There is provided an information processing apparatus, including an acquiring unit that acquires first information representing at least one of a characteristic and a status of delivery data and second information representing at least one of a characteristic and a status of a terminal in which the delivery data is usable, a comparing unit that compares the first information and the second information acquired by the acquiring unit, and determines whether or not the delivery data is usable in the terminal, and a presentation information generating unit that generates information of the delivery data usable in the terminal based on a determination result of the comparing unit as presentation information.