A health management apparatus includes a processor that is configured to activate a sugoroku including squares linking a starting square with a finishing square and direct a piece of a user to be advanced through the squares. The processor is configured to obtain measurement data including biological information of the user and a time of day or location of measurement at which the biological information has been measured. The processor is configured to assess an evaluation value based on whether the time of day or location of measurement satisfies a condition, and determine a number of squares through which the piece is to be advanced in the sugoroku, based on the evaluation value.