#126 How a Bottle of Wine Started a Big Law Litigator's Career Pivot

#137 The Human Element AI Can't Replace in Legal Practice

What happens when a lawyer gets penalized — not for using AI, but for failing to catch someone else's AI-generated error? That's one of the counterintuitive lessons at the heart of John Koss [https://www.linkedin.com/in/john-b-koss-4253b71b/]'s thinking: in the age of generative AI, ethical competence means understanding the tools even if you never touch them. In this episode of Lawyers Who Learn [https://linktr.ee/lawyerswholearn], host David Schnurman [https://www.linkedin.com/in/davidschnurman/], CEO of Lawline [https://www.lawline.com/], sits down with John Koss, Head of Innovation and AI at Mintz, to explore what responsible AI adoption actually looks like inside a 600-attorney firm. John also teaches at Suffolk Law School and created the Lawline course Human Judgment Required, now one of the platform's most-completed ethics programs. John unpacks why AI hallucinates legal citations — and why switching to a paid tool doesn't solve it. He also raises a warning most firms overlook: feeding client information into a public-facing AI can waive attorney-client privilege, a principle already tested in federal court. And before firms rush to buy the next platform, he argues the real work is unglamorous — cleaning up and organizing the firm's own data so any AI tool can actually do its job. His own path mirrors that tension between speed and substance. A product liability litigator turned e-discovery pioneer, he earned an MBA from Kellogg while working full-time — not for the credential, but because the job was pulling him toward building something. His message to lawyers feeling overwhelmed: know how the tools work, know how to use them, and the noise gets quieter.

#136 The Business Education Law School Skipped — And How to Get It Now

Stephanie Everett [http://linkedin.com/in/stephanieaeverett] built her career by doing the one thing most lawyers avoid: asking the hard questions. After joining Lawyerist to launch Lawyerist Lab, navigating a leadership transition, and merging with Affinity Consulting, she's now Chief Growth Officer of a company helping small and mid-size law firms build healthier, more profitable businesses. Her secret weapon? Refusing to accept "I need to hire more people" as a real answer. In this episode of Lawyers Who Learn [http://admin5.podbean.com//www.lawline.com/podcast/lawyers-who-learn/], host David Schnurman [https://www.linkedin.com/in/davidschnurman/], CEO of Lawline [https://www.lawline.com/], sits down with Stephanie to unpack what it actually takes to grow a law firm in a world being reshaped by AI. They cover her entrepreneurial journey from Atlanta-based consultant to co-owner of a coaching program David says he'd model his own after, and what she learned about building businesses that serve their owners rather than consume them. The episode also dives into AI integration, from Lawyerist's weekly AI workshops for Lab members to Affinity's new Claude implementation packages. Stephanie's take is nuanced: pre-built tools are a starting point, but a lawyer's real edge lies in customizing them with the provisions, templates, and judgment they've spent years developing. For attorneys feeling stuck, behind on AI, or just plain overwhelmed, this conversation delivers a grounded roadmap for what comes next.

#135 When Copyright Law Meets AI: A Litigator's Frontline View

Scott Sholder [https://www.linkedin.com/in/scottsholder/] didn't plan on becoming one of the lawyers at the center of one of the most consequential legal battles of the AI era. The entertainment litigator and partner at Cowan, DeBaets, Abrahams & Sheppard LLP — a boutique firm with a long history in film, television, theater, music, visual arts, and publishing — found his copyright expertise suddenly in high demand the moment generative AI began reshaping the creative economy. Now co-counsel on class action suits against Anthropic and OpenAI, Scott is helping define where human authorship ends and machine output begins. In this episode of Lawyers Who Learn [https://linktr.ee/lawyerswholearn], host David Schnurman [https://www.linkedin.com/in/davidschnurman/], CEO of Lawline [https://www.lawline.com/], sits down with Scott to unpack the fast-moving legal landscape where copyright law and generative AI collide. Scott breaks down why raw AI output belongs to no one even if a prompt might earn copyright protection. He explains the crucial distinction between input and output claims, what thin copyright actually means, and why effort alone doesn't make AI-generated work protectable. In the midst of a litigation landscape  with over 100 lawsuits filed against AI companies and settlements pending, Scott offers a practitioner's view of a legal doctrine under genuine stress. But the conversation doesn't stop at doctrine. Scott shares how a journalism major who once dreamed of music transactional work ended up in litigation — and why staying visible in a competitive field has everything to do with being unapologetically yourself. His lifelong taekwondo practice and intentional approach to stress reveal a lawyer who builds discipline into every part of his life. For any legal professional navigating the collision of creativity and technology, this episode is required listening.

#134 Near Death to New Direction: How COVID Redefined One Legal Journalist's Career

In March 2020, David Lat [https://davidlat.com/about/]checked into NYU Langone struggling to breathe. Seventeen days later—having been intubated and fighting for his life—he walked out with a clarity he hadn't expected: life is short, and he wanted to return to doing work that he loved. In this episode of Lawyers Who Learn [https://www.lawline.com/podcast/lawyers-who-learn/], host David Schnurman [https://www.linkedin.com/in/davidschnurman/], CEO of Lawline [https://www.lawline.com/], sits down with David Lat—Harvard undergrad, Yale Law grad, former federal prosecutor, founder of Above the Law, and now the writer and publisher behind Original Jurisdiction—for a wide-ranging conversation about legal journalism, AI's disruption of the profession, and the future of the legal industry. David shares how that near-death experience became the catalyst for launching Original Jurisdiction, a subscription newsletter and podcast that lets him do exactly what he loves: write. He reflects on why he walked away from Above the Law and why running a deliberate one-person operation feels like freedom, not limitation. The conversation digs into the legal profession's most pressing challenges—from unauthorized practice of law and AI dismantling Big Law's training pipeline to whether the billable hour can survive what's coming. David also opens up about sharing his COVID ordeal publicly—how those social media posts kept him connected during lonely hospital nights and reminded the profession this was no joke. His book recommendations, including Status Anxiety and On Liberty, reveal the intellectual curiosity behind one of legal media's most distinctive voices. This is a conversation about choosing meaning over prestige, and finding the courage to build a career that is entirely, unapologetically your own.

#133 The Hidden Dangers of AI in the Courtroom No One Is Talking About

Ahmad Alokush [https://www.linkedin.com/in/ahmadalokush] has spent his career at the intersection of technology and regulated industries, building AI systems for Goldman Sachs, Morgan Stanley, Barclays, and some of the world's largest law firms. But his most important insight has nothing to do with code. It's a philosophical warning rooted in Plato: stop treating AI like a human. In this episode of Lawyers Who Learn [https://www.lawline.com/podcast/lawyers-who-learn/], host David Schnurman [https://www.linkedin.com/in/davidschnurman/], CEO of Lawline, sits down with Ahmad to unpack two of his most popular Lawline courses, AI in the Courtroom and Decoding Blockchain, Cryptocurrency, and the Law, and the conversation gets surprisingly candid and practical. Ahmad explains why generative AI doesn't actually think. It guesses. That distinction matters enormously in a legal setting, as one judge discovered when he ran the same damages analysis three times in open court and got three different answers. Ahmad also breaks down prompt engineering, the underrated skill that separates lawyers who use AI effectively from those who get burned by it, and why a single well-built prompt can be worth more than any off-the-shelf legal tech subscription. The episode also tackles the rapidly shifting crypto legal landscape, the Genius Act, the U.S. Strategic Bitcoin Reserve, and an SEC that is finally committing to telling you the rules before penalizing you for breaking them. For any attorney trying to make sense of where crypto regulation is actually heading, this conversation cuts through the noise. If you've ever wondered whether you can really trust AI in your practice, this episode will change how you think about it.