I examine chapters I and II of the Dialectic of Pure Practical Reason from the Critique of Practical Reason, to show that Kant resolved the antimony of practical reason by first giving an accurate representation of the cause of a properly moral act and then recognizing that this accurate representation raised further problems, problems that were anticipated by Rousseau, especially in his Reveries of a Solitary Walker. Rousseau’s reveries allowed Kant to explore, and to some extent overcome, the darker implications of their common understanding of virtue. In the second Critique this takes the form of explaining how one can understand and existentially achieve one’s own satisfaction based on contentment with oneself rather than enjoyment.