According to Carey, after divorcing Sony Music CEO Tommy Mottola following the release of her sixth studio album Butterfly (1997), she negotiated an exit from Columbia Records. The earliest release from the multi-year deal was her greatest hits album, #1's. As Columbia planned to release it for the 1998 Christmas shopping season, Carey did not want the album's release to come across as purely commercial. She included four new songs, one of which was a cover of "Sweetheart".

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