At the center of the Humpty Dumpty fable there is a fall. The efforts to re-integrate Humpty Dumpty after the fall were unsuccessful. Using the metaphor as a frame, the author explores the role of play therapy and by extension, incorporates parents into the work with the child, to facilitate repair from traumatic experience. The repair to the intergenerational relationship in the clinical work described relied on the use of a non-linear dynamic system’s view of the therapeutic action of play benefitting the development of the child. The privileging of the play space in child mental health comes at a time in our cultural dialogue that under appreciates its’ value.