12 wins & 33 nominations
- 2005 Nominee Critics Choice Award
- Best Acting Ensemble
Shared with: Don Cheadle · George Clooney · Matt Damon · Andy Garcia · Brad Pitt · Julia Roberts · Catherine Zeta-Jones
- 2003 Nominee Primetime Emmy
- Outstanding Lead Actor in a Comedy Series
For playing: "Bernie McCullough". - 2002 Nominee Primetime Emmy
- Outstanding Lead Actor in a Comedy Series
For playing: "Bernie McCullough".
- 2004 Nominee Golden Globe
- Best Performance by an Actor in a Television Series - Comedy or Musical
- 2003 Nominee Golden Globe
- Best Performance by an Actor in a Television Series - Comedy or Musical
- 2002 Nominee MTV Movie Award
- Best On-Screen Team
Shared with: Casey Affleck · Scott Caan · Don Cheadle · George Clooney · Matt Damon · Elliott Gould · Eddie Jemison · Brad Pitt · Shaobo Qin · Carl Reiner
- 2007 Nominee Teen Choice Award
- Choice Movie: Chemistry
Shared with: George Clooney · Casey Affleck · Scott Caan · Don Cheadle · Matt Damon · Elliott Gould · Eddie Jemison · Brad Pitt · Shaobo Qin · Carl Reiner · Eddie Izzard · Andy Garcia - 2005 Nominee Teen Choice Award
- Choice Movie Dance Scene
For Simon teaching Percy how to waltz.Shared with: Ashton Kutcher
- 2002 Nominee PFCS Award
- Best Acting Ensemble
Shared with: Casey Affleck · Scott Caan · George Clooney · Matt Damon · Andy Garcia · Elliott Gould · Brad Pitt · Carl Reiner · Julia Roberts
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