Critical Organizational History (COH), as an emergent stream within organizational approaches to history directed by major philosophical works, lacks a reflexive discussion about its ontological possibilities. This article fills this gap through a comparative analysis of Foucault’s and Deleuze’s late philosophies of history and their intellectual ventures. It offers a reflexive analysis about the ontological possibilities for COH by translating Foucault’s and Deleuze’s views of actualization and events in ways that inform COH. First, the “new metaphysics of history” developed by Foucault stresses the importance of the continuous reopening of the present through events, which then defines specific attitudes, subjectivation, and care as ethics as the focus of historical work. Both will and courage agonistically produce emancipation from within historical events and historical work. Second, a “post-historical metaphysics,” as elaborated by Deleuze, reflects a more asubjective stance, in which the post-historical move remains metaphysical. Images, aberrant movements, machines and agencements mediate the fluid becoming of experience, which is primary locus of history and critique as the simple open maintenance of fluidity. Both routes emphasize the role of critique as actualization and eventalization, thus continuously opening and bordering the present. To show the concrete meaning of this philosophical discussion, an example of worker surveillance is developed; it illustrates Foucault’s and Deleuze’s views on actualization, eventalization, and their approach of history. By doing so, this article uncovers an interesting confluence of these approaches to historical work for organization scholars, namely, through the combination of events with non-events stressing the importance of absences and silences in critical descriptions.