What does it actually look like to go from practicing law to building the future of legal AI? In this episode, Zach speaks with Kyle Poe, former Big Law partner and now a leader at Legora, about his unconventional path from litigation to legal tech. Kyle shares how early frustrations with outdated legal workflows pushed him to build internal tools, why generative AI changed everything, and what it really takes to break into the legal AI space today. They also dive into how billing models are evolving, the emergence of the “legal engineer,” and why relationships and adaptability may matter more than ever in an AI-driven legal industry.
In this episode:
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How Kyle transitioned from Big Law to a leading role in legal AI
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Why generative AI is a true inflection point for legal practice
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The emergence of the “legal engineer” and new career paths for lawyers
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What lawyers get wrong about breaking into legal tech—and how to do it right
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How AI is shifting legal careers toward relationships, adaptability, and high-agency work
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