The global security of an entity (an individual, business, institution, urban area, municipality, district, etc.) is not a stable or permanent state that is enjoyed by an entity throughout its existence. To ensure a satisfactory level of global security, an entity has to initiate preventive measures, it has to prepare for, respond to and effectively counteract the consequences of a materialized risk. At every stage of this process, vital decisions are made as regards the course of actions whose combined effect should minimize the adverse consequences of a threat. The relevant decisions are made in the face of a high number of mutually interactive factors which significantly influence the outcomes of the decision-making process. It entails the risk that the actual costs and losses will be much greater in magnitude than those anticipated at various stages of the decision-making process. A clear set of criteria for assessing decision quality is needed for optimal decision-making. This study proposes criteria for evaluating decision quality and the relevant risks in the decision-making process that aims to ensure the operational security of entities. The optimization process based on the proposed criteria has been illustrated with an example