Drawing upon his description of the early phases of the analysis of the second case of official supervision, the author illustrates in his work why this experience became a foundational moment in his formative trajectory as a psychoanalyst. Three important aspects are discussed: (1) the significant role his supervisor played in helping to manage and to confront the difficult dynamics of transference and countertransference that characterized the author's early years of analytic work with patients; (2) the transformative factors that opened up new avenues in the repetition and the original traumatic pathology put forward at great length by the patient; and (3) the making contact for the first time with that area of inter/intrapsychic phenomena that the author has since then explored widely and theorized about, under the name of relational dynamics governed by role-reversal.