Disclosed is a system of education, monitoring and advising on glucose testing, diet, exercise and drug administration using a device which is carried by the patient and which is capable of: blood glucose testing, displaying messages advising the patient to initiate blood glucose testing, and of recording the results of the test; of displaying advice or further queries based on analysis of the results, and displaying messages relating to advice, education and/or or further queries based on the analysis. The messages are optimized based on their effectiveness in bringing about a favorable response in the patient's blood glucose level or based on other clinical endpoints.