A mechanism is provided to implement a health risk assessment system for adaptively and dynamically generating a personalized questionnaire for health risk assessment of a patient. A set of responses are analyzed and a patient is grouped to an initial group that matches a similar patient group. Utilizing the initial group, an initial question is selected to present to the patient. Responsive to receiving a current response to the initial question, the current response is analyzed, the patient is grouped to a next group, and a next question is identified and presented to the patient. The process continues until a last group is reached where a scoring of possible health risks associated with the patient is performed based on each response provided by the patient and identified groupings. A final possible health risk or ranked set of possible health risks is then presented based on the scoring.