This article describes the challenges posed in signposting a couple towards appropriate therapeutic services when assessment of their conflict exposes a complex web of family relationship difficulties, including transgenerational trauma and distress. The morphing of the couple-to-parent–to-child relationship encapsulates parallel relationships, such as that of parents as offspring of their parents, and as members of the wider family. A composite case example, seen through the lens of supervision, is offered to discuss issues involved in finding an appropriate focus for the work.