Maxwell Weiss has investigated everything from stolen historical artifacts and match fixing to counterfeit medicines, privacy violations and questionable health plans. Now, he is working at the intersection of plaintiff-side litigation and AI-powered case discovery.
In this episode of Between the Briefs, Adrian Cea and Joe Stephens sit down with Maxwell Weiss, a partner at Don Bivens and Litigation Counsel at Darrow AI, to unpack how lawyers can find the facts that actually matter, investigate complex wrongdoing and use technology to uncover cases that traditional methods may never reach. Maxwell explains the 80/20 rule he applies to litigation, why brevity matters in legal writing, what federal judges taught him about courtroom advocacy and why the best lawyers often sound more like they are having a conversation than delivering a performance.
The conversation also gets into Darrow AI and how technology can monitor prices, identify potential privacy violations and analyze complicated health-plan structures at a scale that would be nearly impossible for lawyers to handle manually. Maxwell explains how those findings are turned into something lawyers can actually use: a clear case theory, the relevant law, precedent and an evidentiary roadmap.
And then there's Maxwell’s biggest concern about AI: junior lawyers may become so dependent on it that they skip the foundational work that teaches them judgment in the first place.
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