As psychoanalysts, our own relational stories, our “wounds that must serve as tools” (Harris, 2009), represent both our greatest liabilities and potential for change, at times facilitating and at times impeding our capacity to engage deeply in the analytic process. Transformative aspects of our personal analysis dwell, often unconsciously or preconsciously, in the analyst, generating unanticipated opportunities in our work with our patients. In this paper, the author describes how a profound piece of work in her own analysis around healing in her relationship with her young son resonated in her work with a long-term patient, enlivening and deepening the treatment. The author explores how she drew on the interpenetrating experiences of analyst, patient, mother, and child, helping her to deconstruct a complex enactment with her patient, and opening up potential space. In the process, her patient discovered new places within herself, which enabled her to reach out to her vulnerable teenage son in new and reparative ways.