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Pragmatism in the sense of harmonizing rules and reality for the sake of appropriate problem solving and overall performance is a ubiquitous phenomenon in organizational life. As such it has been generalized as an everyday requirement of making organizations work and a virtue of human decision making under the condition of complexity, strategic dilemmas or “wicked problems.” This chapter addresses both the theoretical and the normative dimensions of pragmatism in organizations, public administration in particular. The main statement is that the necessary theoretical clarification concerns the distinction between pragmatism and what is referred to as a logic of appropriateness while the normative limits of pragmatism refer to the necessity of ranking logics of appropriateness and related values plus the ability to act on the basis of accurate judgment which is primarily, even if not exclusively, a matter of leadership.

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