Until lately, transportation risk management has mostly dealt with natural or man-made accidental disasters. The September 11th tragedy has made transportation operators, as well as shippers and public authorities, aware of a new type of risk, man-made and intentional. Securing global transportation networks has become an important concern for governments, practitioners and academics. In the current time-based competition context, securing transportation operations should not be sought at the expense of time effectiveness in physical and informational flow processing. In this paper, the authors describe a project for the design of an expert-system dedicated to maritime container security risk management, present a literature review on decision-support systems dedicated to transportation risk management, and discuss the various steps of expertise modeling in a transportation risk management context.