As our sociopolitical context evolves, student populations and teaching expectations become more complex. Teachers who entered the profession under one pretense are finding themselves faced with an entirely different set of circumstances: demographic shifts, increasingly diverse learners, curricular mandates, high-stakes accountability, technological advancements, globalization—the list continues. As the educational environment evolves, so must teacher identities. Contemporary teachers are tasked with creating an entirely new lens from which to develop new techniques and design more complex lessons to reach the diversity of students in their classrooms. This chapter traces one teacher's evolving identity and practice amidst the changing sociopolitical context of education. The author's autobiographical narrative depicts the impact of influential mentors, transformative moments in international teacher travel experiences, vignettes from 28 years as a classroom teacher, and specific instructional techniques developed to ensure effective student engagement in a pluralistic environment.