New media and methodologies are being employed in changing the conceptual understanding of what digital design is and may become. New experience is beginning to emerge in relation to novel key design concepts, computational methods, and digital technologies in the use of, and interaction with, digital media in design. The chapter describes an experimental program, the objective of which was to identify and map novel design concepts and relevant methodologies of digital design. In making the survey, analysis, and the categorization of relevant concepts and emerging precedents in this field, the authors made an attempt to formulize a theoretical basis for the conceptual mapping of this field. The conceptual mapping of this field is termed DDNET: Digital Design Network. The DDNET is a semantic system divided into the following conceptual levels: Key-concepts, sub-concepts, computational models and techniques, and precedent level. As a first step in this research, the authors made a survey of emerging knowledge from both praxis and theoretical resources, and then formulated and presented proposed set of design models, concepts, relevant methodologies, and precedents. Next, the authors mapped a network representation around leading key-concepts. The final step was to accommodate and apply this representation as a new basis for a pedagogical experiment in teaching digital design. The research has been conducted in Experimental Digital Design Studio in the Faculty of Architecture and Town Planning at the Technion, Israel.