Abstract: This article reports on a research study that investigated the Enneagram through the lens of depth psychology. A review of the literature on archetypes, which are universal, autonomous patterns in the psyche, suggests that the nine Enneagram types can be viewed archetypally. Imagery and symbol are essential aspects of archetypes. This study sought to discover the images, symbols and metaphors that are most representative of Enneagram types Three, Six and Nine. To accomplish this, 23 subjects who self-identified as one of these three types were interviewed in focus groups. The researcher then conducted a content analysis on the narrative and expressive artwork that emerged in order to discover themes for each type. This article reviews a sampling of the significant findings and discusses implications for future research.