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Dr Robert N. Winter The Chair's Dilemma: When the Board Becomes the Problem Filed underGovernance ·The Guardians
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The Chair's Dilemma: When the Board Becomes the Problem

When the board itself becomes the obstacle to clear thinking, no governance code can save the company. On groupthink, pluralistic ignorance, and the difference between directors who serve the company and those who merely sit on its board.

Dr Robert N. Winter 4 May 2026 6 min read
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Scene of five Dutch cloth guild syndics seated around a red-covered table with an open ledger, each man's face individuated, one half-risen as if interrupted mid-discussion.
Rembrandt's Syndics of the Drapers' Guild (1662): five Amsterdam cloth inspectors around a table, each visibly thinking for himself. One of the most psychologically acute group portraits in Western art, and a quiet rebuke to every modern board that has mistaken silence for agreement.
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  1. The Board: Polarities and the Role of the Director
  2. The Problem With Telling Your Board What They Want to Hear
  3. The Chair's Dilemma: When the Board Becomes the Problem

Essay 12 of 12 in this argument · see them all →

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