The phenomenon of wokeism presents an intriguing array of paradoxes. A radicalization of Christian ethics, which valorizes and defends the downtrodden and marginalized, this movement often takes positions that are vehemently anti-Christian and globally inimical to Western civilization condemned as colonialist, imperialist, capitalist, racist, etc. This inability to see one's opposite number and nemesis as intrinsically related to one's own positions and convictions has become endemic in contemporary political debate in Western democracies. A corrective is sorely needed, and it can be found in millenary traditions of apophatic thinking. Nicolas of Cusa's coincidentia oppositorum is emblematic of vast traditions of thinking that deconstruct the oppositional thinking that so bedevils our political discourse at this juncture of contemporary culture. This paper will draw on my recent book: *Social Identities and Social Justice: Reconceiving Ethics and Politics in the Wake of Wokeism* (2025). I do not oppose the woke revolution. I wish to push it further to be consistent with and true to its own founding insight and inspiration. If we think through completely its ethical principle of unconditional respect for others, for racial, gender, class alterity or diversity, we have to affirm the otherness of the real beyond all our definitions and categories. We have to acknowledge radical alterity even beyond all the terms and categories that we apply to others and to ourselves. This realization takes us to the brink of acknowledging the to-us-indefinable alterity that is interpreted by theology in a negative register as the transcendent and divine. This further move beyond what we can grasp is necessary to prevent us from identifying justice simply with any positive system of our own making, and with its distinctions, which become exclusionary and lead us into fatally oppositional modes of thought.