Haiti had a singular importance in the life of Frederick Douglass. Like countless other African Americans, Douglass upheld the Haitian Revolution as an unprecedented blow for human rights. He appreciated the symbolism of Haiti, a self-identified Black nation-state. As an abolitionist, Douglass used his platform to call on the United States to grant diplomatic recognition to Haiti and opine on the proposed mass emigration of African Americans from the United States to Haiti. He, after declining an opportunity to visit Haitiat the outset of the Civil War, eventually went there as a U.S. diplomat from 1889 to 1891. In Port-au-Prince, Douglass played a key role in a diplomatic conflict between the United States and Haiti. His experience in Haiti would not only lead to his appointment as one of Haiti’s representatives at the 1893 Chicago World’s Fair but also have a significant impact on his political thought.