A system and method for scheduling at least one advertisement for presentation in connection with at least one media program is presented. In one embodiment, the method comprises determining a measure of engagement of at least a portion of the at least one media program, selecting the at least one advertisement from the plurality of advertisements based at least in part upon the determined measure of engagement of the at least a portion of the media program, and scheduling the selected advertisement for presentation in connection with the selected at least one advertisement.