The AAAi Podcast

AAA CEO & President Bridget McCormack and Killer Whale Strategies founder and startup investor Zach Abramowitz explore the impact of AI on the legal ecosystem and peel back the curtain on the AAA's AI journey in a series of conversations with industry influencers.

Dioptra Cofounder and Chief Product Officer Farah Gasmi

What if the real ROI of legal AI isn't efficiency, but lawyer happiness? Bridget McCormack and Zach Abramowitz talk with Farah Gasmi, cofounder and Chief Product Officer of Dioptra, about making contracts less painful with AI. Farah shares how Dioptra helps lawyers get "in the zone," why usable outputs matter more than speed, and how partnering with the AAA adds the trust lawyers need to rely on AI.   Social Handles  https://www.dioptra.ai/ https://www.linkedin.com/in/farahgasmi/ https://www.artificiallawyer.com/2025/03/18/aaa-partners-with-dioptra-genai-pioneer/

10-08
33:14

AAA Chief Marketing Officer Michael Joseloff

Recorded live at Legalweek 2025 back in March, this episode asks a simple question: What happens when a veteran of CBS, Paramount, and Fortune steps into the world of arbitration? Bridget and Zach talk with AAA's new CMO Michael Joseloff about why legal's "business as usual" days are over, what lessons from media's disruption matter now, and how telling the right story builds trust when half a million disputes cross your desk every year.

07-31
22:10

Podcast host and founder of Creative Lawyers Jennifer Leonard

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.

07-17
42:43

Hence Cofounder and Unruly Author Sean West

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.  

06-19
40:18

Professor Richard Susskind

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: ⁠linkedin.com/in/richardsusskind/⁠ X⁠: @richardsusskind⁠ Amazon⁠: How To Think About AI: A Guide For The Perplexed by Richard Susskind⁠ Website: ⁠susskind.com⁠

06-05
34:25

Hebbia.ai Head of Legal Vertical Ryan Samii

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.

05-22
27:35

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

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.

05-08
30:05

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

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.

04-24
34:06

David Lat, Founder Original Jurisdiction

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.

12-05
34:10

Ford Motor Company's AGC Darth Vaughn & Sr. Counsel Whitney Stefko Dover

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.  

10-31
52:56

Jenner & Block Partner Adam Unikowsky

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" https://adamunikowsky.substack.com/p/in-ai-we-trust-part-ii  

08-01
46:34

ODR.com CEO Colin Rule

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.  

05-31
36:04

LegalMation CEO James Lee

 At Legalweek in New York, Bridget and Zach talk about the power and limitations of large language models with LegalMation founder James Lee.

04-25
37:27

Clearbrief CEO Jacqueline Schafer

 At Legalweek in New York, Bridget and Zach talk with ex-litigator and Clearbrief founder Jacqueline Schafer about how large language models are changing the game for legal tech.

03-28
33:30

AAA CIO Diana Didia

Bridget and Zach talk with AAA's CIO Diana Didia about how AAA is leaning into AI with multiple initiatives across the organization.

02-29
26:40

AAAi Podcast

At Legalweek in New York, Bridget and Zach unveil the mission statement of their newly launched podcast and discuss why the AI revolution matters.

02-27
34:11

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