The chapter discusses Douglass’s three major autobiographical narratives – Narrative of the Life of Frederick Douglass (1845), My Bondage and My Freedom (1855), and Life and Times of Frederick Douglass (1881, 1892) – in multiple and sometimes competing contexts. Taken together, Douglass’s autobiographies, which are indebted to the American autobiographical tradition established by Benjamin Franklin, reveal a black leader who regularly revises himself and his ideas. The Narrative appears to advocate William Lloyd Garrison’s moral suasionism and to draw on the slave narrative tradition. But Douglass worked against that tradition when he revised the Narrative for publication in Ireland in 1845 and 1846. In the 1855 My Bondage and My Freedom, Douglass emphasized his close connections to the black community and his support for revolutionary violence. His monumental Life and Times, written near the end of his career, linked the struggles and contingencies of his own life with that of the nation.