A hardware media items scheduling and packaging system, which schedules and distributes channels to be viewed on a plurality of consumer devices, extracts contextual data from program-specific information associated with programming media content of a channel received from a distribution source device. A plurality of potential non-programming media items is determined for a plurality of users based on a match between a sentiment type of each of a plurality of non-programming media items and the extracted contextual data. Based on at least the extracted contextual data and the sentiment type of each of the plurality of potential non-programming media items, a plurality of candidate spots in the programming media content is determined. Based on at least a set of constraints and user estimation data associated with the plurality of users, a schedule of non-programming media item(s) is dynamically generated for at least one candidate spot in the programming media content.