The present social-historical moment is marked by a sharp divide, a harrowing ‘communication breakdown’ between subject and object, between humanity and nature, between humanity and itself. This state of affairs pleads for the (re-)elaboration of a consciousness that resonates critically with the social, political and cultural realities of its time. This paper studies the lessons that can be drawn in this regard from the intersection between, on the one hand, Theodor W. Adorno’s ‘philosophical interpretation’ and his idea of an historically adequate consciousness, and, on the other, Hans-Georg Gadamer’s ‘philosophical hermeneutics’ and his conception of the historically effected consciousness. The paper opens with a concise reconstruction of Adorno’s ‘philosophical interpretation’ as a critical response to instrumental rationality that borrows insights from radical historicism. The focus then shifts to Gadamer’s ‘philosophical hermeneutics’ which is read as a similar type of protest against instrumental reason that privileges dialogical forms of enculturation. Finally, the paper closes with some suggestive yet inconclusive reflections on some important elements of convergence/divergence between the two thinkers, notably, their theorisations of immanent and transcended critique, the role they ascribe to tradition and language vis- à-vis experience, and the special place of ‘mimesis’ in it. Overall, the argument is made that a ‘negative hermeneutics’ may be what is needed to fashion new interpretations of the world, to foster alternative ways of thinking about and being in it, which, pace Marx, go hand in hand with its transformation – or, perhaps more aptly nowadays, the mere feat of sparing it.