Abstract: Educational institutions pull together students of different genders, abilities, races, classes, and religions and are the microcosm of their communities. In African contexts, schools have been the location of “cultural parochialism” and “colonial epistemicide and the consolidation of colonization” (Lebakeng et al. 72, 2006). Thus an additional dimension of difference drawn along the fallacious line of the superior dominant Eurowestern colonizer versus the inferior indigenous African population has been institutionalized within the educational system. I engage in a philosophical examination of the African context of difference in the sphere of education. I consider the hopeful gaze philosophy offers in the light of difference, by considering the concept of pluralism, and argue for a view of difference that is both inclusive and appreciative of diversity and suggests ways educators can critically assess their own differences by considering their positionality. I conclude by applying the philosophical outlook that embraces pluralism to our classroom spaces and suggests multicultural theory that embraces difference by including both dominant and marginalized educators to impact education in an efficacious way.