DescriptionThe aim of this case study is to analyze intense countertransference experienced by a therapist while treating a “difficult to treat” adolescent patient. During treatment, the therapist struggled to recognize much of his subjective countertransference and its impact on the treatment. This paper will discuss the reasons for this and the manner in which both subjective and objective countertransference played a role. In doing so, the therapist discusses how his childhood experiences and the subsequent assumption of Carl Jung’s wounded healer archetype fueled the countertransference in ways that were concurrently beneficial and detrimental to the treatment. The patient’s symptoms, behavior, and family system are also examined to illustrate how they uniquely contributed to the intense feelings evoked in the therapist. Topics of abandonment, omnipotence, curative fantasies, Borderline Personality Disorder, biblical myth, and childhood trauma are explored throughout this paper, as they uniquely intersected to create a complex web of psychodynamics between therapist and patient. This is demonstrated primary through an interpretation of the patient’s final session and the therapist’s dream following treatment. Finally, implications for wounded healers’ self-disclosure are examined, reflections of the treatment are offered, and suggestions made for the recognition and management of countertransference wounded healers are prone to feel while working with ‘difficult to treat’ patients.