Barry O'Reilly
Author and advisor on organizational change and innovation, known for Unlearn and co-authoring Lean Enterprise; founder involved with AI-driven ventures and author of Artificial Organizations, focusing on combining human judgment with machine insight.
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Mar 18, 2026 • 46min
69| Better Judgment, Not Better AI Tools: What Leaders Need to Learn and Unlearn [with Barry O'Reilly]
Barry O'Reilly, author and advisor on organizational change and AI-driven ventures, shares how leaders should pair human judgment with machine insight. He argues against starting with tools. Short takes cover identifying natural work traits, using AI as a thinking partner to pressure-test ideas, capturing meetings for reusable insight, and the unlearning needed to work better with machines.
