We describe an entrepreneurial approach for teaching a Management Information Systems (MIS) course. The course builds on the psychological needs for autonomy, competence and relatedness to encourage student motivation and engagement. Students are required to create new electronic businesses and to build prototypes of their electronic web fronts. Students are also required to use the concepts taught in the course and to analyze the ventures’ strategies, related network externalities, as well as business processes and data analytics. The course was taught since 2009 to five classes with more than two hundred students. Using student evaluation questionnaires and four detailed interviews, we find that more than half of the students are enthusiastic about the new approach, feeling satisfied and even proud of their projects. However, a minority of students found the course over-complicated and even boring. We found also that students who expressed autonomy orientation engaged with the course, while students who expressed impersonal or controlled orientation did not. We believe that this analysis should help instructors in aligning new teaching opportunities created by IT to fit students’ orientations and needs
