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The 45 Critical Questions for Unlocking and Sustaining AI Value for Leaders

AI success takes more that just execution - it starts with asking the right questions. From strategy to overcoming obstacles, leaders at all levels need to guide their teams by asking these 45 critical questions that drive value.
The 45 Critical Questions for Unlocking and Sustaining AI Value for Leaders

The Misconception: AI Strategy is Just about Execution

One of the first questions I like to ask a leader that I advise is "so, what do you need more of to really amplify your value". Almost no one ever suggests "questions". If fact, most leaders I speak to focus primarily on the execution of AI initiatives.

But the truth is that real success begins with asking the right questions. Across the C-suite, management, and individual contributors, it's the strategic questions that define whether AI will deliver business value - or fall short.


The Power of Questions: Driving AI Value Across Your Team

Unlocking AI’s potential isn’t just about implementation - it’s about guiding your team with the right questions at every level.

For example:

  • Executives need to ask, “How does our AI strategy align with long-term business goals?” and “What KPIs should we track to ensure our AI investments are delivering value?”
  • Managers should ask, “What obstacles could prevent our team from realising AI value?” and “How do we measure the tangible impact of AI in our operations?”
  • Contributors can reflect on, “How can I improve my performance using data?” and “What specific skills do I need to support our AI vision?”

(The guide provides 45 questions that help leaders and teams align AI with business value)

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