Today In Hip-Hop: Lauryn Hill Wins Five Grammy Awards

On this day, February 24, in hip-hop history…


1999: At the 41st Annual Grammy Awards ceremony at the Shrine Auditorium here Lauryn Hill made history by winning five Grammy awards, becoming the first rap/hip-hop artist to win Album Of The Year also becoming the first female solo artist to win five awards in one night. Lauryn Hill debut solo album The Miseducation of Lauryn Hill won Grammys for album of the year, best new artist, best female R&B vocal performance, best R&B song, and best R&B album. The South Orange, NJ native began her career with the Grammy Award-winning group the Fugees however went through the brutal breakups of the Fugees and Lauryn’s intimate relationship with band member, Wyclef Jean.

The Miseducation Of Lauryn Hill would be an album that detailing all her personal struggles from dealing with issues of motherhood, loss, spirituality and relationship struggles. Lauryn would make an album that felt like the personal anthem for struggling, young women everywhere. Lauryn would go up against some heavyweights at the 41st Annual Grammy Awards such as Madonna(who won three awards) the Dixie Chicks,  Shania Twain, the Backstreet Boys, Sheryl Crow, Celine Dion, Aaliyah, Erykah Badu, Janet Jackson, and Aretha Franklin. Yet, Lauryn Hill proved that this was her night to make history.