This chapter discusses the role of collaboration as an essential feature of wisdom in practice. Almost universally, the informants reported that individual or personal qualities and capacities alone are insufficient for being wise in practice. This is because so much of what they came to know, were able to do and valued was a product of collaborations with others. The examples provided by the informants emphasise the established meaning of the word collaboration as ‘labouring together’. It was through interactions and co-working that their abilities to engage in ways that generated worthwhile and lasting practices. Within a paradigm focused on engagement in social practice and culturally derived practices referred to as occupations, those collaborations can be characterised as being both internal and external to instance of practice. That is, internal to the specific situational practice or occupational field, on the one hand, and on the other hand, beyond the specific situation and field. For both were identified sets of practices premised upon interactions with others. These interactions can be considered in terms of the degree by which individuals reflect what was afforded them through internal engagements and their interest in engaging with them. So, dualities between affordances and engagement are exercised here with some of these collaborative processes reflecting a balance between what was afforded and individuals’ engagement with them. In all, this chapter elaborates the basis for and central role that both internal and external collaborations play in generating Wisdom in practice and its exercise.