AI First

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Reggio: Deep Domain Experience Can Impede AI-First Problem Solving

“I think part of it is like sometimes the too much experience or too much knowledge of how to solve a problem and actually be an impediment to thinking differently about it and thinking about it from like an AI first lens.”

James Reggio Jan 17, 2026 ▶ 9:01 Brex’s AI Hail Mary — With CTO James Reggio (acquired for $5B by Capital One!)

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AI First

1 statements about AI First, every show

Turn any episode into a week of clips.