In this paper, I argue that frontiers are dilemmas composed of multiple dualities, be they exclusive and inclusive powers, connected space and national periphery, or modernity and primitiveness. These dilemmas, in consequence, become the mechanism to create a leeway for the state to 'tailor' different meanings of frontier to meet the contingent market demands. I use tea production on China's southwest frontier as an example to demonstrate that dilemma is not an end result, but a mechanism to rearticulate the relationship among frontier, the state and the market economy. Specifically, I argue that dilemmas on China's southwest frontier have been forged by the Chinese state with its incompatible desires between 'modernisation' and 'primitiveness' of the tea landscapes in Yunnan, a province on China's southwest frontier. Meanwhile, the incompatible desires and the resulting dilemmas on China's southwest frontier have further mobilised the state to flexibly rework its power to reconstruct the frontier to meet contingent market demand. Based on the shifting meanings of tea landscapes, the state has flexibly 'shuttled through' the dilemmas between development of modernisation and preservation of primitiveness on the frontier.