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

from Cloud Currents · host Merchants Media

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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This episode is 1 hour and 6 minutes long.

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This episode was published on December 9, 2025.

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