This article is a reflective essay that examines the experiences of a Multicultural Educator from a non-mainstream perspective. The author, of Latino descent, has attended schools in Puerto Rico and in the United States, and has taught at universities in both. Experiences teaching and learning within and outside of the United States are compared and contrasted. The challenges and opportunities to enrich worldviews and perspectives of students and colleagues are discussed in terms of how these experiences have shaped her teaching and learning. Issues confronted through different structural, cultural, and political dynamics at institutions of higher education are addressed.