This study investigates the attitudes and perceptions of head coaches towards the inclusion of transgender athletes in women's college sports, considering the impact of education and interaction. Despite increased visibility and advances in transgender rights, transgender athletes continue to face significant barriers in sports, rooted in societal biases and misconceptions. This research specifically examines the attitudes and perceptions of head coaches and the effects of interventions aimed at enhancing their understanding and acceptance of transgender athletes. Interviews were conducted with head coaches of NCAA Division III women's sports, before and after they participated in either an educational training or a panel discussion hosted by transgender athletes. Findings indicate that interventions, particularly those involving interaction with transgender athletes, can influence coaches' perceptions by increasing empathy and understanding, though shifts in attitudes were less pronounced. Key themes emerged around the complexities of fairness, the binary nature of sports, and the physical scrutiny of transgender athletes. The study highlights a persistent focus on physiological differences and competitive fairness, often overshadowing broader inclusion issues. Coaches expressed a need for clearer policies and better understanding of the physiological impacts of transgender athletes, reflecting deep-seated struggle to reconcile inclusion with fairness. This research contributes to the broader discourse on gender diversity in sports by highlighting the critical role of leadership in challenging prevailing stereotypes and advocating for equitable opportunities for all athletes. The implications of this study are vital for coaches and sport administrators aiming to promote inclusivity and fairness in sports. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com.bibliotheek.ehb.be/en-US/products/dissertations/individuals.shtml.]