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Lessons from the Trenches: Implementing Generative AI Legal Automation

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Three years ago, our mid-sized corporate law practice faced a crisis that many firms know too well: mounting document review costs, associates drowning in due diligence work, and clients increasingly questioning our billable hours. We had reached an inflection point where traditional approaches to contract analysis and discovery management were no longer sustainable. The decision to explore generative AI wasn't born from technological enthusiasm—it came from operational necessity. What followed was a journey that fundamentally transformed how we deliver legal services, though not without missteps, surprises, and lessons that reshaped our understanding of what modern legal practice could become. The initial catalyst came during a particularly complex merger and acquisition due diligence project. Our team was reviewing thousands of contracts under an aggressive timeline, and the pressure was causing quality concerns and associate burnout. A junior partner suggested we investigate Gen...