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In the current politico-military context, the digitalization of processes and the use of automated tools for data collection, analysis and dissemination have an important contribution during the planning and decision-making process. In this paper, my intention is to analyze the operational forces deployment planning and executing processes, and to identify how the digitalization and the use of dedicated computer applications can enhance these activities. In order to achieve these goals, in addition to analyzing relevant documents in the field, I chose to apply the case study research method. Thus, my attention focused on the study of military operations executed by modern armies, to identify important lessons in the stated field of interest. Even though the studied operations (Iraqi Freedom and Desert Shield / Storm) were performed two, respectively three decades ago, their relevance in the field of deployment is still valuable, fact highlighted by the actual applicability of the lessons depicted from these two events.