The nature of the connectedness between individuals and the organization of their employing enterprises is always a puzzle. The history of organizational theory is a reflection of attempts to understand and structure this key connectedness. One perspective that has rarely been used in organizational theory is that of psychoanalysis. In this chapter I am to outline a heuristic perspective that relies on psychoanalytic thinking for one of its elements and attempts to engage with the puzzle of the connectedness of individuals to their enterprises.