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41st Annual Grammy Awards

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The 41st Annual Grammy Awards were held on February 24, 1999, at Shrine Auditorium in Los Angeles, recognizing musical achievements from the year 1998. Lauryn Hill led the ceremony with a record-breaking 10 nominations, becoming the first woman to achieve this milestone in a single night. During the event, she made history as the first woman to win five Grammy Awards in one night, the first artist to sweep the R&B field,[1] and the first female rapper to win Best New Artist.[2] Her critically acclaimed album The Miseducation of Lauryn Hill became the first hip-hop album to win Album of the Year.[3] Hill's then unprecedented sweep of the Grammys is widely regarded as one of the most significant moments in hip hop history.[4]

41st Annual Grammy Awards
DateFebruary 24, 1999
LocationShrine Auditorium, Los Angeles
Hosted byRosie O'Donnell
Most awardsLauryn Hill (5)
Most nominationsLauryn Hill (10)
Television/radio coverage
NetworkCBS
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The ceremony was widely dubbed as the "Grammy Year of Women", because all of the nominees for Album of the Year were female artists including Madonna, Shania Twain, Sheryl Crow and Garbage (with Shirley Manson as the lead singer).[5][6] Songwriters James Horner and Will Jennings won Song of the Year for Celine Dion's "My Heart Will Go On", while Dion herself took home Record of the Year for the same song.[7]

Madonna who opened the show with a performance of "Nothing Really Matters", won three awards,[8] while the Dixie Chicks, Vince Gill, Alanis Morissette, Stevie Wonder and Shania Twain each took home two awards.[9][10][11] Ricky Martin's performance of "La Copa De La Vida" ("The Cup of Life") was considered a highlight of the night, symbolizing the rapid rise of Latin pop on the global stage.[12]

Performers

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Presenters

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Award winners

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General

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Record of the Year
Album of the Year
Song of the Year
Best New Artist

Alternative

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Best Alternative Music Performance

Blues

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Children's

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Comedy

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  • From 1994 through 2003, see "Best Spoken Comedy Album" under the "Spoken" field, below.

Classical

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Composing and arranging

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Country

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Folk

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Gospel

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Historical

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Jazz

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Latin

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Musical show

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Music video

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New Age

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Packaging and notes

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Polka

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Pop

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Production and engineering

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R&B

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Best Female R&B Vocal Performance
Best Male R&B Vocal Performance
Best R&B Performance by a Duo or Group with Vocal
Best R&B Song
Best R&B Album
Best Traditional R&B Vocal Album

Rap

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Best Rap Solo Performance
Best Rap Performance by a Duo or Group
Best Rap Album

Reggae

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Rock

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Spoken

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Traditional pop

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World

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Special merit awards

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MusiCares Person of the Year

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Grammy Legend Award

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References

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  1. ^ Denis, Kyle (2025-01-27). "Can Usher Hold Off a Muni Long R&B Clean Sweep at 2025 Grammys?". Billboard. Retrieved 2025-01-27.
  2. ^ "First female rapper to win Best New Artist at the Grammys". Guinness World Records. Retrieved 2022-06-15.
  3. ^ II, C. Vernon Coleman IIC Vernon Coleman (10 February 2022). "Lauryn Hill Wins Five of 10 Nominations at 1999 Grammy Awards - Hip-Hop's Biggest Milestones in Music History". XXL Mag. Retrieved 2022-06-15.
  4. ^ "25 Moments That Moved Hip Hop Culture Forward". BET. Retrieved 2023-08-20. * Kamer, Foster. "The 40 Biggest Hip-Hop Moments in Pop Culture History". Complex. Retrieved 2023-08-20. * "The 50 greatest moments in hip-hop history". Yahoo Entertainment. 2023-08-07. Retrieved 2023-08-20. * "Hip-hop moments that shook the world". The Independent. 2011-08-06. Retrieved 2023-08-20. * "50 defining moments in hip hop history to mark hip hop's 50th anniversary". New York Daily News. 2023-08-09. Retrieved 2023-08-20. * Grein, Paul (2023-02-02). "31 Milestones in Hip-Hop Awards History: Star-Studded Grammy Salute, Super Bowl Halftime Show & More". Billboard. Retrieved 2023-08-20.
  5. ^ "Shirley Manson on the Groundbreaking 1999 Grammys: 'Nonconformist Women Were Getting a Moment'". Billboard. 2018-10-11. Retrieved 2022-06-15.
  6. ^ "Grammys Flashback: Twenty Years Ago, Women Ruled the Awards". Billboard. 2018-10-11. Retrieved 2022-06-15.
  7. ^ Strauss, Neil (1999-02-25). "5 Grammys to Lauryn Hill; 3 to Madonna". The New York Times. ISSN 0362-4331. Retrieved 2022-06-15.
  8. ^ "1999 Grammys fashion flashback". Wonderwall.com. 2019-01-07. Retrieved 2022-06-15.
  9. ^ "CNN - That thing: Lauryn Hill sets Grammy record - February 24, 1999". www.cnn.com. Retrieved 2022-06-15.
  10. ^ "1999 GRAMMY AWARDS // Lauryn Hill wins Album of the Year; Madonna, "Titanic' get 3 Grammys". Tampa Bay Times. Retrieved 2022-06-15.
  11. ^ "1998 Grammy Award Winners". Grammy.com. Retrieved 1 May 2011.
  12. ^ "Ricky Martin Comes Full Circle at the Grammys, 20 Years After His Historic Breakthrough Performance: 'We Are Here to Stay'". Billboard. 2019-02-07. Retrieved 2022-06-15.
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