A diabetes management system includes a handheld medical device, a mobile computing device, and a diabetes management application. The handheld medical device is configured to measure glucose in a sample of fluid residing in a test strip and associate a measurement time with the glucose measurement. The diabetes management application is configured to request a current device time from the RTC, determine a first device delta time by determining a difference between the current device time and an internal clock time, and associate a first timestamp with a glucose measurement, wherein the first timestamp is equal to the measurement time plus the first device delta time.