Mason Jennings is an American folk-pop singer-songwriter.

Born in Hawaii, Jennings moved with his family to Pittsburgh at an early age. Jennings learned to play guitar at the age of 13, when he began writing songs. Jennings later dropped out of school and moved to Minneapolis to pursue his musical career.

Jennings produced his self-titled debut album in 1997 on an analog four-track in the living room of a rented home, playing all instruments himself. In October 1998, joined by drummer Chris Stock and bassist Robert Skoro, he began a weekly gig at the 400 Bar as the Mason Jennings Band. The two-week gig ended up lasting four months. In April 1999, six months after forming, The Mason Jennings Band was voted by the 1999 "Picked to Click Poll" conducted by the Minneapolis-St. Paul newspaper, City Pages. Mason began touring nationally and expanded the depth of his sound by inviting saxophonist Chris Thomson to play with them occasionally and replacing Stock with Brazilian jazz drummer Edgar Olivera.

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