AI. In this episode, Jen Leonard and Bridget McCormack are joined by legal industry analyst Jae Um to break down what’s changing in Big Law. They explore the rise of “apex predator” firms, widening performance gaps, evolving AI strategies, and early signs of client-side disruption.In this episode:Am Law 100 power rankings and market concentrationThe rise of “apex predator” firmsAI strategy and firm-level competitionShifting client demand and pricing pressureThe future structure of Big Law

Artificial intelligence is beginning to test the boundaries of legal practice itself.In this episode, Jen Leonard and Bridget McCormack examine Nippon Life v. OpenAI, a lawsuit alleging that a chatbot engaged in the unauthorized practice of law by generating legal advice, drafting filings, and influencing litigation strategy. The case raises foundational questions about liability, regulation, and whether existing legal frameworks can meaningfully apply to AI systems.They also explore practical AI use cases and key takeaways from Legalweek 2026, including rising pressure to demonstrate ROI, rapid enterprise adoption, and the shift toward more advanced systems.Topics discussed include:The facts and legal theories in Nippon Life v. OpenAIUnauthorized practice of law vs. product liability frameworksThe limits of regulating AI through court decisionsLegalweek 2026: ROI pressure and adoption trendsPractical AI workflows using Claude Co-Work