This paper highlights a central feature of William James’ pragmatism to challenge the conflicting charges that his political and ethical thought amounts to either a Hamlet-like impotence or a Promethean-like sovereignty. I argue that James develops an account of reparative agency and commitment which figures in his philosophy of hope as a response to the problematics of action. Reparative agency concerns the possibility of acting in the midst of constraints that frustrate or otherwise inhibit action. Conceptualizing agency in this way entails a reevaluation of the status of commitment in James’ thought and the possibility of a more collective practice of hope.