Given the dependence of the economies of the developing countries of the Caribbean on its human resource capital in turn dependant on the resilience of its housing infrastructure, it is important that design professionals are thoroughly equipped to mitigate the effects of these hazards. Hurricane and earthquake resistant design is taught at the Department of Civil and Environmental Engineering of The University of the West Indies at both the undergraduate and postgraduate levels. A decision was made to develop two courseware programs - one each that covers the effects of hurricanes and earthquakes on Caribbean houses, which is to be used either over the internet within the student’s browser, or as a standalone Windows application. Other requirements are that use be made of computer graphics, especially animation, to convey information otherwise difficult or tedious to assimilate. Toolbook Instructor (TI) by SumTotal Systems Inc. was selected as the authoring tool for developing the programs. This paper describes how TI was used for the development of each program after presenting a brief review of several major possible authoring tools that could have been used. The particular tasks involved are described and information provided on the way each task was handled with TI including critical challenges encountered.