According to just about every survey I could find, attorneys are increasingly embracing artificial intelligence tools. Most of these professionals report significant benefits. Some attorneys continue to fumble through without reading the manual. I only hope they do better with lawn mowers and hedge clippers. In this episode, my guest falls in the former camp, finding AI to be an invaluable asset to trial teams.
Adam Massaro, an accomplished litigator in intellectual property and high-stakes commercial disputes, explained how artificial intelligence is transforming trial preparation and courtroom strategies. Adam described leveraging AI to enhance expert cross-examination, streamline evidence management, and improve witness preparation. He is particularly optimistic about AI’s predictive capabilities, whether evaluating case prospects before trial or refining overarching litigation approaches.
He emphasized that the true potential of AI is realized when it is provided with structured, reliable data and guided by well-crafted prompts that specify the desired outcomes. By adhering to these principles, AI can efficiently summarize complex arguments, identify weaknesses in a case, and support attorneys in refining their strategies ahead of trial. In the area of witness preparation, AI is proving invaluable, enabling attorneys to anticipate challenging questions and help witnesses present more effective testimony.
Adam is a partner at Reed Smith in Denver. With more than a decade of experience, he has handled multimillion-dollar cases, securing significant jury verdicts and defense wins at trial. His practice spans trade secrets, copyright, class action, and appellate matters. Adam is also a former appellate law clerk with experience in post-judgment and appellate proceedings.
Adam earned his J.D. from the University of Denver Sturm College of Law and holds a B.A. from Pennsylvania State University. Alongside his legal work, he is involved in community service. He is an active member of the Denver Active 2030 Children’s Foundation (2010–present), where he has served as Vice President, Charity Review Committee member, and President. Adam has also contributed as a board member for Elder Justice Colorado and Denver Kids Inc.
Thanks to Adam for such a candid conversation. Had I known he is also an archer I would have made a much bigger deal about it. The potential puns and metaphors, well, boggles the mind. At least mine.
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