Practises law for about three years at Lebanon and Nashville, Tennessee. Gains a reputation for his high-sounding phrases, his self-esteem, and his honesty.
In 1819 appointed, through the influence of his patron, General Jackson, adjutant-general of Tennessee, and is elected prosecuting attorney with office at Nashville. Resigns this office because of insufficient income from it, and resumes general practice.
In 1821 elected major-general of the Tennessee militia.
In 1823 elected as representative in Congress from the ninth district of Tennessee. Serves here four years, and is thrown in contact with Henry Clay, John C. Calhoun, Daniel Webster, John Randolph, Nathaniel Macon, and other distinguished American statesmen.
September 23, 1826, severely wounds General William White in a duel fought in Simpson County, Kentucky, just across the Tennessee line. Thereafter declines to engage in duels, although many times challenged.
August, 1827, elected governor of Tennessee; appears at the polls mounted on a fine dapple-gray horse, and wearing a tall black beaver hat, high patent-leather stock, ruffled white shirt, black silk trousers with legs cut straight and full, embroidered silk stockings, pumps with silver buckles, and a long Indian hunting-shirt of red figured calico belted about with a beaded red sash.
In January, 1829, marries Miss Eliza Allen, of Sumner County, Tennessee; after three months separates from her, for cause unknown to the world; resigns his governorship, and joins the Cherokee Indians again on their new reservation in Arkansas, near Fort Gibson of the Indian Territory.
Is welcomed as a son, by Chief Oolootekah, resumes his Indian life and receives the title of Col-lon-neh, or the Raven. By his dissolute habits earns also the name “Drunken Sam,” from the whites, and “Big Drunk,” from the Cherokees.
During 1830–1831, while attempting to protect the Cherokees against frauds from traders and contractors, is falsely accused of the same improper practices, himself.