Stimulated by the growth of multimedia, the World Wide Web, and the convergence of communication and information technologies, the nature and potential of digital learning materials are rapidly changing. Design and development methods have to adapt to the new situation. In this chapter an overview of traditional design and development methodologies used for the realization of digital learning material is given, as well as problems and issues associated with their application. From these problems and issues a new direction for design and development is advocated, based on context responsiveness. An example of such an approach, called the 3-Space Design Strategy, is described.