How do we maintain our psychoanalytic footing during a frightening crisis that affects us all? How do we work effectively within a medium that most of us have not been trained for, might have little prior experience with, and that some worry is not effective? Even more daunting, how do we manage these two monumental challenges simultaneously? This paper will consider these predicaments and explore the conditions that promote useful psychoanalytic work while meeting on the phone or through videoconferencing amid a pandemic. It will include clinical material that illustrates a patient’s negative response to switching to teleanalysis and his reactions to the global pandemic, the analyst’s countertransference, and how considering their meanings allowed for the analytic work to continue and deepen.