Anita O'Day, born Anita Belle Colton, was a trailblazing American jazz singer renowned for her exceptional sense of rhythm, improvisation, and dynamic stage presence. Known as a "song stylist," O'Day shattered the traditional mold of the "girl singer" with her bold, hip persona and refusal to conform to feminine stereotypes. She often performed in a band jacket and skirt, embodying the spirit of a jazz musician rather than a typical vocalist. O'Day's career spanned decades, during which she embraced the ethos of bebop and West Coast cool jazz, collaborating with legendary artists like Oscar Peterson. Her powerful vocals and charismatic performances made her a standout figure in the jazz world, leaving an indelible mark on the genre.