Policy learning from other international contexts is an important strategy during the sports policymaking process for the government of Taiwan, and recent research has examined potential parallels between Taiwan and Scotland with regards to sports policy. Although the status of Taiwan and Scotland is not the same, interesting comparisons can be made given their shared status as ‘contested nations’ that are often in the shadow of their closest neighbours with whom there is an uneasy political relationship – respectively, China and England. As a consequence, sport is regarded in both countries as an important vehicle for establishing and promoting a distinctive identity, albeit with contrasting political and policy considerations. Drawing upon 15 semi-structured interviews with sports policymakers and politicians from both Taiwanese and Scottish contexts, this paper critically examines the similarities and contrasts with regards to the political considerations which shape and constrain the nature of sport policy in each context. This analysis will focus on the role of central government, local government, sport policy organisations, and sporting National Governing Bodies in both Taiwan and Scotland, with particular emphasis on the position of sport within the broader policy, political, ideological and constitutional considerations for policymakers in each context.