Ella Fitzgerald
Fitzgerald had her first job as a singer when she was 17 on November 21, 1934 at the Harlem Opera House in Harlem, New York.  She was able to compete in one of its famous "Amateur Nights". At first she was going to go on stage and dance but, intimidated by some local dancers, she decided to sing instead. She won the first prize of US$25 singing Connee Boswell's "Judy" and "The Object of My Affection".