We often hear questions like “What must that leader have been thinking?” “What possessed her to do that?” “That leader needs to give his head a shake!” or “It is so disappointing to see the pain caused by one wrong-headed and self-serving leader!” This chapter describes how leaders may subtly fall into rationalization, self-justification, foolishness, and callous indifference through maleficent internal narratives. How is it that leaders who have found the favor of others in the service of a great cause (i.e., the education of children and youth) find themselves sucked into clearly wrong or unthinkably bad actions? In this chapter, vicious (non-virtuous) thinking, inner political churnings, unconscious reinforcement of systemic evil, and hurtful ways of influencing others are explored, named, and challenged.

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