Disclosed is an electronic apparatus comprising an interface, a sensor. and a processor configured to detect occurrence of a user event, which corresponds to a command issued to transmit content, through the sensor, identify an external apparatus, which corresponds to the user event, through the interface, identify content to be transmitted and a method of transmitting the content based on current operation circumstances of the electronic apparatus, and transmit the content to the external apparatus through the interface based on the identified method of transmitting the content.