Athletic administrators and decision makers within interscholastic athletics are expected to embrace a code of ethics that serves as a set of rules to guide their professional behavior. Included within this code are areas of controversy that present gender-related ethical dilemmas for administrators. Three specific ethical dilemmas involve (1) providing equitable participation opportunities for students, (2) instituting ethical hiring practices for coaches, athletic administrators and educational leaders and (3) creating an environment and organizational culture that embraces fairness. This article examines these three critical dilemmas. (Contains 1 figure and 1 table.)