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Hebbia.ai Head of Legal Vertical Ryan Samii

The AAAi Podcast

Release Date: 05/22/2025

Podcast host and founder of Creative Lawyers Jennifer Leonard show art Podcast host and founder of Creative Lawyers Jennifer Leonard

The AAAi Podcast

In Episode 14 of the AAAi Podcast, Bridget McCormack and Zach Abramowitz sit down with Jennifer Leonard, Chief Innovation Officer at Penn Carey Law and founder of Creative Lawyers. Drawing on her work in legal ethics and education, Jennifer explains why the legal profession does not just need new tools. It needs a new operating system. The conversation covers the limits of traditional training, the role of systems thinking, and how law schools can better prepare lawyers to work with AI while staying grounded in public service.

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Hence Cofounder and Unruly Author Sean West show art Hence Cofounder and Unruly Author Sean West

The AAAi Podcast

What if the biggest legal risk today is institutional memory loss? Bridget and Zach talk with Sean West, author of Unruly and cofounder of Hence Technologies, about how geopolitical instability, AI disruption, and legal short-termism are converging. He explains why the future of dispute resolution depends on preserving memory, rethinking incentives, and acting before the storm hits. This episode is a wake-up call for legal leaders who want to do more than just react.  

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Professor Richard Susskind show art Professor Richard Susskind

The AAAi Podcast

Bridget and Zach talk with Richard Susskind about his new book, How to Think About AI, and what AI means for the future of courts, lawyers, and justice. Richard challenges the legal profession’s deep resistance to change and asks: what if access to justice mattered more than preserving legal work as we know it?   LinkedIn: X Amazon Website:

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Hebbia.ai Head of Legal Vertical Ryan Samii show art Hebbia.ai Head of Legal Vertical Ryan Samii

The AAAi Podcast

What if lawyers didn’t have to settle for chatbots? Bridget and Zach talk with Ryan Samii, Head of Legal at Hebbia.ai, about building the AI infrastructure legal teams actually want. He explains why Hebbia ditched chat for a grid—and how acting fast beats waiting for perfect. This episode is a playbook for smart risk, bold design, and legal teams who don’t wait to get started.

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From Podcast Guest to Strategic Partner: Clearbrief Founder and CEO Jacqueline Schafer show art From Podcast Guest to Strategic Partner: Clearbrief Founder and CEO Jacqueline Schafer

The AAAi Podcast

Bridget and Zach talk with Clearbrief Founder and CEO Jaqueline Schafer. In this episode of The AAAi Podcast, we trace how a podcast conversation turned into a strategic partnership. It’s a case study in building trust, piloting with purpose, and quietly rewriting what it means to be the global authority in dispute resolution.

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Helton Law Group Founder and CEO Carrie McLain and Newcode.ai Founder and CEO Maged Helmy show art Helton Law Group Founder and CEO Carrie McLain and Newcode.ai Founder and CEO Maged Helmy

The AAAi Podcast

Bridget and Zach talk with Maged and Carrie about building legal AI that actually works. Maged shares how Newcode was designed to meet the realities of practice - modular, secure, and deployed where the data lives. Carrie explains how her firm is built to empower clients to solve problems themselves, even if that means working herself out of a job.

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David Lat, Founder Original Jurisdiction show art David Lat, Founder Original Jurisdiction

The AAAi Podcast

Bridget and Zach talk with David Lat, founder of Original Jurisdiction and Above the Law. David shares what lawyers’ lawyers are saying about AI, regulatory challenges, client demands, and their impact on the future of law and dispute resolution.

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Ford Motor Company’s AGC Darth Vaughn & Sr. Counsel Whitney Stefko Dover show art Ford Motor Company’s AGC Darth Vaughn & Sr. Counsel Whitney Stefko Dover

The AAAi Podcast

Bridget and Zach speak with Darth Vaughn and Whitney Stefko Dover from Ford Motor Company about AI's impact on in-house counsel and how it's reshaping legal operations and change management.  

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Jenner & Block Partner Adam Unikowsky show art Jenner & Block Partner Adam Unikowsky

The AAAi Podcast

Bridget and Zach talk with Adam Unikowsky, about his article “In AI We Trust, Part II,” where AI adjudicates every Supreme Court case. They explore how AI tools are rapidly advancing and their impact on the law.   "In AI We Trust, Part II"  

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ODR.com CEO Colin Rule show art ODR.com CEO Colin Rule

The AAAi Podcast

At Future Lawyer USA in Boston, Zach and Bridget talk with Colin Rule on stage in Boston at Future Lawyer USA about the AAA’s acquisition of his company ODR.com, the AAA’s first acquisition of a tech company in its nearly 100 year history.  

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More Episodes

What if lawyers didn’t have to settle for chatbots?
Bridget and Zach talk with Ryan Samii, Head of Legal at Hebbia.ai, about building the AI infrastructure legal teams actually want. He explains why Hebbia ditched chat for a grid—and how acting fast beats waiting for perfect.
This episode is a playbook for smart risk, bold design, and legal teams who don’t wait to get started.