Certainty occupies a peculiarly ambivalent station in the depth-psychology corpus. On one axis it appears as an epistemological foundation—the Cartesian bedrock from which all other knowing proceeds, the Cogito’s first harvest. On another axis, and this is where the psychological literature becomes most searching, certainty is diagnosed as a defensive structure, a cognitive artefact manufactured by the brain to regulate anxiety rather than to disclose truth. Heidegger presses the problem into existential territory: the everyday certainty of death that Dasein enacts is structurally inauthentic—the entity of which one is certain remains covered up. McGilchrist, drawing on Pascal and Hegel, argues that certainty is constitutively incompatible with knowledge, residing only in our concepts, never in the realities those concepts address. Yalom observes a curvilinear therapeutic function: optimal therapist certainty underwrites trust, but excess certainty becomes rigidity and obstructs the patient’s encounter with irreducible uncertainty. Barrett, from constructionist neuroscience, characterises experienced certainty as an adaptive illusion. Sacks, via Wittgenstein’s late notebooks, shows that the body’s unquestionable thereness grounds all certainty—until somatic pathology dissolves that ground entirely. Pascal, standing between faith and scepticism, insists that human certainty is, strictly speaking, unavailable. Together these voices triangulate certainty as simultaneously indispensable and epistemically treacherous.