Abstract: A system is provided for use with a source content provider, a first database and a second database where the source content provider is able to provide source content data having a placement opportunity start identifier for an insert position for primary advertisement data and a placement opportunity stop identifier for an end position for the primary advertisement data. The first database has first advertisement data and second advertisement data, wherein one of the first advertisement data and the second advertisement data is to be inserted between the insert position and the end position. The first advertisement data has a second placement opportunity start identifier for a second insert position for nested advertisement data and a second placement opportunity stop identifier for a second end position for the nested advertisement data. The second database has the third advertisement data to be inserted between the second insert position and the second end position.