An information processing apparatus includes: a detection unit configured to detect a connection of a portable medium storing a plurality of applications, the plurality of applications containing a first type of application and a second type of application that is added to the first type of application to enhance functionality of the first type of application; an installation unit configured to install, in response to a detection by the detection unit, the first type of application first and then install the second type of application among the plurality of applications stored in the portable medium; and a control unit configured to start, after installation by the installation unit, the first type of application after enabling the second type of application.