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The album earned Norwood two Grammy Award nominations for Best New Artist and Best Female R&B Vocal Performance the following year, and won her four Soul Train Music Awards, two Billboard Awards, and the New York Children's Choice Award.

In 1996, Norwood also collaborated with Tamia, Chaka Khan, and Gladys Knight on the single "Missing You", released from the soundtrack of the F. The single won her a third Grammy nomination in the Best Pop Collaboration with Vocals category.

She resumed her music career in 1998 with the widely successful duet with fellow R&B contemporary Monica, "The Boy Is Mine", which went on to become the best selling female duet of all time, and one of the longest running number one singles in history.Her second album, Never Say Never, sold 16 million copies worldwide, featured two number one singles, and earned Norwood her first Grammy Award.The album's success was equally widespread, and after extensive radio play of the single overseas, the label released it globally during the summer.Never Say Never eventually became Norwood's biggest-selling album, selling over 16 million copies worldwide.In 1993, amid ongoing negotiations with East West Records, Norwood's parents organized a recording contract with the Atlantic Recording Corporation after auditioning for the company's director of A&R Darryl Williams.

Initially broadcast to high ratings, the series' viewership dwindled and ended up running for only one season, but earned her a Young Artists Award nomination for Outstanding Youth Ensemble alongside her co-stars.

In 1996, her short-lived engagement on Thea led Norwood to star in her own show, the UPN-produced sitcom Moesha.

Appearing alongside William Allen Young and Sheryl Lee Ralph, she played the title role of Moesha Mitchell, a Los Angeles girl coping with a stepmother as well as the pressures and demands of becoming an adult.

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Norwood co-wrote and produced six songs on the album which yielded her first number-one song on the U. Billboard Hot 100, "The Boy Is Mine", a duet with singer Monica that has become the most successful song by a female duo in the music industry.