(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2005 | N | Outstanding Reality-Competition Program | The Apprentice (2004) (TV) | Mark Burnett, Jay Bienstock, Conrad Riggs |
| 2004 | N | Outstanding Reality-Competition Program | The Apprentice (2004) (TV) | Mark Burnett, Jay Bienstock, Conrad Riggs |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2018 | N | Villain of the Year | - | - |
| 2017 | N | Villain of the Year | - | - |
| 2016 | W | Villain of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2019 | W | Worst Actor | Death of a Nation (2018) | - |
| 2019 | W | Worst Actor | Fahrenheit 11/9 (2018) | - |
| 2019 | W | Worst Screen Couple | Death of a Nation (2018) & Fahrenheit 11/9 (2018) | - |
| 1991 | W | Worst Supporting Actor | Ghosts Can't Do It (1989) | - |
| 1991 | N | Worst New Star | Ghosts Can't Do It (1989) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2004 | N | Choice Reality/Variety TV Star - Male | The Apprentice (2004) (TV) | - |
| 2004 | N | Choice TV Personality | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2007 | W | Television | - | - |
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