44 - From COBOL to ChatGPT: Modernizing a 110-Year-Old Tech Stack with Jeremy Uniake

44 - From COBOL to ChatGPT: Modernizing a 110-Year-Old Tech Stack with Jeremy Uniake

December 9, 2025 · 1h 7m

About this episode

Jeremy Uniake discusses modernizing a legacy COBOL tech stack and implementing AI for efficiency.

In today's episode, Jeremy Uniake, VP of IT at Thrive, shares how he's modernizing 40 million lines of COBOL while implementing AI that analyzes 10+ million calls with 98% accuracy—all at a fraction of typical enterprise costs. From managing tech across 10+ acquisitions to challenging what "AI" really means (spoiler: it's pattern matching, not intelligence), Jeremy delivers no-BS insights on legacy modernization, practical AI implementation, and why simplification is harder than anyone thinks. Learn his three-tier AI strategy, how to avoid big bang deployments, and why the future of search might be in jeopardy

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