Episodes

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 confidentiality guardrails work in practice. They compare real AI workflows from their own desks—editing a book with Claude and turning a long essay into slides—and dissect the “AI pilots are failing” storyline versus the reality of high adoption and slower ROI. You’ll also hear why court la...

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) to explore how legal organizations move from AI experiments to real impact. From acquisitions and change management to digital agents and legal education reform, this conversation breaks down what actually drives innovation in law.

We cover:

Practical AI workflows and tools in le...

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 Leonard and Bridget McCormack also unpack a groundbreaking report from IAALS on regulating AI in legal services, shifting the focus from lawyers to consumers.

Episode Highlights:
(2:22) AI Aha! Moments: AI and human error in court

(12:52) What Just Happened: Key features and leg...

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 Garfield Law, the UK’s first fully AI-native, regulator-approved law firm. They share how Garfield streamlines small debt claims, navigated unprecedented regulatory scrutiny, and solved AI hallucination risks with a hybrid expert system. Along the way, they explore what AI integration co...

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 “robot lawyers” in appellate arguments. From century rides powered by ChatGPT to experiments in legal education innovation, this conversation tackles the evolving role of AI in justice.

Episode Highlights
(3:02) AI Aha! Moments: Fitness and food ordering hacks

(7:41) ChatGPT Agen...

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 firms is embracing AI from the inside out. From launching a grassroots Skunk Works group to using Claude and ChatGPT in high-stakes litigation, they share how culture, leadership, and curiosity are driving real results. Perfect for lawyers, tech leaders, and anyone wondering how AI is ...

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 Wharton professor Ethan Mollick, the hosts ask: If the old model of learning-by-osmosis no longer works, what comes next?

Episode Highlights
(3:07) Bridget’s latest AI Aha!: Prototyping a GPT to simulate arbitration coaching scenarios

(5:18) Jen’s latest AI Aha!: Using ChatGPT’s d...

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 with the American Arbitration Association. The rebrand reflects their evolving mission while keeping the heart of the podcast intact: accessible, thought-provoking insights on how AI is reshaping the legal profession.

Listeners can expect the same candid co-host dialogue, plus a bro...

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 top students in multiple subjects. But that’s just one part of the story.

Episode Highlights
(3:02) Bridget’s latest “AI Aha!” — using ChatGPT to design and facilitate a 300-person workshop in under 60 minutes

(7:13) Jen’s latest “AI Aha!” — leveraging Deep Research to uncover fun...

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 Just Happened: The firehose of announcements from Google I/O

(24:28) Claude Opus 4 and the “grown, not built” philosophy at Anthropic

(37:59) Microsoft’s AI plumbing: Connecting court systems and scaling impact

(41:08) OpenAI & Jony Ive: Rethinking hardware for a world beyond scr...

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 AI-native law firm.

Jen and Bridget analyze the implications of Garfield AI's regulatory approval, the practical limits of paraprofessional models in the U.S., and how agile regulation could unlock innovation while maintaining public trust. They also examine the concept of Jae Um’s "B...

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, where persuasion is core to the craft?

From evaluating reasoning-first models like OpenAI’s new o3 and Google’s Gemini 2.5, to watching AI walk through logic, fix math errors, and even critique your work with a little snark, Bridget and Jen break down the rapid advancements redef...

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 examples could signal a turning point in professional responsibility.

Along the way, Bridget shares her AI "aha" moment with ChatGPT acting as a woods guide (and porcupine expert), while Jen explores how AI’s voice mode turbocharged her workflow. They also unpack the provocative AI...

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 real-life attorneys on real-world tasks. They also break down new research from Wharton’s Ethan Mollick on “cybernetic teammates”—and what it means when AI tools boost not just productivity, but morale. With insights on team design, junior lawyer development, change management, and the e...

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 change. Designed for law firm leaders, individual lawyers, and legal organizations of all sizes, the course offers actionable frameworks for navigating disruption with confidence and clarity.

Jen and Bridget share behind-the-scenes insights into how the course was created, what makes ...

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 AI models, and explore the implications of artificial general intelligence (AGI). The conversation touches on the future of legal education, the skills that will define the next generation of lawyers, and why leadership and transparency will be critical in shaping the profession.

K...

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 landmark Thomson Reuters v. Ross AI case, which sets a critical precedent for AI training data and copyright law.

They also explore OpenAI’s new Deep Research tool, which is revolutionizing how legal professionals conduct research. As AI-powered tools become increasingly sophisti...

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 DeepSeq’s disruptive AI model, which could democratize AI and challenge big tech.

Beyond law, they examine AI’s growing role in healthcare and education, while emphasizing that human expertise remains crucial in legal processes. They also tackle how AI-driven tools can lower legal co...

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 dive into the World Economic Forum’s Jobs Report 2025 and the Thomson Reuters & Georgetown Report on the State of the Legal Market, breaking down the key findings and their implications for legal professionals.

From the rise of AI-powered legal roles to the leadership challenges law ...

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 Days of Shipmas," Google’s Gemini 2.0, and Amazon’s Nova Suite. From fine-tuning AI models for legal use to integrating tools like Deep Research, this episode highlights how AI is streamlining workflows, enhancing accessibility, and reshaping the legal profession. The hosts also sha...

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 from the HBR article "Gen AI Makes Legal Action Cheap, and Companies Need to Prepare" and Adam Unikowski’s analysis of NEPA’s environmental impact statement process.

They begin with their AI aHa moments, highlighting how voice mode has revolutionized their interactions with gener...

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 doctors. Drawing compelling parallels to the legal profession, they explore how generative AI could reshape legal research, improve efficiency, and challenge long-standing notions of professional judgment and subjectivity.

Through interdisciplinary insights, Jen and Bridget highlight the...

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 covers personal experiences with generative AI, concepts like tech accelerationism and effective altruism, and how these ideas intersect with the legal field. The episode highlights the urgent need for inclusive conversations and strategies to retain female talent, emphasizing AI’s pot...

In this episode of 2030 Vision, Jen Leonard and Bridget McCormack delve into the transformative power of AI in justice and governance. Drawing from Dario Amodei’s visionary essay Machines of Love and Grace and Adam Unikowsky’s practical experiments with generative AI, they discuss how powerful AI is reshaping legal processes, reducing bias, and enhancing creativity. The conversation explores AI’s potential to unlock innovation, improve fairness, and drive societal progress while emphasizing the ...