Systems and methods are provided for selecting contexts for new invitational content and invitational content for new contexts. In particular, a performance history of delivered invitational content in known contexts is combined with similarity measures for the delivered invitational content, with respect to a new invitational content, to generate a list of potential contexts for the new invitational content. Similarly, a performance history of in known contexts with delivered invitational content can combined with similarity measures for known contexts, with respect to a new context, to generate a list of potential content for the new context. Further, a combination of these methods can be used to pair new invitational content with new contexts.