Featured photo by Keith Barraclough for Super Lawyers. Mason Weisz pictured on the left. | View Source
Super Lawyers recently interviewed Mason Weisz for its retrospective cover article, “It Was 20 Years Ago Today,” exploring how the legal landscape has shifted since the early 2000s. Mason shared his perspective on that evolution, including the leap from early digital privacy questions to today’s AI-driven world.
“Practicing AI law isn’t just old skills applied to new laws and new tech. It’s an entirely different sport.”
Many of the foundational questions that shaped early digital privacy and technology law now feel worlds away from the challenges clients face with modern AI systems, massive datasets, and fast-moving regulatory scrutiny. As Mason put it, “Practicing AI law isn’t just old skills applied to new laws and new tech. It’s an entirely different sport.” The practice has transformed, and so has the role of the lawyer.
Mason described how counseling today can be far more hands-on than many may expect. Much of advising clients now involves running “red team” exercises designed to stress-test clients’ AI models to try and identify potential legal or ethical blind spots. Sometimes, he noted, the AI pushes back—obscuring its sources, denying mistakes, or even attempting to mislead its testers.
“These new ways of practicing are just the start, and they’re why I’m not worried about AI replacing me. Nobody who’s seen AI hallucinate is going to let AI police itself.”
Mason’s observations underscore why human judgment remains essential. Even as technology becomes more sophisticated, human wisdom, creativity, and skepticism remain central.
We’re pleased to see Mason featured in Super Lawyers and appreciate how his perspective highlights both the changes shaping our field and the mindset we bring to helping clients navigate what’s next.
