Grundy gained prominence in Ky. as a celebrated criminal lawyer and political leader. He practiced law on Main St., Springfield, took part in 2nd Constitutional Conv., served Washington County in legislature (1800-02); Nelson Co. (1804-1806). Became judge to Court of Appeals, then Chief Justice of Ky., in 1807. In U.S. Senate, from Tenn. 1829-38; 1839-40; was U.S. Attorney General, 1838-39.