Clinical courage is the bravery of psychotherapists and clinicians to perform exceptional clinical interventions during psychotherapy, and their readiness to take a stand and declare that professional standards and ethical principals are being disregarded. The essence of the term “clinical courage” is explored and demonstrated through two case illustrations of subjective experiences of psychotherapists working in different public settings. The conclusion reached by analysis of those cases is that clinical courage stems from an existential stand of compassion and moral sensitivity, which characterizes the personality of therapists who are ready to act differently for the sake of their patients. However, the readiness to stretch treatment boundaries in favor of the patients and to act in their defense when they are harmed by colleagues can result in professional loneliness and may lead to estrangement from those colleagues.