April 9, 1969: The release of Nashville Skyline marks Dylan’s embrace of country music – a move that would send hundreds of well-known musicians to record in Nashville, Tennessee. The album yields a worldwide smash single, “Lay, Lady, Lay,” and features Dylan singing a duet with country music legend Johnny Cash. | Bob Dylan

On May 27, 1963, 'The Freewheelin’ Bob Dylan' was released. The album reveals the voice of a powerful new songwriter and includes songs like “Blowin’ in the Wind” and “A Hard Rain’s a-Gonna Fall.” | Bob Dylan