The research presented in this paper draws on data from the early phases of a unique development program at a Scandinavian University. In 2018, the University launched an ambitious program aiming at preparing all courses and programs for flexible mode of delivery. After an internal process, 13 projects were selected and funded. The authors of this paper were chosen as evaluators of the program. So far, the evaluation is based on two sources of data: (i) document analysis of the project applications, and (ii) Status reports from June 2019 indicating the progress and the inter-project cooperation. Each project have been classified with respect to - Pedagogical innovation, Technological maturity, Work integrated Learning, and Strategies for diffusion of results. The results indicate that early barriers to the digitalization program involves Development of a joint infrastructure, Lack of resources for technopedagogical support, Organizational routines for admission of distance education students, and Lack of innovation with respect to secure and fair assessment via distance.