(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2021 | N | Album of the Year | "King's Disease" | - |
| 2013 | N | Centric Award | "Daughters" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2013 | N | Album of the Year | "Life Is Good" | - |
| 2012 | W | Impact Track | "Daughters" | - |
| 2012 | N | Lyricist of the Year | - | - |
| 2008 | N | Lyricist of the Year | - | - |
| 2008 | N | CD of the Year | "Untitled" | - |
| 2007 | N | CD of the Year | "Hip Hop Is Dead" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2022 | N | Best Rap Album | "King’s Disease II" | - |
| 2021 | W | Best Rap Album | "King's Disease" | - |
| 2013 | N | Rap Album | "Life Is Good" | - |
| 2013 | N | Rap/Sung Collaboration | "Cherry Wine" | Amy Winehouse |
| 2013 | N | Rap Performance | "Daughters" | - |
| 2010 | N | Best Rap Performance by a Duo or Group | "Too Many Rappers" | Beastie Boys |
| 2009 | N | Best Rap Solo Performance | "N.i.*.*.e.r. (The Slave and the Master)" | - |
| 2009 | N | Best Rap Album | "Nas" | - |
| 2008 | N | Best Rap Album | "Hip Hop Is Dead" | - |
| 2008 | N | Best Rap Performance by a Duo or Group | "Better Than I've Ever Been" | Kanye West, KRS-One |
| 2003 | N | Best Music Video, Short Form | "One Mic" | - |
| 2003 | N | Best Rap Performance by a Duo or Group | "The Essence" | AZ |
| 2000 | N | Best Rap Album | "I Am..." | - |
| 1997 | N | Best Rap Solo Performance | "If I Ruled the World" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2012 | N | Best International Act | - | - |
| 2011 | N | Best Reggae | - | Damian Marley |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2012 | N | Best Hip Hop | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2005 | N | Best Hip-Hop Video | "Bridging the Gap" | Olu Dara |
| 2003 | N | Best Rap Video | "I Can" | - |
| 2003 | N | Best Rap Video | "Thugz Mansion" | - |
| 2002 | N | Video of the Year | "One Mic" | - |
| 1999 | N | Best Rap Video | "Hate Me Now" | Puff Daddy |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2007 | N | Best Hip Hop Video | "Hip Hop Is Dead" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2005 | N | Best Video Woodie - Live Action (Best Live Action Video) | "Bridging the Gap" | Olu Dara |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2005 | N | Best International Video [Artist] | "Bridging the Gap" | Olu Dara |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2012 | N | Best Hip-Hop Song of the Year | "Daughters" | - |
| 2012 | N | Album of the Year | "Life Is Good" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2004 | W | Coolest Collabo | "Why (Remix)" | Jadakiss, Anthony Hamilton, Styles P., Common |
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