Although every human interaction is unique, understanding how our own worldview influences our interpretations, assumptions, and expectations of mentorship (and vice-versa) can help us build healthy connections. Native American peoples continually face obstacles, such as Adverse Childhood Experiences (ACEs), intergenerational transmission of adversity, unresolved historic grief, on-going oppression, systemic racism, and increasing health disparities; yet we also maintain many intergenerational strengths such as our relationships with the natural environment, culture, sense of identity, kinship, community, and value for our way of life. Likewise, the concepts of mentorship shared are reflective of these intergenerational strengths. In this chapter, I highlight three examples where mentorship shaped my development at different stages ranging from my early learning experiences to my adolescence to my adulthood in academia and how these experiences shaped my philosophy of mentorship.