Nina Simone was one of the most gifted vocalists of her generation, and also one of the most eclectic. Simone was a singer, pianist, and songwriter who bent genres to her will rather than allowing herself to be confined by their boundaries; her work swung back and forth between jazz, blues, soul, classical, R&B, pop, gospel, and world music, with passion, emotional honesty, and a strong grasp of technique as the constants of her musical career.

Édith Piaf is almost universally regarded as France's greatest popular singer. Still revered as an icon decades after her death, "The Sparrow" served as a touchstone for virtually every chansonnier, male or female, who followed her. Her greatest strength wasn't so much her technique, or the purity of her voice, but the raw, passionate power of her singing.

Glenn Miller's reign as the most popular bandleader in the U.S. came relatively late in his career and was relatively brief, lasting only about three and a half years, from the spring of 1939 to the fall of 1942. But during that period he utterly dominated popular music, and over time he has proven the most enduring figure of the swing era, with reissues of his recordings achieving gold record status 40 years after his death. Miller developed a distinctive sound in which a high-pitched clarinet carried the melody, doubled by a saxophone section playing an octave lower, and he used that sound to produce a series of hits that remain definitive examples of swing music.

One of the prototypical Italian-American crooners, Vic Damone parlayed a smooth, mellow baritone into big-time pop stardom during the '40s and '50s. Early in his career, his inflection and phrasing were clearly indebted to Frank Sinatra, who once famously called him "the best set of pipes in the business." Overall, though, Damone's style was softer than Sinatra's and owed less to the elasticity of jazz, especially since he was a solo performer who never served an apprenticeship with a swing orchestra.