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In 2012, I left the United States to live on a small Dutch Caribbean island called Sint Eustatius. I like to think I moved to Sint Eustatius to work and pursue a career in an international context. However, in retrospect, I think it was more than this. I am trained as an anthropologist, however, to that point, I had not really spent any time living abroad. But more specifically there was something else that I was interested in knowing. This included what it would be like to live in a region of the world where people of African descent were not the minority. Would it be different to my experience in the United States? If so, how different would it be? Furthermore, I sought to understand if and how race and identity operate within a Dutch Caribbean context. With this intention, from the time I first visited the island in 2009 to the time I left the island in 2019, I witnessed a national transition of status change and a complete government takeover in the form of a peaceful coup. Throughout this process, and to my dismay, during the eight years I lived on Sint Eustatius, I learned that race was a subtle but pervasive part of society there that has, and continues to have, a major impact on the island’s development.