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This article lays out the argument that we may best cope with the unfolding of the future by learning from the past. Here, the past represented by Niccolo Machiavelli’s world and thoughts are juxtaposed with the questions and issues raised by postmodern organization theorists. Machiavelli’s thoughts contributed to the creation of the world that concerns postmodern theorists and us. Both Machiavelli and postmodern organization theorists address change and strategies for dealing with change, including looking to needs and emotions for working with individuals in change situations and the importance of widespread involvement in governance structures. Building a better future requires learning to deal with human social realities that have been and will be shaped by past philosophers. Consciousness of past philosophers should help in that endeavor.

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