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.

souce https://www.monticello.org/getting-word/people/william-monroe-trotter