Pragmatism from its original formula by Peirce to its most radical exploration by Rorty has made a distinctive contrition to education philosophy, perhaps most explicitly in the work of Dewey. This chapter will explore the heritage and current influence of neo-pragmatism to the nature of work-based learning. This chapter will offer a perspective on the pragmatic edifying experience and explore both how work can be an edifying setting and how work can facilitate personal development and growth. Finally, potential contribution of pragmatism as a grounding for a pedagogy of the workplace will be presented.