Within the current dynamic, increasingly globalized and digitalized environments, Strategic Information Systems Planning (SISP) is recognized as one of the most important tasks for better management and supporting strategic use of IS/IT. However, undertaking SISP process in today’s dynamic environments is difficult because organisations need to consider and take multiple planning perspectives, including managerial, environmental and organisational factors simultaneously, not to deal with only one important perspective. To facilitate organisational performance and sustain competitive advantage through SISP success, various factors and their relationship regarding SISP success, organisational performance and competitive advantage need to be well identified and understood. This paper proposes a model to show relationship between seven primary factors and SISP success; SISP success and its outcomes; and the factors and SISP’s outcomes. Further research is planned to undertake the survey of top 1,000 Korean large organisations to examine the relationships and test the proposed research hypothesis.