The conflict between modernism and post-modernism is one of the defining philosophical debates of the latter half of the 20th century. Proponents of modernism, striving to uphold the banner of the Enlightenment, have sought to undermine dogmatism while maintaining the tenability of certain inviolable principles. Proponents of post-modernism, similarly seeking to advance emancipation, have seen “principles” as inherently antithetical to the achievement of the professed goals of the Enlightenment. In Habermas and Derrida – prime speakers of these respective camps – this debate reached a crescendo. Yet, in both of them, we see that the respective positions of modernism and post-modernism are essentially systemically incommensurable, whereby the position of each side is undermined – in the view of the other side – by its own stance.