Web-based distance learning provides a flexible environment for students, but there is a lack of interaction between students and the instructor. To overcome this drawback, we propose a systematic assessment mechanism to enhance interaction between both sides and to maximize student learning performance. This mechanism is presented by means of a new courseware diagrams, which combines useful tools provided by the theory of conceptual map and influence diagram. There are two major aspects to our proposed new courseware diagram. First, a course flow chart can be built systematically and students, learning performance can be improved by having them take different levels of remedial courses based on their performance. Second, through the analysis of students’ learning performance, the course content can be adjusted to maximize students’ learning results. Finally, this mechanism can be easily used by instructors and students because of its user-friendly interface; in addition, allows the instructor to receive prompt feedback from students.