After moving to New York City, Hill had early gigs with the Whitman Sisters, George Howe and Luis Russell's orchestra in the 1920s, later forming his own band in 1934, which found steady work over the NBC radio network.
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Although never a prominent figure in jazz, during a career which lasted from the 1930s to the 1980s he worked and recorded with many of the most famous jazz musicians of his time, including Benny Carter, Don Redman, Dizzy Gillespie, Bessie Smith, Teddy Hill, Chick Webb, and Panama Francis' Savoy Sultans.