Coaching is a process by which a coach engages with a client to help realize personal or professional development goals. A successful coaching process is holistic; taking into account the individual’s expressed desires, their observable behaviors and relationships, all in the context of their needs. Reflecting on how theory informs a coaching practice is important for the practitioner to move beyond intuition and permit theory to influence interventions while also allowing for the observable data to be grounded in a framework that further informs their practice. This paper presents the case study of an OCEC Coaching Practicum Engagement and subsequent work done after the original contract expired. In addition, an exploration of the ethical values ascribed to by the Coach, the theory that informed the methods used during the coaching engagement, and how the data contributed to the Coach’s theoretical view and methods used will be included. In consideration for the importance of self-awareness during the coaching process this paper will be written in the first person, from the perspective of the Coach, and integrate personal background and reflection throughout the stages of the coaching engagement.