Jackson was born in Detroit, where he played in the 1940s with Thad Jones, Tommy Flanagan, and Wardell Gray, and had a variety show with Eddie Locke called Bop & Locke. After working with Yusef Lateef from 1954–56 he moved to New York, where he played regularly at the Metropole in 1957–58. Following this he worked with Teddy Wilson, Charlie Shavers (1959–61), Buck Clayton, Benny Goodman (1962), Lionel Hampton (1962–64), Kenny Burrell, Earl Hines(1964–70 intermittently) and the JPJ Quartet with Budd Johnson. Later in life he played with Sy Oliver (1975–80), Oscar Peterson, and George Wein‘s Newport All-Stars. As a bandleader, Jackson led a 1961 date in Switzerland and recorded at least five albums for Black & Blue Records between 1977 and 1984.