The Wrong Mandate: Why Boards Set Data & AI to Fail with Kyle Winterbottom

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Recorded02 Apr 2026

Publisheromnycontent.com ↗

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Show notes

Most organisations know they're not getting value from their data and AI investments, but few are willing to name the real culprit: the boardroom. In this episode, Kyle Winterbottom joins Juan and Tim to argue that the mandates handed to CDAOs are fundamentally broken because the people hiring them don't understand what good looks like. Boards continue to build capability without starting with the end in mind, creating a culture where data leaders are rewarded for building things rather than delivering outcomes. The result? An entire industry that has learned to play the wrong game. See omnystudio.com/listener for privacy information.

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