The Human Side of Law: A Conversation with Fractional General Counsel Jason S. Weiss

In this episode of the Legal Growth Podcast, host Aaron Fulk sits down with Jason S. Weiss, attorney, fractional general counsel, author, and all-around straight shooter, for a refreshingly real conversation about what it truly takes to build a modern, client-centered legal practice.

Jason shares the hilarious childhood moment that sparked his desire to become a lawyer — and the winding journey that led him from wanting to work in-house to becoming a hybrid transactional-litigation attorney serving companies as their fractional GC. With candor and humor, he explains how moving to a fractional model years before the trend exploded not only changed his business, but also saved it during the pandemic when many of his hospitality clients shut down.

He opens up about his biggest growth lesson — experiencing firsthand what it feels like to be a frustrated client — and how it transformed his entire philosophy around communication, responsiveness, and billing. From refusing to nickel-and-dime for simple status calls to prioritizing human connection, Jason makes it clear: clients want accessible, real people, not robotic lawyers.

Jason also dives deep into the future of law, including AI’s unavoidable impact, the need for responsible vetting of AI-generated content, and the evolving expectations of hybrid and remote legal teams. He offers down-to-earth guidance on communication, leadership, and maintaining authenticity in a profession that often forgets its humanity.

Listeners will learn:
-Why fractional general counsel is becoming a dominant model — and how Jason built his early
-How putting himself in the client’s shoes transformed his service philosophy
-Why communication and transparency matter more than ever
-How to use AI as a tool — not a replacement — and avoid dangerous “hallucinated” results
-How remote work is reshaping mentorship, culture, and team cohesion
-Why lawyers should show up as real humans, not stiff professionals
-The power of networking outside of legal circles — in the places you actually enjoy

👉 Tune in for an engaging, funny, and insight-packed conversation that blends practical business strategy, modern leadership, and the reminder that the best lawyers are human first.