We investigate the labour regime of an agricultural sector in the China–Myanmar borderland. The extant literature on labour generally stresses the hyper-precarity of workers, especially migrant workers. Our case study of the sugar cane cutting industry in Dragon Village, Yunnan Province, suggests that contractors who hire workers from Myanmar are also in a state of hyper-precarity which is shaped by multiple layers of socio-economic and politico-institutional circumstances. We develop an analytic framework for investigating transnational labour contractor regimes, which highlights the strategies jointly adopted by contractors and workers to mitigate the hyper-precarity within which both parties are embedded. We find that contractors are in a hyper-precarious position due to limited micro-level transnational social networks to meet outpaced labour demand, unfavourable meso-level market conditions, and macro-level politico-institutional factors such as the added responsibilities of immigration management, a fast-evolving legal system, and military coups. We also find that contractors adopt strategies to control both workers’ labour process and everyday life, while workers use some counterstrategies to regain agency. Together, they stabilize the labour force for this industry despite their shared hyper-precarity.