This chapter discusses the transition of planning pedagogy and practices in Taiwan with a focus on young planners. It provides a brief overview of planning in Taiwan and the challenges to be addressed by planning education in order to contextualize our research inquiry into young planners and their participation in planning. There has been more rethinking of how planning theory is related to practices is a good starting point to understand young planners and their wondering when stepping into the professional world. The emergence of a new middle class and their participation in new urbanism movements since the 1990s has contributed to a cultural turn in planning and more attention to civic participation. According to Chong Shin Yang, a senior scholar who largely contributed to establishing the profession in Taiwan, the planning paradigm has shifted from the demand-led approach in the 1970–1980s to the supply-led approach in the 1990s.