This illuminating documentary explores the life of a unique American artist, a man with a remarkable and unlikely biography. Bill Traylor was born into slavery in 1853 on a cotton plantation in rural Alabama. After the Civil War, Traylor continued to farm the land as a sharecropper until the late 1920s. Aging and alone, he moved to Montgomery and worked odd jobs in the thriving segregated black neighborhood. A decade later, in his late 80s, Traylor became homeless and started to draw and paint, both memories from plantation days and scenes of a radically changing urban culture.