Grief is typically portrayed as an individual experience that is a response to loss and provides the basis for personal growth; grief is something to work through, and, ideally, to benefit from, and represents a state change. But might it be possible to conceptualize grief of the future, a subjunctive grief that is based in speculation about change that brings that change into the present? The subjunctive invokes the wished for, the imagined, and the possible, and subjunctive grief serves to work through the experience of the future in the present. Focusing on debates around medical aid in dying and the parenting of a child with childhood psychosis, I consider grief in the subjunctive tense and how anticipation of change affects practices in the present. Attending to subjunctive grief provides an affective methodology that demonstrates interdependency and how conceptions of intimacy, love, and caregiving shape the experience of grief in the future tense.