Abstract: A system to pair advertisements with media files is described. A request is processed to find one or more relevant advertisements and determine when to display each relevant advertisement at a temporally contextual point within a video file when the video file is played on a web page. The video file's key concepts and timing information are retrieved from a database. A request is generated for advertisements that contextually match the content in the key conceptual points found in the content of the video file. The timing information is retrieved regarding when the key conceptual points, relevant to returned advertisements that contextually match, chronologically appear in the video file. Contextual relevant advertisements are supplied with temporal information on when the placement of advertisements is most contextually relevant to the content being played in the video file.

Abstract: An advertisement player is described that embeds on a web page having a video player, which is hosted on a first server. The advertisement player is configured to make a call to and send information associated with a video file about to be played on the web page across a network to a contextual engine hosted on a second server. The contextual engine analyses the content of the video file to be played on the video player and content of two or more advertisements from two or more advertisement networks and sends back one or more advertisements to display with the video file as the video player plays the video file on the web page. The contextual engine pairs the one or more advertisements with the video file based on at least a best match of relevance of the one or more advertisements to content in the video file.