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Benny Bailey was born Ernest Harold Bailey on August 13, 1925 in Cleveland, Ohio. Having some training in piano and flute in his youth, he switched to trumpet, concentrating on the instrument while at the Cleveland Institute of Music. He was influenced by his hometown colleague, Tadd Dameron, seven years his elder, and subsequently had a significant influence on other prominent Cleveland musicians including Bill Hardman, Bobby Few, Albert Ayler, Frank Wright and Bob Cunningham.
In the early 1940s he worked with Bull Moose Jackson and Scatman Crothers. He later worked with Dizzy Gillespie, toured with Lionel Hampton and while on the European tour with Hampton, decided to stay and spend time in Sweden. This Swedish period saw him working with Harry Arnold’s big band. His preference for big bands over small groups associated him with several European big bands including the Kenny Clarke/Francy Boland Big Band.
For a while her worked with Quincy Jones returning to the States briefly in 1960. During this time, he worked with Tony “Big T” Lovano and recorded with Freddie Redd’s sextet invited to the studio as part of Freddie Redd’s sextet on the Blue Note Records album Redd’s Blues. Shortly thereafter, he returned to Europe first to Germany, and later to the Netherlands where he would settle permanently.
In 1969 he played on the Eddie Harris/Les McCann project Swiss Movement, recorded live at the Montreux Jazz Festival that included a memorable unrehearsed solo on “Compared To What”. Then in 1988 he worked with British clarinetist Tony Coe and kept producing albums until 2000 when he was in his mid-70s. He recorded 18 albums as a leader and another half-dozen as a sideman working with such luminaries as Eric Dolphy, Benny Golson, Randy Weston and Jimmy Witherspoon. Bebop and hard bop trumpeter Benny Bailey died at home in Amsterdam on April 14, 2005.
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