Bostic's distinctive style, strong on the sax and heavy on the beat, was quite successful in the rhythm and blues market in the 1950s. One of the few jazz musicians of his generation with formal training, Bostic studied composition at Xavier University in New Orleans in the early 1930s, and then spent several years performing with territory bands in the Midwest as well as with Fate Marable, who led one of the last Mississippi riverboat bands.
His reputation as a superb instrumentalist earned him an invitation to come to New York City, where he played with Hot Lips Page and Lionel Hampton. After a couple of years with Hampton, during which he became more and more active as an arranger, Bostic left to work as a free-lancer, writing for bands such as Jack Teagarden's and Louis Prima, and taking occasional playing jobs. He was a regular at the legendary sessions at Minton's nightclub, where Charlie Christian, Dizzy Gillespie, Thelonious Monk, and others helped create what became known as bebop, and Bostic was considered one of the hottest players on that stage.
Then, after the war, he bucked the trends and formed his own band while others were folding theirs. His success at first, recording for the small label Majestic, was nothing special. But then he trimmed the group down to a seven- piece ensemble and adapted his arrangements to emphasize a simple melody line on sax and a strong dance beat, and switched to the Gotham label, where he had a Top 10 R&B hit with a cover of "Temptation." Two years latter, Syd Nathan lured him away to his Cincinnati-based label, King, and Bostic remained one of King's featured artists until his death. Ironically, Bostic sold better in white markets than black, perhaps the only black artist of who that could be said.
Bostic went on to place four other tunes, including his most famous single, "Flamingo," in the R&B Top 10 list. Although he kept a core group that included Gene Redd (later a successful R&B producer) on vibes, the list of musicians who spent time playing for Bostic is pretty impressive: John Coltrane, Stanley Turrentine, Blue Mitchell, Don Byas, Cozy Cole, Tiny Grimes, Sir Charles Thompson, Jackie Byard, Benny Golson, Richard "Groove" Holmes, and Earl Palmer, just to name a few. Although Bostic's sound was rather strident on most of his King hits, Art Blakey once said that, "Nobody knew more about the saxophone than Bostic, I mean technically, and that includes Bird."