Other Awards
- American Music Award
- 1993: Favorite Soul/R&B Single ("Honey Love")
- 1995: Favorite Soul/R&B Album (12 Play)
- 1997: Favorite Soul/R&B Male Artist
- 2000: Favorite Soul/R&B Male Artist
- 2005: Favorite Soul/R&B Male Artist
- 2007: Favorite Soul/R&B Album (Double Up)
- BET Awards
- 2003: Best Male R&B Artist
- Billboard Awards
- 2001: Top R&B/Hip Hop Artist
- 2001: Top R&B/Hip Hop Album (TP2.com)
- 2001: Top R&B/Hip Hop Singles & Tracks ("Fiesta")
- 2001: Top R&B/Hip Hop Artist
- 2001: Top R&B/Hip Hop Album Artist
- 2001: Top R&B/Hip Hop Album Artist – Male
- BMI Awards
- 1998: Pop Songwriter of the Year (for "I Believe I Can Fly", "I Can't Sleep Baby (If I)", and "I Don't Want To" (recorded by Toni Braxton))
- Grammy Awards
- 1998: Best R&B Song ("I Believe I Can Fly")
- 1998: Best Male R&B Vocal Performance ("I Believe I Can Fly")
- 1998: Best Song Written for a Motion Picture, Television or Other Visual Media ("I Believe I Can Fly")
- MOBO Awards
- 2001: MOBO Outstanding Achievement
- NAACP Image Awards
- 2001: Outstanding Male Artist
- 2001: Outstanding Music Video ("I Wish")
- Soul Train Awards
- 1999: Best R&B/Soul Album, Male (R.)
- 1999: Sammy Davis Jr. Entertainer of the Year Award
- 2000: Best R&B/Soul or Rap Album (R.)
- 2001: Best R&B/Soul Single, Male ("I Wish")
- 2001: Best R&B/Soul Album, Male (TP2.com)
- 2004: R&B/Soul Album, Male (Chocolate Factory)
- 2004: Quincy Jones Award for Outstanding Career Achievements
- 2006: Stevie Wonder Award for Outstanding Achievements in Song Writing
- Source Hip Hop Awards
- 1999: R&B Artist of the Year
- 2001: R&B Artist of the Year
- Vibe Awards
- 2003: R&B Vanguard Award
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