This chapter addresses the challenge that is interesting because, by its very nature, it transcends local, national and international boundaries. The Digital Age Challenge refers to the exponential growth of young people who are, in one way or another, using digital technologies and devices, engaging online with vast amounts of content, and connecting with extensive and proliferating networks of people. Contemporary youth in physical and health education classes are growing up in a very different world in comparison to that experienced by their teachers. A wide range of international evidence identifies the gap between adults and contemporary youth in digital contexts. Extra-school influences merit special attention. A number of authors have identified the need to consider the impact of digital technologies on young people’s social practice and, more specifically, on their constructions of identity. Digital spaces are central in young people’s lives, such that their online and offline worlds are “mutually constituted”.