Disclosed are a digital device and controlling method thereof. The present invention includes a display unit, a communication unit connecting a communication with a 1st external device, the communication unit receiving a play information of at least one content played in the 1st external device from the 1st external device, a memory storing the play information of the at least one content received from the 1st external device and a controller configured to control the communication unit to connect a communication with a 2nd external device, control the display unit to display at least one indicator corresponding to each of the at least one content on a screen based on the play information of the at least one content, and control the communication unit to transmit a control signal for playing a specific content corresponding to the 1st indicator and a play information of the specific content to the 2nd external device in response to a 1st command for selecting a 1st indicator from the at least one indicator.