William Monroe Trotter, the most famous of known descendants of Monticello’s enslaved families, was the son of Virginia Isaacs and James Monroe Trotter. He graduated magna cum laude from Harvard, which he viewed as the exemplar of “real democracy.” But his world began to contract, as the Jim Crow line moved inexorably up from the south. He gave up a lucrative real estate business to start a newspaper, the Boston Guardian, and raised his voice against the accommodationist principles of Booker T. Washington. In 1905 he and W. E. B. Du Bois took the lead in founding the Niagara Movement, the precursor of the NAACP.
In his long, militant and uncompromising fight for “full equality in all things governmental, political, civil and judicial,” Trotter presented petitions, led picketing and demonstrations, and confronted presidents in the White House. His last national effort was described at the time as a movement for “the fulfillment of the preamble of the Declaration of Independence.”
Sarah Jefferson Bell, the daughter of Mary Hemings and white merchant Thomas Bell, lived in freedom on Charlottesville’s main street. Her husband, Jesse Scott, with their sons James and Robert Scott, led a dance band well known throughout Virginia.
John Freeman Shorter was raised in freedom in Washington, D.C. In 1863 he left Delaware County, Ohio, for Boston, in order to enlist in one of the first black regiments to be organized, the 55th Massachusetts Volunteer Infantry. He became one of only three fully-commissioned black officers in the regiment; the other two lieutenants, James Monroe Trotter and William H. Dupree, were also connected to Monticello.
Despite promises of equal treatment, the pay of the men of the Massachusetts regiments was half that of white soldiers and Shorter, like Trotter, became a leader in the fight for equal pay. He was wounded at the Battle of Honey Hill near Charleston, South Carolina, in November 1864. After being honorably discharged in 1865, he returned to Ohio to marry his fiancé, but died within weeks of reaching home. Shorter’s brother Charles Henry Shorter served in the 22nd U. S. Colored Infantry and survived the war to be an officer in a Washington post of the Grand Army of the Republic.
Jillian Sim, a writer and mother of two, was raised in the white world. Her grandmother, Ellen Love, an actress, told her many family stories heard from her mother, Anita Hemmings Love. She mentioned connections to Jefferson and an English sea captain, but never spoke of descent from enslaved people. Jill Sim learned of her African American ancestry only after her grandmother’s death in 1994. She published an account of her discovery in American Heritage, which tells the story of Anita Hemmings, who made headlines around the world in 1897 when it was revealed that she was passing for white at Vassar College.
Jill Sim believes, but cannot yet say with certainty, that she is descended from Elizabeth Hemings’s son Peter Hemings, a Monticello cook and brewer who worked as a tailor after he became free in 1827, purchased by a relative at the Monticello estate sale.
Gloria Roberts, daughter of Pearl Hinds and Frederick Madison Roberts, graduated from the University of Southern California and studied at the Juilliard School of Music. She lived most of her life in Europe, where she pursued a career as a concert pianist and accompanist, specializing in African American spirituals and the music of George Gershwin as well as European classical composers. She lived as a child in the household of her grandmother Ellen Hemings Roberts and remembers her well.
Patricia Roberts, daughter of Pearl Hinds and Frederick Madison Roberts, attended business school at St. Louis University and returned to live in Los Angeles. After years in business and as an executive secretary and insurance agent, she took great pleasure in retirement as a teacher of young children.
Pearl Hinds Roberts was the daughter of Lucy McKinney and Wiley Hinds, a former slave who left Arkansas in 1858 for the Central Valley of California. The Hinds family divided its time between Oakland and their large cattle ranch in Tulare County. Pearl Hinds studied music at the Boston Conservatory and Oberlin College, as well as with Fossett descendant Pauline Powell Burns in Oakland. For a time she headed the music department at what is now South Carolina State University.
In 1921 she married Frederick Madison Roberts, then a member of the California legislature. They lived in Los Angeles, where continued her musical career as organist and choir director in various churches. From 1942, she worked in retail—the first black salesperson in a downtown department store. Her watchword was, “If you have ideals, hang on to them despite disappointments.”
