Within the framework of the politicization of the personal, this chapter explores the essayistic writing of a loose group of socially conscious actors who belong to the political Left, a capacious category that includes leaders of the civil rights movement, the feminist movement, the New York Intellectuals, the New Left, the environmental movement, and groups with a range of progressive agendas. With a focus on the twentieth century, the wide variety of styles and themes of leftist prose writing is analyzed. The chapter dwells on the contributions of important figures such as Zora Neale Hurston, Randolph Bourne, Jane Addams, Irving Howe, Mary McCarthy, James Baldwin, Eldridge Cleaver, Noam Chomsky, Susan Sontag, N. Scott Momaday, Maxine Hong Kingston, Audre Lorde, Angela Davis, and Richard Rorty. As a form of "prose that thinks," the essay has been an excellent site of intellectual reckoning where writers may publicly take strong positions on various political and social issues, expressing these in a highly personal style.