Independent schools have the pedagogical freedom to determine the best approach to contemporary, perplexing educational challenges. This article focuses on the increasingly complex arena of Gender and Sexuality Diversity (GSD) in the pre-K-12 setting, offering specific reference points and frameworks for engaging these issues. Independent schools are actively searching for ways to maintain relevance and fiscal viability in 2010, and, for many, this includes examining the influence of various forms of diversity on school culture and overall educational experience. In particular, GSD poses unfamiliar questions and often opens new scholastic territory. The current social, political, legal, and religious discourse around GSD issues reflects deep-seated conflicts, beliefs, and feelings about those whose gender and sexuality challenge longstanding "truths" and practices. The task for all public and private schools is certainly not to settle these ever-changing ideological debates. Rather, the role of schools is to craft educationally sound approaches that provide all members of the community with accurate information and ample opportunities to learn, explore, converse, disagree, grow, and collaborate in an effort to take collective responsibility for the principles of equity and justice.