This article will be arranged around a basic contrast between two alternative interpretations of Hume’s compatibilist strategy: the “classical” and “naturalistic” interpretations. According to the classical account, Hume’s effort to articulate the conditions of moral responsibility, and the way they relate to the free will problem, should be understood primarily in terms of his views about the logic of  the concepts of “liberty” and “necessity”. In contrast with this, the naturalistic approach maintains that what is essential to Hume’s account of the nature and conditions of responsible conduct is his description of the role that moral sentiment plays in this sphere. How we interpret Hume’s core arguments relating to the free will debate must be understood, on this view, with reference to these psychological claims and concerns (which also accounts for the use of the label “naturalism” in this context). On either account, the contrast between these two interpretations will be of importance, not only for our general understanding of Hume’s philosophical system, but also for any adequate assessment of the contemporary value and relevance of Hume’s views on this subject.