The potential for South Korean investment in Indonesia is large. However it is not maximized despite its possible expansion. One way to help develop business between these two countries is to improve the intercultural competence of their businesspeople. This is crucial to establish clear understanding of the differences and challenges faced by each of these business groups. This qualitative research guided by Hofstede's Cultural Dimension Theory to identify the differences and similarities of these two business groups in shipping industry workplace and Bennet’s Development Model of Intercultural Sensitivity Theory to examine the intercultural competence of each South Korean. The findings of this study relatively shows that South Korea and Indonesia are both included in the large power distance, collectivist, and feminine culture. The difference however, particularly lies in the uncertainty avoidance dimension where Indonesia is of a low UA and South Korea is of a high UA. The most common challenge faced by South Korean businesspeople without a doubt, is punctuality which itself is an element of the UA dimension. Managing a due date is one of the techniques used by one of the informants to overcome this imminent problem. Another challenge faced by South Korean businesspeople is the difficulty in accessing onto the counterpart’s business leaders. Building a network and personal connections with the leaders and/or staffs of partner companies are important for South Korean businesspeople to built trust and confidence.