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World-renowned hip-hop artist Jason "Timbuktu" Diakité's vivid and intimate journey through his own and his family's history--from South Carolina slavery to twenty-first-century Sweden. Born to interracial American parents in Sweden, Jason Diakité grew up between worlds--part Swedish, American, black, white, Cherokee, Slovak, and German, riding a delicate cultural and racial divide. It was a no-man's-land that left him in constant search of self. Even after his hip-hop career took off, Jason fought to unify a complex system of family roots that branched across continents, ethnicities, classes, colors, and eras to find a sense of belonging. In A Drop of Midnight, Jason draws on conversations with his parents, personal experiences, long-lost letters, and pilgrimages to South Carolina and New York to paint a vivid picture of race, discrimination, family, and ambition. His ancestors' origins as slaves in the antebellum South, his parents' struggles as an interracial couple, and his own world-expanding connection to hip-hop helped him fashion a strong black identity in Sweden. What unfolds in Jason's remarkable voyage of discovery is a complex and unflinching look at not only his own history but also that of generations affected by the trauma of the African diaspora, then and now.