A personal medical device and method of use with restricted mode challenge having a personal medical device including: a memory operable to store programming code; a processor operably connected to the memory; a user input having input buttons to receive input from the user; and a user display to display output to the user. The processor is operable to: detect a user request for entry to the restricted mode; display a user input image on the user display, the user input image including display buttons corresponding to the input buttons; highlight one of the display buttons; detect actuation of one of the input buttons on the user input; and deny entry to the restricted mode when the one of the input buttons does not correspond to the highlighted display button.