Abstract: A diabetes data management system (DDMS) and corresponding method assist a health-care professional in monitoring and evaluating the progress of a diabetic patient by generating various types of reports that are indicative of periodic trends in the patient's behavior, including compliance with a prescribed course of therapy. Specifically, input data, including carbohydrate, insulin, and glucose data are uploaded by the patient into the DDMS, which then generates periodic (e.g., weekly), patient-specific output data in the form of box plot graphs, bar graphs, etc. over an extended period of time (e.g., several months). By studying the trends indicated by the output data, the health-care professional can modify the patient's therapy in accordance with a set of goals for that patient.