This chapter aims to provide a brief set of ‘pointers for the perplexed’ in three areas: technicity, manageability and teachability. ‘New Media’ is a term that has lost some of its meaning in over-generalised application, but it refers to an object of study that has very particular challenges for the media educator. The first challenge is technicity. Many teachers are confident users of games and Web 2.0 applications, but others are tentative or even technophobic. Media educators and the institutions that they work within, need to make decisions about the amount of time and resources they are willing to put aside to ‘keep on top’ of the technology as it develops.