This paper develops a psycho-social understanding of difficult and disabling life transitions, particularly in relation to old age. The paper brings together a biographical case study and theoretical analysis that draws on three sources: the work of Deleuze and Bergson in continental philosophy, Winnicott in psychoanalysis, and Turner in anthropology. By linking experience, theory and practice, I show how different, but related concepts, at different levels, may shed light on some puzzling behaviour common in old age. More broadly, I point to the value of such theoretical work for understanding and managing traumatic affect and life transitions.