An example includes receiving a request for supplemental content; determining a type of supplemental content insertion to be performed to insert the supplemental content within the media stream; identifying a break of the media stream based on a characteristic of the media stream and the type of supplemental content insertion; determining location information identifying a location associated with a media client accessing the media stream; identifying the supplemental content for the break based on the location associated with the media client; generating an instruction file associated with the type of supplemental content insertion and the supplemental content, where the instruction file is to include supplemental content information for inserting the supplemental content in the break of the media stream; and sending the instruction file to the media client to enable the media client to access the supplemental content that is to be inserted within the media stream.