Germany’s presence in Poland (1939-1945) and Russia’s presence in Ukraine (2014-2022) are comparable because the occupations share many characteristics such as motives, the breaking of international law, and the instability of the attacked countries. Specifically I will discuss the military presences of Germany and Russia and the corruption, length of leadership, and frequency of elections of Poland and Ukraine during the respective time periods. While this research cannot be generalized to all types of wars, it informs future thought on similar situations. This is relevant to wars dealing with territorial expansion, border issues, and ethnic minorities. With accountability from neighbors and a watchful eye, perhaps the world can be one step closer to allyship. Learning the similarities of Germany’s presence in Poland and Russia’s presence in Ukraine, will give political scientists around the world an idea of what to watch for in order to extinguish another war such as these.