How to Convince Your Boss They Need a Coach

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April 10, 2026

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There’s a paradox I’ve observed at the top of organizations: The more leaders rise through the ranks, the less candid feedback they receive. As visibility and stakes increase, so can blind spots. Peers hesitate to challenge them. Direct reports filter their feedback. Boards focus on results, not behavior. Over time, even highly capable CEOs can become insulated.

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