In this paper, I explore Derrida’s concept of exteriorization in relation to texts generated by machine learning. I first discuss Heidegger’s view of machine creation and then present Derrida’s criticism of Heidegger. I explain the concept of iterability, which is the central notion on which Derrida’s criticism is based. The thesis defended in the paper is that Derrida’s account of iterability provides a helpful framework for understanding the phenomenon of machine learning–generated literature. His account of textuality highlights the incalculability and (...) mechanical elements characteristic of all texts, including machine-generated texts. By applying Derrida’s concept to the phenomenon of machine creation, we can deconstruct the distinction between human and non-human creation. As I propose in the conclusion to this paper, this provides a basis on which to consider potential positive uses of machine learning. (shrink)