This paper discusses the contextual nature of user’s resistance to technological change as experienced by a British retailer in implementing a GIS to support its day-to-day and strategic business decisions and its implications towards Malaysia, as the country is experiencing a similar pattern of GIS development. An in-depth case study research approach was employed as the research design to encapsulate the phenomenon. This study confirms the findings obtained from previous studies on the key issues surrounding user’s resistance to technological change in practice. However, the insights may not simply be generalisable. An in-depth research into “a Malaysian” geographical context is needed to enrich the retail managers’ understanding towards successful GIS implementation process.