The most practical principle in contextualisation emanates from our understanding of the experience of everyday life. However, this principle is not confined to such understanding. The central question regarding contextualisation is embedded in the "cultural contours" of counselling. In addition to the centrality of the cultural component, the need for an increased focus on cultural factors and their implications for counseling reinforces the importance of having a sound understanding and evaluation of individual life themes and the contexts in which they manifest. This article is premised on the view that cultural or contextual issues are integral to the puzzle of career counseling and cannot be seen in isolation. A major challenge facing career counselors is recognising the plurality of knowledge-based cultures and contexts, and the demands this places on their competencies as counsellors.