Recognizing the importance of context-based learning and the general lack of technology applications in the design and development of the ideal and formal curricula, this paper describes an experimental system at a large public university. The authors describe the creation of a contextual environment for introducing concepts related to information security to undergraduate business students using the KPortal (Knowledge Portals) webspace technology that supports dynamic content gathered from various sources automatically. The KPortal webspace rated highly on the various attributes of effective contexts and the characteristics of technologies that enable context-based learning. The flexibility provided by the webspace permitted the authors to develop adaptable environments in which the students could connect well with rather abstract concepts. The overall intervention was designed to examine if a limited portion of the course could be supported by technology and next phases of the research will broaden its use to semester-length curriculum.