Help information display system, help information display method, and help information display program

The optimal help content for a user and the work content is displayed. A server includes: a reception unit that receives a selection operation of a user for viewing help information; a display control unit that displays a help screen including the help information; and a help information storage unit that stores the help information and information of a work screen associated with the help information for each piece of the help information. The display control unit acquires help information associated with the work screen from the help information storage unit based on a work screen displayed on a user terminal when the reception unit receives the selection operation of the user, and displays a help screen including the acquired help information.