John Ross, Principal Chief of the Cherokee Nation from 1828 until his death in 1866. Ross is one of the two main characters of Jacksonland. For more than 20 years, he contended against Andrew Jackson for control of land in the American South. This portrait was one of many commissioned in the early 19th century by Thomas McKenney, a Federal Indian official who arranged for Indian chiefs to have their portraits painted when they visited Washington for negotiations. McKenney had their portraits hung in a room of his office.