After some singles, as well as a version of 'Mississippi Goddamn' contributed to Nina Revisited: A Tribute to Nina Simone, Day released her debut album, Cheers to the Fall (2015), for which she collaborated extensively with the likes of Gurvitz and Raphael Saadiq, among others. Aligned with Gurvitz and Jeffrey Evans' Buskin label, Day built up a YouTube following and eventually signed with Warner Bros. A major break came when a performance of hers was caught by Kai Millard Morris, who subsequently took some of Day's music to husband Stevie Wonder, who in turn connected Day with music industry veteran Adrian Gurvitz. After she graduated from the school, she leaned toward contemporary R&B and pop, but was eventually drawn back to the classic jazz and soul vocalists she heard as a youngster.

Retro-soul singer and songwriter Andra Day is from San Diego, California, where she performed in church and enrolled at the School of Creative and Performing Arts.

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