On today in 1999, Lauryn Hill won five Grammy Awards for the material on her 1998 album The Misseducation of Lauryn Hill. This was the most a woman had received in one night. She was also the first woman to be nominated ten times in one year. Hill won for Best New Artist, Best R&B Song, Best Female R&B Vocal Performance, Best R&B Album, and Album of the Year. She also performed at the Grammy’s that year.