When Algorithms Govern Your Life with Jennifer Leonard, JD episode artwork

EPISODE · Jun 17, 2026 · 40 MIN

When Algorithms Govern Your Life with Jennifer Leonard, JD

from Paths of Curiosity in an AI World

AI, Access, and the Future of Law: Why This Might Be the Best Time Ever to Become a Lawyer Paths of Curiosity in an AI WorldWhat if the biggest crisis in American law is also its greatest opportunity?Right now, less than ten percent of Americans who need a lawyer can actually get one. Jennifer Leonard thinks AI might finally change that.In this episode, we continue our AI, Power, Law, and Civic Life miniseries with Jen Leonard, founder of Creative Lawyers and former Chief Innovation Officer at Penn Carey Law School, where she taught generative AI in law practice and design thinking to future lawyers and Wharton executives alike. She has spent her career asking one question the legal profession has been slow to answer: why does a system built to serve people reach so few of them?Together, we explore:Why AI won't replace lawyers — and why the number of lawyers might actually growHow junior associates once spent weeks in conference rooms flipping through banker's boxes, and what AI does to that reality nowWhy solo practitioners and small firms could finally compete with the biggest names in Big LawWhat it means that law schools are still training lawyers for a world that no longer existsThe unexpected psychological cost of learning to think like a lawyer — and how to protect yourself from itWhat job titles that don't exist yet will define the next generation of legal careersJen also shares her own winding path from a law firm she didn't love to building something entirely her own, and why the best career advice she never got was simply: don't be afraid to take the risk.This conversation will change how you think about law school, legal careers, and what it means to build a profession around access rather than exclusivity.Because in a world where AI can finally put a lawyer in everyone's pocket, the real question isn't whether the legal profession will survive — it's who it will finally be built to serve.Paths of Curiosity in an AI World Exploring tomorrow’s careers through the lens of AI Follow us: @pathsofcuriosityWebsite: https://pathsofcuriosity.com/Youtube: youtube.com/@PathsofCuriosityX: https://x.com/PathsCuriosityLinkedIn: https://www.linkedin.com/in/paths-of-curiosity-in-an-ai-world-2117803aa/

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AI, Access, and the Future of Law: Why This Might Be the Best Time Ever to Become a Lawyer Paths of Curiosity in an AI World What if the biggest crisis in American law is also its greatest opportunity? Right now, less than ten percent of Americans who need a lawyer can actually get one. Jennifer Leonard thinks AI might finally change that. In this episode, we continue our AI, Power, Law, and Civic Life miniseries with Jen Leonard, founder of Creative Lawyers and former Chief Innovation Offic...

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When Algorithms Govern Your Life with Jennifer Leonard, JD

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