This essay analyzes Pierre Hadot's reading of Aristotelian "theoria" in order to evaluate "theoria's" relevancy for the contemporary field of Contemplative Education. It emphasizes the limited engagement with "theoria" against a backdrop of heightened attention to mindfulness-based practices. The essay critiques the conflation of Plato and Aristotle's appropriations of diplomatic "theoria" and reveals shortcomings in Hadot's attempt to characterize "theoria" as a spiritual exercise of self-cultivation at the core of an Aristotelian way of life. The critique underscores the need for a clearer delineation of Plato and Aristotle's contribution to contemporary Contemplative Education and points to the possibility of a richer exploration of "theoria" beyond Hadot's interpretation.