For several decades Finland pursued a neutrality policy aimed at staying out of great power conflicts. Thus, relations with divided countries, especially Germany but also Korea, were considered politically sensitive. This chapter provides a conceptually guided study of Finland’s foreign policy interactions with the Democratic People’s Republic of Korea (DPRK – North Korea) in a changing international environment. The study builds on central concepts of role theory and existing scholarship on Finland’s identity, self-image and its role in international politics. Based on a discussion of Finland’s national role conceptions (NRCs) the analysis provides new insights and a better understanding of Finland’s interactions with the DPRK during the Cold War and early post-Cold War period. More specifically, this chapter analyzes how Finland’s NRCs were enacted in specific foreign policy situations in the context of (North) Korea. The study is based on a qualitative content analysis of declassified materials of the Archives of the Ministry for Foreign Affairs of Finland (1958–1997). It provides new knowledge on the (still) under-researched history of Finland-DPRK relations and also contributes to existing scholarly work on Finland’s NRCs and foreign policy during the Cold War period.