Sierra Leone has been plagued with a series of unfortunate events over the past thirty years. The civil war, well known for its extreme violence against civilians across the country, occurred from 1991-2002. In 2014, mere weeks after the last contingent of peacekeeping forces left Sierra Leone, the world’s largest Ebola epidemic crossed into the eastern district of Kailahun, and quickly spread across the country. Both the war and the Ebola epidemic significantly impacted the everyday lives of Sierra Leoneans. In fact, many Sierra Leoneans frequently compare and correlate their experiences of these two crises, yet the two events have, in academic terms, not been discussed in tandem. Based on seven months of fieldwork from 2014 to 2016, this paper examines the continuity and connection between these two events. It will look at both the systemic and structural continuities, as well as the connections and perceptions of Sierra Leonean experiences, arguing that such episodes cannot be looked in isolation, but rather should be examined in the context of broader historical, social and political frameworks to better understand the connections that led to these events, as well as how people narrate and react to them.