Abstract
William James’s moral and political thought was remarkably well adapted to its historical context, in particular to the emergence in the late nineteenth century of a generalized culture of uncertainty, contingency, and probability that called into question traditional conceptions of sovereign selfhood and autonomous freedom. Facing the solidification of numerous apparatus of chance, James developed a strenuous ethics rooted in a conception of freedom as self-transformation. That this ethics was attuned to the pressing problematics of his day is shown by sideways glances at his contemporaries Edith Wharton, William Dean Howells, Charles Sanders Peirce, Josiah Royce, as well as then-emergent forms of everydayness such as personal health insurance. Such an ethics remains a valuable source of freedom today insofar as we remain bound to chance as an ongoing problematic conditioning our moral possibilities.