Seargent Smith Prentiss was an attorney and politician. He served as a state representative in Mississippi and then was elected in 1838 as US representative from the state in the Twenty-fifth United States Congress, serving one term from 1838 to 1839. Prentiss was noted as one of the most remarkable orators of his day. Daniel Webster, known himself as a great orator, said that he had never heard a speaker as powerful as Prentiss.
After graduating from Bowdoin College in 1826, he went to Natchez, Mississippi as a teacher. He continued to study law and was admitted to the bar in 1829. In 1832, he moved to Vicksburg, Mississippi and won a suit involving title to the most valuable part of the city. The property which he obtained as his fee made him one of the wealthiest men of Mississippi. He was elected to the State Legislature in 1835 as a Whig. In July 1837, Democrats John F. H. Claiborne and Samuel J. Gholson were re-elected to the United States House of Representatives in a special election. In November 1837, Mississippi held the regular election. Prentiss launched a vigorous, partisan campaign. He and fellow Whig Thomas J. Word won in an upset. Claiborne and Gholson then argued that the July result entitled them to serve full terms. The House agreed to hear Prentiss. He spoke for nine hours over three days, packing the gallery, drawing Senators, and earning a national reputation for oratory and public admiration from leading Whigs including Senators Clay and Webster. The Elections Committee then required a third election. Held in April 1838, it confirmed the November result. Both Whigs were seated in May late in the second session, also serving for the third session. He was publicly embarrassed by his mounting financial troubles. He had made property investments based on disputed land holdings. He served only one term in Congress. Prentiss later went on the lecture circuit. He reportedly rarely gave speeches from prepared notes and, instead, would ad-lib for hours to large crowds that often begged him for more. After Mississippi repudiated her state bonds, Prentiss, who had opposed this action, moved to New Orleans in 1845. He became a leader of the city's bar, and prominent in philanthropic work. His death at the age of 41 in 1850 shocked the nation. Prentiss had been considered among the most gifted young men in the nation. He is buried at Gloucester Plantation Cemetery in Natchez.