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Why legal tech isn’t reaching lawyers with Ceschino Brooks
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Why legal tech isn’t reaching lawyers with Ceschino Brooks

Ben Chiriboga, Ceschino Brooks

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May 7, 2026

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Season 4 Episode 8

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In this episode of This Legal Life, Ben Chiriboga sits down with Ceschino Brooks, founder of The Legal Tech Guide and host of Future of Law Today, to unpack one of the biggest challenges in the industry: why legal tech still struggles to connect with the people it’s built for. Drawing from his journey from Big Law to marketing and legal tech, Ceschino explores the disconnect between innovation and adoption, the rise of the “legal operating system,” and why better information is what the industry needs.

About Ceschino

Ceschino Brooks is the founder of The Legal Tech Guide and host of the FLIT podcast, which tracks developments in legal technology and innovation. A Harvard Law graduate with an MBA from the University of Texas at Austin, he has spent his career at the intersection of law, content strategy, and product, including a stint as Head of Product Content at Evisort, where he helped the contract intelligence platform win 21 industry awards in under a year.

Connect with Ceschino on LinkedIn

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