The Republic of Korea (Korea) is known to be a country that is dynamic in many ways. At a glance, this may be true in relation to its labour law. In a relatively short span, it has made and revised a number of labour law statutes and case-law in response to political, economic, and social changes. It is, however, not certain that its labour law, aged almost seventy, remains a still adequate regulatory tool to address the changes in, and challenges to, the world of work caused by recent technological developments. This chapter sees the life of Korea’s modern labour law coming to an end, but does not necessarily see the dawn of a new labour law era. Hoping to contribute to finding this new path, this chapter will lead the reader through where we are now and where we are heading at this crossroads.