Billy Eckstine

William Clarence Eckstine (July 8, 1914 – March 8, 1993) was an American jazz and pop singer and a bandleader during the swing and bebop eras. He was noted for his rich, almost operatic bass-baritone voice. In 2019, Eckstine was posthumously awarded the Grammy Lifetime Achievement Award "for performers who, during their lifetimes, have made creative contributions of outstanding artistic significance to the field of recording". His recording of "I Apologize" (MGM, 1951) was given the Grammy Hall of Fame Award in 1999. The New York Times described him as an "influential band leader" whose "suave bass-baritone" and "full-throated, sugary approach to popular songs inspired singers such as Earl Coleman, Johnny Hartman, Joe Williams, Arthur Prysock, and Lou Rawls."

Eckstine was born in Pittsburgh, Pennsylvania, United States, the son of William Eckstein, a chauffeur, and Charlotte Eckstein, a seamstress. Eckstine's paternal grandparents were William F. Eckstein and Nannie Eckstein, a mixed-race, married couple who lived in Washington, D.C.; both were born in 1863. William was born in Prussia (now Germany), and Nannie in Virginia. Billy's sister, Maxine, was a high school teacher.

Eckstine attended Peabody High School in Pittsburgh. Other notables who were educated there include the artist Romare Bearden, Gene Kelly, pianist Dodo Marmarosa and Lorin Maazel. During this time, Eckstine moved to Washington, D.C., attending Armstrong High School (where his sister taught), St. Paul Normal and Industrial School, and Howard University. In 1933, aged 19, he left Howard to start a music career, after winning first place and $10 in an amateur talent contest at Washington's Howard Theatre, where he imitated Cab Calloway singing a nursery rhyme with interpolated scatting.