Miles Davis, Kind of Blue (1959)
Jazz fans will know that Miles Davis has revolutionized jazz many times throughout his career. But his 1959 album, ‘Kind of Blue,’ is his most valuable record. The greatest trumpeter of all time worked with Cannonball Adderley, John Coltrane, Wynton Kelly, Bill Evans, Paul Chambers, and Jimmy Cobb to make it. There’s a good chance that if you ask the critics, they’ll tell you it’s his most important record. You can get as much as $1000 for it if you have an original pressing of the record.