Dex Osama, a rising star in the rap scene, had just signed to Meek Mill's Dream Chasers record label. Destined for success, his music became infamous for an intense portrayal of a harsh reality. On September 7th, 2015, four days before the release of his debut project, he was gunned down on Detroit's west side. We examine who Dex was as a person and uncover the demons he faced. Through interviews with those closet to him, the audience learns about the complex elements that led to his success, his tragic fall, and the paradox of how these elements overlapped. The exact characteristics that made him famous lead to his death.