This essay on the life of John Chavis illustrates both the opportunities and the obstacles facing free African Americans in post-Revolutionary North Carolina. Details of his early life are uncertain. Reportedly a Revolutionary War veteran, Chavis studied at the College of New Jersey, now Princeton University, and at Liberty Hall Academy, the forerunner of Washington and Lee University. Licensed in 1801 by the Presbyterian General Assembly as a missionary to enslaved African Americans, Chavis proved more popular with white audiences. His principal income for much of his life came from a school he operated in Raleigh, where he taught black and white students and became a confidant of North Carolina senator William P. Mangum. A conservative and an old-line Federalist, Chavis bemoaned the rise of Jacksonian Democracy and opposed the immediate abolition of slavery. Yet restrictions imposed on black teachers and ministers after Nat Turner’s rebellion made his last years difficult. He died in 1838 almost certainly of natural causes, not, as is sometimes reported, of mob violence.