With the assistance of learning technology consultants in the Technology Teaching and Learning Center (TTLC) at the University of Houston-Downtown (Texas), professors have shifted their paradigms and are taking the leap to use more high-risk World Wide Web technologies in their courses. One that has become a hallmark is delivering exams via the Internet. With advanced authoring tools such as Asymetrix ToolBook II Instructor, students can take tests on computer workstations inside computer labs within their university, at distant education sites, or at home. This paper discusses: (1) planning and preparation, including software selection, training, and time management; (2) risks related to question widgets, question scoring, Java class files, exam scoring, and Web browser components; and (3) high-risk precautions, including security issues and back-up plans. Three figures present the Java class location, student log-in, and a scoring/tracking screen. (Author/AEF)