This article examines the relationship between Swiss psychiatrist C. G. Jung and Taos Pueblo leader Ochwiay Biano as a paradigm for experiencing the other. The paper also documents how analysts, colleagues, and students from California continued to nurture this friendship with Biano in the decades following Jung’s death in 1961. This enduring friendship is documented, in part, in the personal correspondence between Biano and three Jungian analysts: Dr. James Kirsch of Los Angeles, CA, Wilbur R. Sanford, MD, of San Diego, CA, and his wife, Katherine M. Sanford, author of The Serpent and the Cross (2006). These personal letters, held in the OPUS Archive and Research Center at the Pacifica Graduate Institute in Carpinteria, CA, evidence the relational and respectful thread of this authentic friendship. In this article, I assert that the tradition and practice of analytical psychology enables one to experience an other, recognizing both the dynamism of the whole and the dynamism of multifarious opposites. Dreamwork and active imagination also stimulate a relational practice that supports encounters of difference, experienced in both the inner and outer world. Attention to, and cultivation of, relationship with dream figures (often quite different from our outer world lived reality) introduces us to extraordinary, strange, and unfamiliar figures and images, which can make the unknown more knowable. This practice and capacity enables the possibility for respectful dialogue with people and figures of difference in both the inner and outer world, which is essential for the mutual survival and flourishing of humanity. Ensuing exchanges, deep understanding, and necessary reparations hold the seeds for deep relatedness and mutual transformation.