Harry James got his start during a late ‘30s stint as trumpeter in the wildly popular band of Benny Goodman—an extended coronation for the fame he would achieve as a swing-band leader beginning in 1939. As bandleader he enfolded a plush, romantic side heard on “You Made Me Love You,” where his playing imitated the singing of Judy Garland. He worked with a number of popular singers—he gave Frank Sinatra, who cut “All or Nothing at All” in 1939, his first national gig. The clarion bite of his tone and his soulful lyricism endeared him to listeners for decades, balancing sentimentality and rhythm on tunes like the string-stippled “Cherry.”