This study describes a case of school innovation under economic globalization. As a part of the developed and globalized world, many Taiwanese professionals are employed or manage businesses across countries. To secure a quality education for children in the East and Southeast Asia regions, nine Taiwanese overseas schools have been established for more than a decade. They function as buffers where overseas Taiwanese children can be educated with Taiwanese culture and are able to continue their study after going returning to homeland. Given the global recession and the economic cross-strait transition, Taiwanese Businessmen’s Dongguan School (TBDS), the prototype of Taiwanese schools in China, collaborated with multiple strategic initiatives to eliminate the negative effects of social contexts, and improved the school’s quality and competency. In this paper, we reviewed the characters and functions of Taiwanese overseas schools, the challenges which TBDS faced, and how research and actions were planned and implemented. To sustain itself in the rapidly developing China, the story of TBDS is an important school-based referential study for Taiwanese overseas schools under transition.