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Why These Questions Matter
November Digest
By Yael Harari
Accepting a leadership role is rarely about whether you are capable. More often, it is about whether the conditions are workable.
These questions are designed to surface what is usually learned too late: why the role is open, how success will be judged, where decisions really happen, how much trust already exists, and what support will be available once the job begins. None of them guarantee clarity. All of them reduce avoidable surprise.
Leadership transitions are demanding even under the best circumstances. Asking these questions before saying yes helps candidates enter the work with greater realism, stronger boundaries, and a clearer sense of what they are agreeing to carry.