Tommy Dorsey, Frank Sinatra

Though he might have been ranked second at any given moment to Benny Goodman, Artie Shaw, Glenn Miller, or Harry James, Tommy Dorsey was overall the most popular bandleader of the swing era that lasted from 1935 to 1945. His remarkably melodic trombone playing was the signature sound of his orchestra, but he successfully straddled the hot and sweet styles of swing with a mix of ballads and novelty songs. He provided showcases to vocalists like Frank Sinatra, Dick Haymes, and Jo Stafford, and he employed inventive arrangers such as Sy Oliver and Bill Finegan. He was the biggest...