Lauryn Hill, Grammys 1999 (The Drop FM)

When Lauryn Hill’s album “The Miseducation of Lauryn Hill” was released in 1998, it instantly became #1 on the Billboard 200 chart, and set a record for “first-week sales by a female artist.”

Hill won Album of the Year for “Miseducation” at the 1999 Grammy Awards. The album also won four other awards; it had been nominated for 10 Grammys. Hill set another record that night both with her number of wins and nominations.

Hill was the last black woman to win the Grammy for Album of the Year.