Education is expensive and takes time. Instructors from both industry and educational institutions have employed one of two methods, besides traditional classroom instruction, to deliver knowledge to learners more cost effectively. One approach has revolved around automating the education process through the use of Computers. The other has focused on using the existing instructors more efficiently by employing video conferencing technology to disseminate lectures to many more geographically dispersed learners concurrently. The advent of the Internet and the World Wide Web (WWW) provides for the merging of both approaches into what can be termed a Web-Based Instruction System (WBIS). A WBIS allows for the delivery of knowledge to a well-defined set of learners via the WWW by enabling both instructors and learners to fulfill all the roles that they would otherwise fulfill in a conventional learning environment. With the WBIS, it is not mandatory that the instructor and the learners be in the same physical location at the same time. Neither is it necessary to use physical means of correspondence, such as postal mail, to facilitate the learning process. Further, the facilitation of the learning process need not be synchronous. Their geographic and temporal distribution not withstanding, a WBIS allows the participants in the learning process to interact with each other and with the knowledge being delivered in such richness, it enables them to receive an equitable quality of learning to that obtainable in a conventional learning environment (Liegle and Madey 1997; McCormak and Jones, 1998). This chapter examines the WBIS from the system’s perspective. Critical issues and problems relating to WBIS are presented. The chapter proceeds to present a taxonomy for classifying the various types and technologies of WBIS currently in existence and to show how the taxonomy can guide the evaluation and selection of WBIS technologies during the development of a WBIS. It ends by assessing current technological and socioeconomic trends on the future of WBIS.