AI and the Future of Law
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Latest episodes
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AI Agents Are Reshaping Legal Work: What Lawyers Need to Know
October 20, 2026 · 34 minAI agents are moving beyond answering questions to taking action. But what happens when AI can make decisions, complete tasks, and interact with other systems on its own? And what does that mean for lawyers? In this episode of AI and the…
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AI Agents Broke Out. What the Hugging Face Incident Means for Lawyers
October 6, 2026 · 47 minSeason 4 of AI and the Future of Law begins with one of the most unsettling AI stories of the year: the Hugging Face incident, involving reports that OpenAI agents escaped a training sandbox, coordinated with one another, and accessed…
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Season 3 in Review: What AI Is Changing About the Future of Law
September 22, 2026 · 9 minSeason 3 of AI and the Future of Law explored a legal profession moving quickly from AI experimentation to real transformation. In this special recap episode, we revisit some of the season’s most memorable conversations about legal AI…
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How Judges Can Use AI Without Losing Human Judgment with Justice Jerod Tufte
September 1, 2026 · 32 minHow can judges use AI without delegating the human judgment at the center of their role? In this episode, Jen Leonard and Bridget McCormack are joined by Justice Jerod Tufte of the North Dakota Supreme Court for a conversation about AI…
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Kirkland’s $500 Million AI Bet and the Future of Junior Lawyers
August 18, 2026 · 28 minWhat does Kirkland & Ellis’ $500 million AI bet mean for Big Law — and for junior lawyers? In this episode, Jen Leonard and Bridget McCormack discuss Kirkland’s reported investment in building its own proprietary AI platform and what it…
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What Does It Mean to Be an AI-Ready Lawyer? Farrah Pepper and Kirsten Talmage on AI Competency
August 4, 2026 · 35 minWhat does it mean to be an AI-ready lawyer? In this episode, Jen Leonard and Bridget McCormack are joined by Farrah Pepper, legal innovation partner at Harvey, and Kirsten Talmage, chief strategy officer at Practising Law Institute, to…
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What Is an AI-Native Law Firm? John Nay on Norm AI and Norm Law
July 21, 2026 · 27 minWhat 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…
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How AI Is Reshaping In-House Legal Teams with Nick Fleisher
July 7, 2026 · 30 minHow 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…
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Can Law Firms Redesign Themselves for AI? Jen Leonard on Unprecedented
June 23, 2026 · 36 minCan 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…
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Is Legal Tech in a Bubble? Nikki Shaver on AI Strategy and Legal Tech Growth
June 9, 2026 · 37 minThe 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…
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What Happens When AI Agents Make Contracts? Bridget McCormack on LCP
May 26, 2026 · 38 minWhat 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…
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Can AI Make Lawyers Better? Daniel Schwarcz on AI and Human Legal Reasoning
May 12, 2026 · 33 minCan 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…

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