Drawing upon the Jewish ethics of “Tikkun Olam” (“repair of the world”) and the conceptual lens of complexity systems theory, this discussion considers the German–Jewish tensions played out in the analytic dialogue to be a specific instance of a wider dialogue concerning the relationship between Jews and Germans in our contemporary world—a world that still lives under the shadow of the holocaust. Roger Frie's and Daniel's capacity to embrace the complexity of their different personal histories generated a moving, healing process not just for themselves, but also for the world into which they have been thrown.