7 wins & 6 nominations
- 1992 Winner Grammy
- Best Rap Performance by a Duo or Group
For "Summertime"Shared with: Will Smith · DJ Jazzy Jeff - 1991 Nominee Grammy
- Best Rap Performance by a Duo or Group
For "And In This Corner..."Shared with: Will Smith · DJ Jazzy Jeff - 1990 Nominee Grammy
- Best Rap Performance
For "I Think I Can Beat Mike Tyson"Shared with: Will Smith · DJ Jazzy Jeff
- 1992 Nominee American Music Award
- Favorite Soul/R&B Band/Duo/Group
- 1992 Nominee American Music Award
- Favorite Rap/Hip-Hop Artist
- 1989 Winner American Music Award
- Favorite Rap/Hip-Hop Artist
- 1989 Winner American Music Award
- Favorite Rap/Hip-Hop Album
For the album "He's the DJ, I'm the Rapper"
- 1989 Nominee Soul Train Award
- Best R&B/Urban Contemporary Music Video
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