| GRAMMY WINNER | GENRE | CATEGORY | YEAR | TITLE | PERFORMING ARTIST |
| Santana (Rodney Holmes, Tony Lindsay, Karl Perazzo, Raul Rekow, Benny Rietveld, Carlos Santana, Chester Thompson), artist. Alvaro Villagra, Andy Grassi, Anton Pukshansky, Benny Faccone, Chris Theis, Comissioner Gordon, David Frazer, David Thoener, Glenn Kolotkin, Jeff Poe, Jim Gaines, Jim Scott, John Gamble, John Karpowich, John Seymour, Matty Spindel, Mike Couzzi, Steve Farrone, Steve Fontano, T-Ray, Tom Lord-Alge, Tony Prendatt & Warren Riker, engineers/mixers. Alex Gonzales, Art Hodge, Charles Goodan, Clive Davis, Dante Ross, Dust Brothers, Fher Olvera, Jerry "Wonder" Duplessis, KC Porter, Lauryn Hill, Matt Serletic, Stephen M. Harris & Wyclef Jean, producers. | General | Album Of The Year | 1999 - 42nd Annual GRAMMY Awards | Supernatural | Santana |
| Lauryn Hill, artist. Chris Theis, Comissioner Gordon, Johnny Wydrycz, Ken Johnston, Matt Howe, Storm Jefferson, Tony Prendatt & Warren Riker, engineers/mixers. Lauryn Hill, producer. | General | Album Of The Year | 1998 - 41st Annual GRAMMY Awards | The Miseducation Of Lauryn Hill | Lauryn Hill |
| Lauryn Hill, artist. | General | Best New Artist | 1998 - 41st Annual GRAMMY Awards | | Lauryn Hill |
| Lauryn Hill, artist. | R&B | Best Female R&B Vocal Performance | 1998 - 41st Annual GRAMMY Awards | Doo Wop (That Thing) | Lauryn Hill |
| Lauryn Hill, songwriter. | R&B | Best Rhythm & Blues Song | 1998 - 41st Annual GRAMMY Awards | Doo Wop (That Thing) | Lauryn Hill |
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