Podcasts · Business · Technology

AI and the Future of Law

Jen Leonard & Bridget McCormack

62 episodes

AI and the Future of Law is your essential podcast for understanding how artificial intelligence is revolutionizing the legal industry. Hosted by Bridget McCormack and Jen Leonard, each episode delves into cutting-edge technologies, trends, and strategies, providing invaluable insights for legal professionals, tech enthusiasts, and anyone curious about the future of law. Join us as we navigate the evolving landscape of AI, empowering the legal community to thrive in an era of unprecedented innovation.

More about the show

AI and the Future of Law is hosted by Jen Leonard and Bridget McCormack. A Creative Lawyers Podcast, sponsored by Clio.

Hosted on Acast. See acast.com/privacy for more information.

Episodes page 1 of 2

  1. AI Agents Are Reshaping Legal Work: What Lawyers Need to Know

    · 34 min · Episode 61

    AI 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…

  2. AI Agents Broke Out. What the Hugging Face Incident Means for Lawyers

    · 47 min · Episode 60

    Season 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…

  3. Season 3 in Review: What AI Is Changing About the Future of Law

    · 9:27 · Episode 59

    Season 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…

  4. How Judges Can Use AI Without Losing Human Judgment with Justice Jerod Tufte

    · 32 min · Episode 58

    How 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…

  5. Kirkland’s $500 Million AI Bet and the Future of Junior Lawyers

    · 28 min · Episode 57

    What 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…

  6. What Does It Mean to Be an AI-Ready Lawyer? Farrah Pepper and Kirsten Talmage on AI Competency

    · 35 min · Episode 56

    What 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…

  7. What Is an AI-Native Law Firm? John Nay on Norm AI and Norm Law

    · 27 min · Episode 55

    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…

  8. How AI Is Reshaping In-House Legal Teams with Nick Fleisher

    · 30 min · Episode 54

    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…

  9. Can Law Firms Redesign Themselves for AI? Jen Leonard on Unprecedented

    · 36 min · Episode 53

    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…

  10. Is Legal Tech in a Bubble? Nikki Shaver on AI Strategy and Legal Tech Growth

    · 37 min · Episode 52

    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…

  11. What Happens When AI Agents Make Contracts? Bridget McCormack on LCP

    · 38 min · Episode 51

    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…

  12. Can AI Make Lawyers Better? Daniel Schwarcz on AI and Human Legal Reasoning

    · 33 min · Episode 50

    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…

  13. The Am Law 100 Power Rankings: What’s Changing in Big Law with Jae Um

    · 53 min · Episode 49

    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…

  14. Jason Barnwell on AI Agents, Contract Lifecycle Management, and the Future of Legal Work

    · 36 min · Episode 48

    Artificial intelligence is moving beyond tools and into systems—reshaping how legal work is performed and delivered. In this episode, Jen Leonard and Bridget McCormack speak with Jason Barnwell, Chief Legal Officer at…

  15. Did AI Just Practice Law? The OpenAI Lawsuit + Legalweek 2026

    · 34 min · Episode 47

    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…

  16. How AI Is Changing Contract Law with Dave Hoffman

    · 45 min · Episode 46

    Artificial intelligence is beginning to reshape one of the most foundational areas of legal practice: contract law. In this episode, Jen Leonard and Bridget McCormack are joined by Professor Dave Hoffman (University…

  17. AI Recording Tools and Attorney-Client Privilege in the Age of AI

    · 33 min · Episode 45

    AI recording tools can make lawyers more efficient—but what are the risks to confidentiality? In this episode, Jen Leonard and Bridget McCormack examine how AI recording tools intersect with attorney–client privilege,…

  18. AI Agents and the Widening Divide in Legal with Zach Abramowitz

    · 34 min · Episode 44

    As the legal profession enters 2026, the conversation about AI is shifting. It is no longer about awareness or early adoption. It is about measurable impact. In this episode of AI and the Future of Law, Jen Leonard…

  19. Claude Code, Vibe Coding, and Creative Lawyers at Work

    · 34 min · Episode 43

    What happens when lawyers stop waiting for permission and start building with AI? Jen and Bridget explore the rise of creative associates and what tools like Claude Code reveal about the future of legal work. From…

  20. Should Lawyers Trust AI? Inside Harvey and the Future of Legal Work

    · 45 min · Episode 42

    Can lawyers really trust AI—and what does “trust” mean in modern legal practice? In this episode of AI and the Future of Law, hosts Jen Leonard and Bridget McCormack are joined by Gabe Pereyra, President and…

  21. Private Equity and the Future of Law Firms: Investing in AI

    · 31 min · Episode 41

    Private equity interest in U.S. law firms is accelerating, and AI is a major reason why. In this Season 3 kickoff, Jen Leonard and Bridget McCormack explore how ethics rules collide with the capital demands of AI, and…

  22. Predictions for 2026 in AI and the Law

    · 36 min · Episode 40

    What will AI actually change in law by 2026—and how should firms, courts, and legal institutions prepare? In this season two finale of AI and the Future of Law, hosts Jen Leonard and Bridget McCormack step back from…

  23. Building AI Tools for All: Closing the Justice Gap with Sateesh Nori & Tom Martin

    · 36 min · Episode 39

    How can AI expand access to justice for the millions who can’t afford a lawyer? In this episode, hosts Jen Leonard and Bridget McCormack speak with Sateesh Nori and Tom Martin about AI tools reshaping legal help,…

  24. Making Talk Cheap: Are AI Tools Devaluing Legal Writing?

    · 39 min · Episode 38

    Is AI making legal writing too easy—and too cheap? In this episode, Jen Leonard and Bridget McCormack explore how generative AI tools are reshaping writing as a professional skill. They discuss the paper “Making Talk…

  25. AI in LA Courts: David Slayton on Access to Justice

    · 39 min · Episode 37

    Can AI make the nation’s largest trial court more accessible, trusted, and just? In this episode, LA Superior Court CEO, David Slayton joins hosts Jen Leonard and Bridget Mary McCormack to unpack how generative AI is…

  26. Live from MAICON 2025: Building AAA’s First AI Arbitrator

    · 27 min · Episode 36

    Can an AI fairly decide a dispute—and win party trust? Recorded live at MAICON 2025, this episode dives into the American Arbitration Association’s first AI arbitrator, a documents-only two-party workflow designed for…

  27. How AI Is Changing Legal Education with Dyane O’Leary and Jonah Perlin

    · 43 min · Episode 35

    How should law schools teach judgment, writing, and readiness in the age of AI? Georgetown’s Jonah Perlin and Suffolk’s Dyane O’Leary join hosts Jen Leonard and Bridget McCormack to explore how generative AI is…

  28. Can Judges Use AI? Inside the Pennsylvania Supreme Court’s Interim Policy

    · 36 min · Episode 34

    Can state‑court judges safely use generative AI? In this episode, Jen Leonard and Bridget McCormack unpack Pennsylvania’s interim policy for courts—what it allows, what it restricts, and how human review and…

  29. Inside Legal Innovation: AI Adoption with Jae Um & Ilona Logvinova

    · 51 min · Episode 33

    What does it take to modernize a 100-year-old legal institution and prepare lawyers for the AI era? In this episode, Jen Leonard and Bridget McCormack sit down with Jae Um (Lumio) and Ilona Logvinova (Cleary Gottlieb)…

  30. GPT-5 and the Future of Legal AI Regulation

    · 34 min · Episode 32

    Is GPT-5 good enough to practice law? This episode dives into OpenAI’s newest model and its implications for legal practice, including how it compares to previous models and where human oversight remains essential. Jen…

  31. Garfield Law: Inside the World’s First AI-Native Law Firm

    · 41 min · Episode 31

    What happens when a litigator and a quantum physicist build a law firm from the ground up with AI at its core? In this episode, hosts Jen Leonard and Bridget McCormack speak with Phillip Young and Daniel Long of…

  32. Can AI Help You Win in Court? A New Era of Self-Representation

    · 41 min · Episode 30

    Could AI make you a better advocate than a lawyer? In this episode, Jen Leonard and Bridget McCormack explore real-world stories of self-represented litigants using AI tools to win cases, plus a bold proposal to allow…

  33. Building an AI-Forward Law Firm: Lessons from Quinn Emanuel

    · 40 min · Episode 29

    What happens when a top litigation firm lets lawyers truly experiment with AI? In this episode, Jen and Bridget sit down with Jen Reeves and Chris Kercher of Quinn Emanuel to explore how one of the world’s top law…

  34. Training the Next Generation of Lawyers: How AI Is Redefining Legal Training

    · 34 min · Episode 28

    What happens when the apprenticeship model breaks? In this episode, Jen and Bridget explore how AI is reshaping legal education and associate training, from the classroom to the law firm. Sparked by a conversation by…

  35. A New Name, A New Era: Welcome to AI and the Future of Law

    · 7:00 · Episode 27

    In Episode 27, hosts Jen Leonard and Bridget McCormack kick off a new chapter with a fresh name — AI and the Future of Law — and a new presenting partnership with the Practising Law Institute (PLI), in collaboration…

  36. ChatGPT Gets an A+: What That Means for Law School, Workflows, and Your Everyday Life

    · 40 min · Episode 26

    What does it mean when AI outperforms law students? In this episode, Jen and Bridget explore a groundbreaking study showing that OpenAI’s latest model, O3, earned A+ grades on actual law school finals — outperforming…

  37. What Just Happened? Google, OpenAI, Anthropic, and the AI Firehose

    · 47 min · Episode 25

    Episode Highlights (03:27) Bridget’s AI Aha: Building “Bridget’s Second Brain” using ChatGPT and Microsoft tools (11:05) Jen’s AI Aha: AI itineraries, sci-fi style research, and nail polish via ChatGPT (17:30) What…

  38. The UK Just Approved an AI-Only Law Firm. Is the U.S. Ready?

    · 38 min · Episode 24

    In this episode of 2030 Vision, Jen Leonard and Bridget McCormack explore OpenAI’s surprising executive reshuffle, Google's declining grip on search to the UK’s official authorization of Garfield Law, the first an…

  39. Can AI Be More Persuasive Than a Human Lawyer?

    · 41 min · Episode 23

    In this episode, Bridget McCormack and Jen Leonard explore a mind-bending new study where AI bots outperformed humans in changing people’s minds on Reddit — by a long shot. What does this mean for the legal profession,…

  40. The Ethics of AI in Lawyering: Is It Unethical Not to Use AI?

    · 30 min · Episode 22

    Is it possible that not using AI could soon be seen as unethical for lawyers? Bridget McCormack and Jen Leonard dive into two recent Georgia cases where savvy use of AI helped lawyers win major verdicts and why these…

  41. Future-Proofing Your Law Firm: Lessons from AI Benchmarking

    · 38 min · Episode 21

    What happens when AI performs on par with lawyers—and even beats them at key tasks? Bridget McCormack and Jen Leonard explore the implications of the VAL benchmarking report, which compares top legal AI tools to…

  42. Live from Legal Week 2025: Unveiling a New AI Course for Lawyers

    · 32 min · Episode 20

    In this special Legal Week edition of 2030 Vision, co-hosts Jen Leonard and Bridget McCormack reunite in person to unveil a groundbreaking new online course built to help legal professionals lead through AI-driven…

  43. Law Firms Want AI-Ready Lawyers: So Why Aren’t They Hiring Them?

    · 39 min · Episode 19

    In this episode of 2030 Vision, Jennifer Leonard and Bridget McCormack dive into the evolving landscape of AI in the legal profession. They share personal experiences with AI tools, discuss the latest advancements in…

  44. AI in Legal Research: The Battle Over Copyright and Innovation

    · 42 min · Episode 18

    In this episode of 2030 Vision: AI and the Future of Law, Bridget McCormack and Jen Leonard break down two major AI stories shaking up the legal industry: Elon Musk’s unsolicited $97.4 billion bid to buy OpenAI and the…

  45. Generative AI and the Courts: Expanding Legal Access or Opening the Floodgates?

    · 44 min · Episode 17

    In this episode of 2030 Vision: AI and the Future of Law, Bridget McCormack and Jen Leonard explore how AI is reshaping legal access, communication, and decision-making. They discuss OpenAI’s Deep Research tool and…

  46. AI and the Future of Legal Jobs: What Law Firms Must Do to Stay Competitive

    · 40 min · Episode 16

    In this episode of 2030 Vision: AI and the Future of Law, Bridget McCormack and Jen Leonard explore how artificial intelligence is reshaping the legal job market and what law firms must do to stay competitive. They…

  47. AI Revolution in 2025? What Lawyers Missed Over the Holidays

    · 47 min · Episode 15

    In this episode of 2030 Vision: AI and the Future of Law, Bridget McCormack and Jen Leonard explore how generative AI is revolutionizing legal practice. They discuss major December 2024 advancements like OpenAI’s "12…

  48. Navigating Regulatory Risk: How AI Will Impact the Future of Legal Engagement

    · 44 min · Episode 14

    In this episode of 2030 Vision: AI and the Future of Law, hosts Bridget McCormack and Jen Leonard explore how generative AI is transforming legal and regulatory landscapes, focusing on two compelling examples: insights…

  49. Can AI Replace Human Judgment? Medicine, Law, and the Future

    · 45 min · Episode 13

    In this episode of 2030 Vision: AI and the Future of Law, hosts Bridget McCormack and Jen Leonard unpack groundbreaking insights from a JAMA study that compares the diagnostic capabilities of ChatGPT with human…

  50. Bridging the Gender Gap: Insights on AI Adoption in the Legal Industry

    · 39 min · Episode 12

    In this episode of 2030 Vision: AI and the Future of Law, Jen Leonard and Bridget McCormack delve into the evolving role of AI in the legal profession, particularly its impact on gender disparities. The discussion…

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