Sy Oliver's melodic yet sophisticated arrangements helped define the Jimmy Lunceford sound in the 1930s and modernized Tommy Dorsey's band in the '40s. A fine trumpeter (excellent with a mute) and a likable vocalist, Oliver made his recording debut with Zack Whyte's Chocolate Beau Brummels in the late '20s and also worked with Alphonse Trent. Joining Lunceford in 1933, Oliver was responsible for such memorable charts as "My Blue Heaven," "Ain't She Sweet," "Organ Grinder's Swing," and "'Tain't What You Do," among many others. It was a major blow to Lunceford when Oliver jumped at the chance to make a lot more money arranging and occasionally singing for Tommy Dorsey. The hiring of Sy Oliver was a major help for T.D. in getting Buddy Rich to join his band. Oliver's arrangement of "On the Sunny Side of the Street" was his biggest hit for Dorsey. After a brief attempt at leading his own orchestra in 1946, Oliver became a freelance arranger and producer for the remainder of his long career. As late as 1975-1980, he was regularly leading a band but Sy Oliver will always be best known for his classic Lunceford charts. ~ Scott Yanow, All Music Guide
A key figure in the development of big band music, trumpet player/bandleader Sy Oliver arranged the score for the musical comedy Ship Ahoy (1942), a film featuring Tommy Dorsey and His Orchestra with whom Oliver performed and wrote songs. After leading his own band for a time, Oliver spent a decade as the musical director at Decca Records. In 1987, he worked on Woody Allen's Radio Days. ~ Sandra Brennan, All Movie Guide
Oliver left home at 17 to play with Zack Whyte and his Chocolate Beau Brummels and later with Alphonse Trent. He sang and played trumpet with these bands, becoming known for his "growling" horn playing.
He joined Jimmie Lunceford's band in 1933 and contributed many hit arrangements to the band, including "My Blue Heaven" and "Ain't She Sweet". In 1939, he became one of the first African Americans with a prominent role in a white band when he joined Tommy Dorsey as an arranger, though he ceased playing trumpet at that time. (Fletcher Henderson joined the Benny Goodman orchestra as the arranger in the same year.) He led the transition of the Dorsey band from Dixieland to modern big band. His joining was instrumental in Buddy Rich's decision to join Dorsey. His arrangement of "On the Sunny Side of the Street" was a big hit for Dorsey, as were his own compositions "Yes Indeed" (a gospel-jazz tune that was later recorded by Ray Charles), "Opus One," "The Minor is Muggin'," "T.D.'s Boogie Woogie," and "Well, Git It."
After leaving Dorsey, Oliver continued working as a free-lance arranger---one of his more successful such efforts was the Frank Sinatra album I Remember Tommy, a combined tribute to each man's former boss---and as music director for Decca Records.
In later years, up until 1980, he led his own jazz band, for which he took up the trumpet again.
Selected discography
For Jimmie Lunceford:
Stomp it Off (1934-1935 Decca recordings) (GRP CD)