In this paper, I focus on teachers’ lived experiences during the COVID-19 outbreak. Specifically, I explore the emotional impact the abrupt shift to online teaching had on teachers’ work and life throughout the various phases of the lockdown. I develop my argument by analyzing teachers’ everyday work, using a qualitative approach, and constructing a small-scale empirical study. Philosophically, my attempt is phenomenologically developed and is framed by Heidegger’s and Arendt’s thoughts. Methodologically, my attempt falls within an emerging research horizon that combines educational philosophy with empirical research. Drawing from research data, I argue that teachers’ experience bears witness to a deep modification of the schooling space-time, namely, the horizon in which the very perception of students, themselves, and teaching arise. In the case of teachers experiencing discomfort, fear, and even angst, the totality of their gestures and emotions was, as it were, swallowed by this unknown and disquieting horizon; teachers in distress were experiencing the collapse of any projecting without being freed by projecting itself. In the case of teachers experiencing feelings of fulfillment and even joy, a different horizon was allowed to emerge. Such a different space-time, rather than producing a sense of distance and alienation, created a new intimacy and nearness, which allows for a different attitude toward the topics and the educational community. Students became more sensitive, susceptible to transformation, and open to what was being said. At the same time, relationships were caught in a new web of meanings that transcended them, thus giving birth to an educational experience in its own right. I conclude with some remarks about the building of the educational community.