With the rapid development of the information communication and technology (ICT) infrastructure in the Caribbean, there is an increasing demand for skilled software developers to meet the ICT needs of the region. Consequently, the web-based applications course offered at the University of the West Indies, has been redeveloped. One major part of its upgrading is the use of virtual worlds, such as the negotiate and deal environment (NADE) system, to bridge the disconnect that can occur between the technical/academic skills and the issues associated with developing software in a competitive business environment. NADE is a role-playing virtual environment for teaching the art of creating secure, Java, web-based systems for information processing and backend applications. The system provides an environment where group interactivity and strategic planning are key success factors.