There have been numerous reasons for concerns regarding the current state of North Korea and its future outlook. Dealing with these problems as a global community requires strategic diplomacy and engagement. Opinions regarding the proper approach to engagement with the DPRK are many and affect the various types of negotiations, interactions, and exchanges that occur between the country and other nations. This thesis will explore the complex web of issues related to the pursuit of diplomatic engagement with North Korea and apply this understanding to developing a perspective on present and future educational exchanges with the country.