This paper examines why some small family businesses producing local products with limited management resources are able to export their own products, and how they succeed in the difficult task of entering to foreign markets, which is a difficult overseas business; it examines the process and mechanism behind this. Focusing on one rare company that has achieved direct exports, I have taken a long-term look at the dynamic internationalization process to find out why and how it successfully entered the foreign market. As a result, it is argued that the concept of the boundary spanning roles can be a useful perspective in this regard.