This may be related to some of the hopes for developing a Student Information System API (http://docs.moodle.org/en/Student_Information_API) as referenced in the Roadmap for 2.0. My hope would be that we would be able to mass upload courses in a manner similar to how user accounts are created. This may facilitate setting a system when the data is in a particular SIS. The import mechanism should handle courses and course categories. In many ways, this may be much simpler to implement than the user upload.