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Systems engineers are faced with the difficult challenge of adhering to broad systems engineering (SE) policies, while simultaneously tailoring SE processes to meet the unique challenges facing their projects. Tailoring is often performed in an ad hoc manner. Determining which stages, steps, and artifacts of the process are necessary can be time-consuming and challenging. SE guidebooks across industry and government organizations often stress the importance of tailoring, yet offer little practical guidance on how to perform the function. This article proposes a model for automating the SE tailoring process through the definition of an organizational rule set and a minimal set of project-specific inputs. The model is then analyzed through several case studies within the Department of Homeland Security to evaluate the proposed approach.