An information processing apparatus includes a communication unit, a storage, an operation reception unit, and a controller. The communication unit is capable of communicating with a different information processing apparatus and a server on a network. The storage is capable of storing data. The operation reception unit is capable of receiving an operation of a user that selects the data. The controller is capable of controlling the communication unit to transmit the selected data to the server and transmit notification information to the different information processing apparatus, the notification information indicating transmission of the data to the server.