Remote and rural education is a resonating issue worldwide, given the new and emerging capabilities of digitization to reduce barriers of distance, time, and space, particularly for Oceania. Issues based on achieving equitable educational access and participation that ameliorates the disadvantages for many students in remote and rural locations of Australasia and the Pacific, compared to those in urban classrooms, are pertinent. Nonetheless, students in remote and rural locations also show great resilience and have built up a trove of informal knowledge from the demands of daily life requiring a high degree of independence and maturity. This is evident in the distance education School of the Air in Australia, the University of the South Pacific, and the Marshall Islands College in the North Pacific. These sites provide insights into strength-based reform strategies intended to improve rural and remote education and training and, consequently, work and life choices.