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In this article I will discuss my training case supervision with Donna Orange and how this experience was transformative, bringing me in close proximity to the self psychological experiences of empathy, humility, and intersubjective vulnerability. In this discussion, I use Donna as a model of intersubjective self-psychological supervision as she embodied the lived experience of witness, welcome, and waiting in my transition from terrified analytic candidate clinging to the life raft of theory to slightly less terrified, slightly less wedded to rigid theories, and, slightly more present in my life, relationships, and this fascinating journey we call self psychology.