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| Award (↑) | Year | Category | Nominee / Winner | Person |
|---|---|---|---|---|
| Electronic Media's Critics Poll | 2000.01 | Best Television Series (#8) | Winner | |
| GLAAD Media Award | 2000 | Outstanding Television Comedy Series | Nominee | |
| Golden Satellite Award | 2000 | Best Television Comedy or Musical Series | Winner | |
| Golden Satellite Award | 2000 | Best Actor in a Television Comedy or Musical Series | Winner | Jay Mohr |
| Golden Satellite Award | 2000 | Best Actress in a Television Comedy or Musical Series | Winner | Illeana Douglas |
| Online Television Academy Award | 2000 | Best New Comedy Series | Nominee | |
| Online Television Academy Award | 2000 | Best Actor in a New Comedy Series | Nominee | Jay Mohr |
| Online Television Academy Award | 2000 | Best Actress in a New Comedy Series | Nominee | Illeana Douglas |
| Parents Television Council Award | 2000 | Worst Family Shows on Primetime Network TV (#3) | Winner | |
| People Magazine's Best/Worst List | 1999 | Best of Tube | Winner | |
| Petcabus Award | 2000 | Best Actor in a Comedy Series | Nominee | Jay Mohr |
| Petcabus Award | 2000 | Most Underrated Comedy or Drama Series | Nominee | |
| RATTY Award | 2000 | Best Comedy Series | Nominee | |
| RATTY Award | 2000 | Best Lead Actor in a Comedy Series | Nominee | Jay Mohr |
| RATTY Award | 2000 | Best Lead Actress in a Comedy Series | Nominee | Illeana Douglas |
| RATTY Award | 2000 | Best Writing in a Comedy Series | Nominee | Chris Thompson |
| RATTY Award | 2000 | Best Directing in a Comedy Series | Nominee | Ted Demme |
| RATTY Award | 2000 | Best New Series | Nominee | |
| Salon's Best/Worst | 1999 | Biggest flameout | Winner |
