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Law, AI & Money

Law, AI & Money

Hosted by Milestone

TechnologyInterviews guests

Episodes

25

Latest episode

Jun 2026

Language

EN

About the show

Welcome to Milestone's Law, AI & Money podcast, hosted by Rocco Strangio. This podcast is where law meets the cutting edge of technology as we navigate the complexities of AI's impact on our lives. As Artificial Intelligence continues to evolve at an unprecedented pace, staying informed is more crucial than ever. Join us as we engage in insightful conversations with professors, attorneys, engineers, and industry leaders who share their firsthand experiences with this rapidly advancing technology. Thank you for tuning in to Milestone's Law, AI & Money podcast.

Listen to episodes

25 recent
June 2, 2026Episode 2529 min

SEO Marketing and Law Firm Reputation feat. Ryan Raplee | Law, AI & Money Ep. 25

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Ryan Raplee, co-founder and CEO at GAVL. After graduating with honors from the Rochester Institute of Technology in 2011, Ryan wasted no time becoming an entrepreneur.  He started and currently runs multiple companies, but with a deep passion for web technologies and marketing, Ryan set the ultimate goal of one day becoming an agency owner. In March 2020, Ryan co-founded GAVL to provide full service marketing and video production agency for the legal industry. Ryan is a driven business leader and entrepreneur who has a passion for helping lawyers increase success through marketing, storytelling, and reputation. In today’s conversation, Rocco and Ryan discuss the importance of digital advertising for law firms, navigating AI in legal marketing, and the role of content and firm recognition.

April 8, 2026Episode 2444 min

Uber, Roblox and the Regulation of Big Tech feat. Sarah London | Law, AI & Money Ep. 24

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Sarah London, a prominent mass torts attorney at Girard Sharp, LLP. Over Sarah’s career, she’s represented clients harmed by vaping and tobacco companies, dangerous drugs and medical devices, environmental disasters and much more. Sarah’s successful track record includes serving as co-lead in the JUUL products liability litigation, acting as settlement counsel in the Flint Water Cases and serving as a member of the Plaintiffs’ Executive Committee in the Gilead HIV Drug Kidney & Bone Injuries Litigation. Now, Sarah is leading two major mass tort litigations against Roblox for Sexual Exploitation of Minors and Uber for Passenger Sexual Assault. In today’s conversation, Sarah shares her approach to litigating against massive corporations, she explains what leadership in mass torts entails and what it means for her, and she also provides background on the Uber and Roblox litigations and why those companies needed regulation.

March 13, 2026Episode 2320 min

Injury Liability in the Age of Autonomous Vehicles feat. Rightly Perry | Law, AI & Money Ep. 23

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Rightly Perry, an attorney at BD&J Injury Lawyers. Rightly is an experienced personal injury attorney that specializes in premise liability, motor vehicle accidents, and product defect cases. Rightly’s been recognized as a super lawyer, national trial lawyer, top 40 under 40, and is a member of CAALA. In today’s conversation, Rocco and Rightly discuss  how technology and AI are impacting the personal injury landscape, namely, how emerging technologies might prevent future harms and how it might also resurface new complex issues.

March 13, 2026Episode 2222 min

Access to Justice and the Fight for the Little Guy feat. Larry Taylor | Law, AI & Money Ep. 22

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Larry Taylor, a partner at The Cochran Firm. Larry oversees the mass torts, criminal, employment, and civil rights practice areas at The Cochran Firm. He’s been a civil rights activist, and is very involved in the community. As somebody who needed legal representation against a large corporation, Larry understands and appreciates the need for adequate legal representation. In today’s conversation, Rocco and Larry discuss the legacy of The Cochran Firm, how Larry is carrying that legacy forward today in mass torts, and the fight for the little guy, why everybody is entitled to adequate legal representation.

March 13, 2026Episode 2122 min

Social Media, the Judiciary and the Threat on Democracy feat. Paul Kiesel | Law, AI & Money Ep. 21

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Paul Kiesel, a partner at Kiesel Law. Paul is widely recognized as one of the top plaintiff attorneys in the country. Paul has extensive experience in complex litigation matters ranging from environmental mass torts to defective drug and device cases. Paul has served as co-lead counsel on various mass torts, such as the Juul products liability cases. His involvement in leadership teams has helped recover billions of dollars for injured parties. Paul is very involved in the legal community, he presents on CLEs, serves on various boards and committees, and is an active member of Speak Up for Justice, an organization aiming to protect the judiciary at a time of unprecedented threat and attack. In today’s conversation, Rocco and Paul discuss his career and involvement in upcoming mass torts, the role the judiciary plays on democracy, and lastly, whether the use of technology can be a solution or whether its to blame.

April 17, 2024Episode 627 min

AI in the Courtroom feat. Maury Goldstein | Law, AI & Money Ep. 6

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Maury Goldstein, an attorney at the nationally acclaimed Aylstock, Witkin, Kreis & Overholtz. Maury was pivotal in leading the fight against 3M in the Combat Arms Earplugs litigation, as well as in the Xarelto litigation that resulted in a $775 million settlement for plaintiffs. In today’s conversation, Rocco and Maury discuss the changing landscape of mass torts, the use of AI in law firms, and what the future of AI in mass torts looks like.

January 23, 2024Episode 323 min

The AI Revolution, feat. Ed Scanlan | Law, AI & Money Ep. 3

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Ed Scanlan, the founder and CEO of Bridge Legal. Ed has been developing legal tech for over 20 years and has amassed numerous awards for his work as an entrepreneur. In today’s conversation, Rocco and Ed talk through the ways AI will change the world and the ways Bridge Legal is bridging the gap to improve access to civil justice.

October 1, 2024Episode 1133 min

Trellis, AI Research, and Judicial Analytics feat. Nicole Clark | Law, AI & Money Ep. 11

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Nicole Clark, the founder and CEO of Trellis. Trellis is a tech platform that provides comprehensive AI powered analytics for both lawyers and the law firms. After graduating from law school, Nicole entered into private practice where she specialized in business litigation and employment matters. One day, while drafting a motion, Nicole had the idea to create a platform that organizes briefings and rulings in order to help attorneys. In today’s conversation, Rocco and Nicole discuss Trellis, how AI research works, and the impact of judicial analytics.

March 20, 2024Episode 540 min

Microsoft, AI, and Next-gen Productivity feat. Gino Buzzelli | Law, AI & Money Ep. 5

Welcome back to another episode of the Law, AI & Money podcast, hosted by Rocco Strangio. Today, Rocco is joined by Gino Buzzelli, a product leader at Microsoft who is widely regarded as an expert in field of AI product development. In today's conversation, Rocco and Gino discuss what its like to build AI products, why there's and AI race and who's leading it, and how AI products use our data. Disclaimer: The opinions, viewpoints and statements expressed in this podcast episode are solely those of Gino Buzzelli and should not be viewed as representative of the Microsoft Corporation.

November 27, 2023Episode 137 min

The State of AI in Law, feat. Christian Ayala | Law, AI & Money Ep. 1

Welcome to the first episode of Milestone's Law, AI & Money podcast, hosted by Rocco Strangio. In this episode, Rocco is joined by Christian Ayala, a software engineer based in Dallas, Texas. Christian has a master’s degree in computer science; is a professor of robotics, database design and algorithm engineering; and currently works as a lead software engineer at Milestone. In today’s conversation, Rocco and Christian discuss the mechanics of deep and machine learning, and the potential concerns and applications of this new technology within the fields of law and medicine.

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