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This chapter presents an overview of the project management field, and a set of metrics useful to evaluate the goodness of different project management methodologies considering specific features of the enterprise, project, and goals. It is a multidisciplinary problem that covers the technical analysis of main methodologies, requirements, and management perspectives. It aims to translate semantical and subjective appreciations into a combination of well-determined equations giving an approximation through automatic processing, and a systematic appreciation. The confidence levels are introduced in the indicators associated with the metrics. The entire approach considers information taken from documents and tacit biases made explicit through a questionary specifically defined. As will be shown below, one of the benefits of using these metrics is the possibility of assessing the strong association between project success and documents' scope quality. Also, a number of parameters are relevant to select a management methodology and to improve risk determination.

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