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HBR.org

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When an Executive Asks You an Unexpected Question
Melody Wildi · 2026-05-05 · via HBR.org
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May 5, 2026

Inti St. Clair/Getty Images

Imagine you’re presenting a project roadmap to your leadership and senior-level peers from adjacent teams. You’ve spent over a week preparing and are confident in the plan. Then, barely halfway through your slides, the head of your business unit chimes in and says, “Remind me, what’s the status of the legacy system migration?” You pull up your tracker, walk her through the dependencies, and cover the current sprint. She nods, but keeps digging, “And how about the pricing experiment we tried in December?” Once again, you provide all the data.