Playlist: The Very Best Of Rick Springfield is a compilation album by Rick Springfield, released by RCA Records in 2008. Springfield began his recording career in the late 1960s and had limited success in the United States with his 1972 album Beginnings and its single "Speak to the Sky." He released three more albums through 1976, but his musical career would not take off in earnest until 1981 with the release of his first RCA album Working Class Dog. The single "Jessie's Girl" from that album gave Springfield his first and only number one single in the U.S., and won him a Grammy Award for Best Rock Vocal Performance, Male.