A computing system and method for identifying related visual content of a collection of visual media files comprising one or more image files and video files includes monitoring inputs to the computing system, the inputs associated with a user interaction with electronic content using the computer system, identifying a visual media file in the collection of visual media files relevant to the electronic content based on a semantic label assigned to the visual media file by the computing system, creating a representative image of the identified visual media file, and displaying the representative image for selection. The computing system enables a selection of the displayed representative image for association of the identified visual media file with the electronic content.