This chapter analyses evaluation as a strategic instrument to promote active and significant learning and how, in that strategy, the use of alternative assessment and technology-aided learning-and-teaching processes could be of great help. There is an important margin to allow the teachers to design the assessment in a strategic manner and modify the nature of the students’ learning activities. So, the central question is analysing whether the use of an electronic portfolio as an assessment tool in the subject “International Economic Relations,” has been used strategically. In other words, is the type of desired learning really being achieved? Is significant and deep learning being stimulated? If not, what kind of learning is being stimulated? How should the assessment be modified to achieve the desired results? To help answer all these questions, we have analysed whether the activities and products which make up the “International Economic Relations” portfolio fulfil the conditions that characterise a strategic evaluation.