Commitment to mentorship, while necessary to benefit mentoring parties, is insufficient to work with the complexities of contemporary educational settings, especially in pursuit of engagement and learning for all. Mentoring that makes a profound difference for all participants, worldwide, is oriented at the outset to call into question such organizational constraints as hegemony, hierarchy, and culture. Traditional versus alternative approaches to mentoring is a critical binary that can be differentiated in the abstract. However, context and culture are existing organizational realities for which mentoring forms, enactments, and activities (such as mentoring circles) either perpetuate the status quo or produce significant change. Thus, alternative mentoring approaches work within both the traditional view of mentoring and any alternative to it.