This chapter examines the question of 21st century skills through the prism of a case study on Singapore. Certainly, this case is quite particular in many respects, including its emphasis on the design, implementation and evaluation of national master plans. The support to technology-based innovations, as well as their monitoring and assessment, have been playing an important role in these plans. This contribution discusses the different ways in which practitioners, researchers and policy makers have been involved in the process of documenting successful innovations and planning for scaling up. The authors suggest that careful attention should be paid to the translation process from the initiation of innovation to the implementation of innovation.