Alaska is the largest and most sparsely populated state in the United States of America. Extreme weather patterns and extreme cultural diversity compound the challenge of delivering quality education to state residents in remote areas. E-learning technologies have emerged as a cost-effective, interactive means of delivering quality teaching to even the most isolated locations in the state. Additionally, the ability to archive content and to access it at will, in an asynchronous manner, is highly suited to the different learning styles and different learning rates of the various populations in the state. This chapter introduces the challenges associated with delivering e-learning in Alaska, reviews the historical evolution of distance-learning networks, and summarizes present achievements and future opportunities. The analysis includes K-12 education, higher education and professional continuing education.