In a career spanning five decades, pianist Monty Alexander has built a reputation exploring and bridging the worlds of American jazz, popular song, and the music of his native Jamaica, finding in each a sincere spirit of musical expression. In the process, he has performed and recorded with artists from every corner of the musical universe and entertainment world: Frank Sinatra, Tony Bennett, Ray Brown, Dizzy Gillespie, Sonny Rollins, Clark Terry, Quincy Jones, Ernest Ranglin, Barbara Hendricks, Bill Cosby, Bobby McFerrin, Sly Dunbar, and Robbie Shakespeare, among others.
Born on D-Day (June 6, 1944) and raised in Kingston, Jamaica, he took his first piano lessons at age six, although he is largely self-taught. As a teenager, he witnessed concerts by Louis Armstrong and Nat “King” Cole at Kingston’s Carib Theater. These artists had a profound effect on Alexander’s aspirations. He formed Monty and the Cyclones in the late 1950s and also recorded on sessions with the musicians who would catapult Jamaican music to international recognition as The Skatalites (Bob Marley’s first backing band).
Alexander and his family came to the United States at the end of 1961. Less than two years later, while playing in Las Vegas with Art Mooney’s orchestra, he caught the eye of New York City club owner Jilly Rizzo and his friend, Frank Sinatra. Rizzo hired the young pianist to work in his club, Jilly’s, where he accompanied Sinatra and others. There he met Modern Jazz Quartet vibraphonist Milt Jackson, who hired him and eventually introduced him to former Charlie Parker collaborator and legendary bassist Ray Brown. Alexander recorded and performed with the two jazz giants on many occasions. Jazz’s greatest luminaries welcomed Alexander to their “musical fraternity” in the mid-1960s. Among these earliest enthusiasts for his playing were none other than Duke Ellington, Count Basie, and Miles Davis.