While attention has long been a concern in western philosophy and eastern spirituality, technologies (e.g., social media, gaming) and pathologies (e.g., attention deficit disorders) have recently foregrounded the issue specifically in education. Issues of "student" absorption and diversion have been widely discussed; comparatively less has been said about teachers and the kind of attention that the individuality of each of their students claims. This paper begins by reconstructing the kind of awareness and attention that are implied in Kant's account of "logical" tact and Herbart's lecture on specifically "pedagogical" tact. Potentially tactful forms of awareness are then explored and delineated in phenomenological, "Gestaltist" terms -- as well as through reference to Freud's notion of 'free-floating attention.' The paper concludes by outlining characteristics of awareness that appear requisite to the demands of tactful decision and action, an attention at once receptive to the world outside yet also modulated by the one attending.