Psychoanalysts working with patients who are dying must focus on the emotional and psychological conflicts faced by individuals dealing with terminal or life-altering illness. To do so, they must often hold two opposing complex perspectives in mind—living somewhere between aliveness and deadness, between old and new forms of being, between facing and denying heart-wrenching realities. This article reflects on the experiences and perspectives of several analysts and asks how can we foster resilience in such situations? What does it take to stay alive and present in the moment where we can cherish, rather than squander, the remaining moments? In addition, recognizing thoughts about our own mortality are inevitable.