(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2002 | N | Favorite Male Pop/Rock Artist | - | - |
| 2002 | N | Favorite Rap/Hip-Hop Artist | - | - |
| 2002 | N | Internet Artist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | W | Male Artist of the Year | - | - |
| 2001 | W | Male Albums Artist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2002 | W | Best International Male | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2019 | W | Best Reggae Album | "44/876" | Sting |
| 2015 | N | Best Reggae Album | "Out of Many, One Music" | - |
| 2012 | N | Best Reggae Album | "Summer in Kingston" | - |
| 2009 | N | Best Reggae Album | "Intoxication" | - |
| 2006 | N | Best Reggae Album | "Clothesdrop" | - |
| 2002 | N | Best Pop Collaboration with Vocals | "It Wasn't Me" | Ricardo "RikRok" Ducent |
| 1996 | W | Best Reggae Album | "Boombastic" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2002 | W | Best Selling Album | "Hotshot" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2007 | N | Best Reggae | - | - |
| 2006 | N | Best Reggae | - | - |
| 2001 | W | Best Reggae Act | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Male Act | - | - |
| 2001 | N | Best Pop Act | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2014 | N | Best International Performance | "You Girl" | Ne-Yo |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | W | Choice R&B/Hip Hop Artist | - | - |
| 2001 | W | Choice Love Song | "Angel" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2002 | W | World's Best-Selling Pop Male Artist | - | - |
| 2002 | W | World's Best-Selling R&B Male Artist | - | - |
| 2002 | W | World's Best-Selling Reggea Artist | - | - |
| 2002 | W | World's Best-Selling American Artist | - | - |
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