This article explores recent waves of Chinese mobility demonstrated by new Chinese emigrants working for private Chinese companies conducting transnational business in Thailand in general and Chiang Mai Province in particular. We use two case studies of international education centres and real estate for senior care businesses in Chiang Mai to discuss the flexibility of Chinese capitalism and argue that deploying intrapreneurs and cultivating entrepreneurial value for employees, professionals and co-partners in pursuit of transnational business are some of the more flexible strategies that China's private companies have employed in response to their new business lines and emerging market demand from both China and other parts of the globe. However, while the Chinese and Thai states have played an important role in facilitating and regulating business conducted in Thailand, transnational business is in an early stage, as demonstrated by the two case studies explored, and may not always proceed as expected.