Anita O'Day
O'Day (1919-2006) was an American singer.She ws a self proclaimed “song stylist” widely admired for her sense of rhythm & dynamics. She is often grouped with the "West Coast cool" school of jazz.
Her early big band appearances shattered the traditional image of the "girl singer". Refusing to pander to any female stereotype, O'Day presented herself as a "hip" jazz musician, wearing a band jacket and skirt as opposed to an evening gown.
Biography on NPR Jazz Profiles: https://www.npr.org/2008/10/16/95746374/anita-oday-high-times-and-hard-times
Discography: https://www.discogs.com/artist/258903-Anita-ODay