Alaska Native leadership development programs are often used to prepare participants and to enhance their leadership potential. The cultural appropriateness of developing Alaska Native leaders through the Western-structured LEAD program was the focal point of this study. Understanding how the LEAD participants adapted to Native and Western environments after gaining new leadership knowledge and skills can be used to identify curriculum and activities that best prepared Alaska Natives for leadership positions. The purpose of this qualitative case study was to explore the experiences and perceptions of Alaska Natives who have attended ANTHC's Western-structured LEAD program between 2005 and 2011 in Anchorage, Alaska. The data analysis revealed six themes that emerged from this qualitative case study: (a) activities helped the participants apply new knowledge and skills, (b) observations generated understanding of leadership, (c) activities built confidence and increased self-awareness, (d) experiences increased cross-cultural awareness, (e) mentoring experiences influenced positive changes, and (f) feedback-generated recommendations for future LEAD programs. Some of the conclusions derived from the study suggest that indigenous peoples can benefit from leadership development programs designed with the dominant society's cultural practices and concepts as long as the curriculum integrates indigenous values and ways of knowing. Blending both cultures provided the real life opportunities for Alaska Natives to recognize the important contributions Alaska Native and Western leaders were making to improve the Native community. The implications of this study support the need for Native leadership programs to integrate cross-cultural leader awareness, indigenous ways of leading, and ways of knowing into curriculum. [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.]