At the heart of the reflective supervision relationship is a shared journey of self-discovery for the individual staff member as mentored by his or her supervisor. In this journey, it is the relationship that serves as a trusted guide. This article examines the many lenses of culture that shape self-understanding. In the reflective supervision relationship, the challenges of exploring culture often go unexplored. How can professionals seek to build a deeper understanding of cultural differences, create opportunities for safe discussions regarding cultural differences, and prepare staff members to openly explore, with grace and honest inquiry, the multifaceted elements of diversity that shape every relationship?