This dissertation engages the question of the relation between nature and rationality, and the conditions of our freedom, through the lens of the concept of Life. It begins by analyzing biological life in Kants Critique of Judgment as a form of judgment bridging theoretical and practical reason. Kants argument is limited, however, because it returns us to ourselves with new insight only about our judgment, but not about natural life. Hegel, by contrast, begins his treatment of self-consciousness in the Phenomenology (...) of Spirit in Life, showing how rationality develops out of a mutually constitutive relation with objects in their independence. Hegels dialectical relation of subject and object develops into a world increasingly worked over as social structures, norms and institutions that provide the conditions for our situated freedom. Contra the reading that positive liberty entails that we are fully determined by our social conditions, my contention is that Hegel provides a robust theory of our freedom as socially and historically situated. Through a dialectical process of alienation from and interaction with norms and institutions, both we and these external conditions are changed, giving meaning to our agency as the ability to interact with, rather than merely react to, our lifeworld. In the Phenomenology, this interaction first appears as work, through which we create the social structures that come to stand against us in culture. By recognizing the role that work plays in the creation and reinforcement of these institutions, we also realize our own activity as a tool for reforming these social conditions towards an increasingly free and just society. (shrink)