Abstract
A puzzle arises when we consider that, for Kant, the categories are 'original acquisitions' of our understanding to which we must nevertheless prove our entitlement via 'deduction', on pain of dogmatism. I resolve this puzzle by articulating skepticism’s role in the transcendental deduction, drawing on Kant’s construal of the skeptical 'question quid juris' in the juridical terms of entitlement to property. I then situate skepticism’s transformative potential within what Kant regards as reason’s 'maturation' from dogmatism toward self-knowledge. Finally, I contrast Hegel’s account of spirit’s progress toward 'absolute knowledge', which shifts both the mode of skepticism and the prospect of maturation.