The article is a study of Hannah Arendt’s early essays, “Reflections on Little Rock” and “The Crisis in Education,” reading them through the lens of Thinking, the first volume of her final and posthumously published work, The Life of the Mind. The result of this study is the identification of educational thinking as occurring in the existential space of solitude where students, withdrawn from the continuity of everyday life, engage in an activity that enables them to reflect upon and critically reimagine the world and thereby prepare for world-caring.