This paper presents a mathematical model for managing the human factor in the system of continuing airworthiness. The model is based on the entropy evaluation of deviations in technical personnel activities, such as errors and violations recorded during maintenance operations. Using 10 years of statistical data from the “Safety” automated control system on Tu-154 aircraft maintenance (1995–2005), over 100 individual deviations were analyzed and grouped into 20 complex indicators. These were further consolidated into five generalized factors reflecting key areas of organizational performance. Entropy measures were then used to rank these factors according to their contribution to risks affecting continuing airworthiness. The outcome of this analysis is the development of a Human Factor Control System (HFCS) for application within an Maintenance and Repair Organization, ensuring the required level of continuing aircraft airworthiness. The HFCS provides a structured framework for prioritizing management actions, particularly under conditions of limited organizational resources.