From Kant and Hegel to Habermas and Marx, radical philosophical transformations have consistently intersected with technological advancements throughout human history. This volume on the Dialectic of Digital Enlightenment, engages with AI-driven digitalisation to examine the transformation of human nature, society, the state, and governance through the philosophical perspectives of Kant, Hegel, Horkheimer, Adorno, Bloch, Benjamin, Fromm, Marcuse, Habermas, and Marx. It seeks to reclaim radical philosophy for our time and to liberate these European thinkers from the confines of Eurocentric knowledge traditions and their universalist claims—frameworks that, while dominating global discourse, paradoxically obscure the broader human relevance of these philosophers, whose insights speak profoundly to the shared conditions of humanity and the pursuit of its emancipation.