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 Agents explained

(19:37) Self-represented litigant wins appeal with AI

(22:17) Adam Unikowski's jaw-dropping experiment

Topics covered:

– A self-represented litigant’s AI-assisted appellate victory

– Adam Unikowsky’s robot lawyer experiment at SCOTUS

– ChatGPT Agents and task-based automation

– AI for legal research, CLE, and gamification

– Why courts should pilot AI-supported oral arguments

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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 actually being used in practice today.

Episode Highlights

(2:17) AI Aha! Moments: ChatGPT Planned the Roadtrip and Made the Punchlist.

(5:13) How Quinn Emanuel Built an AI Culture That Stuck

(15:40) The Mindset Shift That Unlocks AI Use

(23:54) AI for Small Firms: Where to Start and What to Skip

Topics include:

– Building an AI culture without mandates

– Using Claude to manage real litigation workflows

– Why context beats prompts

– Advice for small firms and solos

– How AI is making law more fun (and faster)

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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 deep research mode to enhance citation checking and targeted teaching

(7:40) Ethan Mollick’s provocative claim: “The apprenticeship model broke this summer” and what it means for legal training

(19:41) Harvey AI partners with LexisNexis and iManage. Is this the tipping point for generative AI in law?

Key Questions We Explore:

• How can AI help rebuild legal training systems from the ground up?
• What role might custom GPTs play in associate development and coaching?
• How do we ensure AI-driven tools support access to justice, not just Big Law?

Keywords: legal education, associate training, apprenticeship, GPTs, coaching, arbitration, Harvey AI, LexisNexis, iManage, legal workflows, custom GPTs, legal AI, access to justice, Ethan Mollick, pro bono innovation

This podcast is presented by the American Arbitration Association with Creative Lawyers, and distributed by the Practising Law Institute - bridging world-class legal education with the global leader in dispute resolution. Produced by Aaron Tran.

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