Online and blended learning are becoming more important in k-12 public schools because of their flexibility and increased opportunity for students in urban as well as rural environments. Implementing and sustaining technology-based learning is a complex process that requires educational leaders to have a broad spectrum of knowledge and skills which are critical to the success of online programs. This case study research used in-depth interviews to gather data on how one district was able to provide a successful program using effective leadership skills. Three areas critical to success were identified in the data: clear vision and achievable goals, appropriate resources, and relationship building. The emphasis leadership put on orchestrating a culture of support, trust, open communication, and collaboration was an important aspect of the success and expanded capacity of the district's program. The study suggests that the changing roles of educational leaders in a technological world involve shared responsibility, flexible rather than rigid hierarchy, and teamwork in order to anticipate the needs of students facing a technology driven future. [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.]