This chapter reports the findings of a thematic analysis of what constitutes wisdom in practice, informed by relevant literature and premised on interviews with 42 informants whose occupational performance was held to be exceptional, ranging from highly specialised professionals, through to individuals who lead organisations and associations, as well as practitioners engaging in both public and private sector enterprises. From these sources and data analysis, it is claimed that individual cleverness or expertise alone is insufficient basis for wise practice. Instead, engagements and interactions with others within and beyond the field of their immediate practice are required. Hence, not only are personal and situational qualities central to the defining superstructure that explains wisdom in practice, but their interdependence. Building on these premises, both personal and situational qualities of wisdom in practice are identified. Beyond competence with their occupational domain of knowledge, personal elements comprise: (i) personal engagement and interest; (ii) situational awareness; (iii) critical of self and being curious; and (iv) engagement with others. Hence, these personal qualities are not wholly intra-psychological or intra mental but are shaped by individuals’ personal domains of knowledge from engagement with the world beyond the skin. The situated elements are: (i) what is known, can be done and is valued situationally; (ii) elements of localised practice specificity; (iii) extra personal; and (iv) generating legacies that are deemed worthwhile and lasting. Yet, importantly, not all these elements are essential in all instances or possess the same levels of explanatory power.