This dissertation is a biographical study of the life of a retired high school principal in Jamaica. Joan Miller Wint was born on May 10, 1946, in the small rural district of Success in Westmoreland, Jamaica. This study of Wint's life centers on school transformation and organizational change, exploring her leadership as a principal through the lenses of moral purpose and social justice. Wint's journey at Denbigh High School began in 1972 as a Spanish teacher and spanned 36 years. For 23 of those years she served as principal and took Denbigh High School through a remarkable process of transformation. The once low performing school was propelled through her leadership into national recognition as an innovative creative learning environment and high performing institution. The research explored Joan Wint's leadership of change, her career path, the challenges she faced, and her personal influence on countless lives through her commitment to equity of opportunity for students at Denbigh High School. The biography was developed through interviews and document analysis. Audio-taped interviews were conducted of Wint and 18 others, representing family, friends, former students and teachers, community members, and professional colleagues. Seidman's (2006) model for in-depth phenomenological interviewing was adapted to structure the research. Three research questions were explored through the interviews. The first question sought to uncover how Wint's life experiences growing up affected her career decision and shaped her approach to leadership. The biography documents her childhood experiences, highlighting the influence of her mother, community and schooling on her leadership practices throughout her career. The second question examined how Wint's powerful leadership practices brought about transformation at Denbigh High School. Anchored in a commitment to social justice, she was able to transform the school into an exemplary institution which stands today as a model of change. The third question explored the ways in which Wint's career allowed for the full expression of who she is as a person. In this look at her legacy, Joan Wint is presented as a person who is a woman of faith, a mother, a friend, a mentor, and a leader. The theoretical framework of this study includes the literature on women's leadership, emerging views of leadership, and theories about organizational change and school transformation. The dissertation concludes with implications for practice and recommendations for future research on leadership practices of women principals in developing countries. [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/en-US/products/dissertations/individuals.shtml.]