A self-proclaimed dating expert tries to get his best friend, who lost his wife two years earlier, back into the dating scene, with disastrous results.
| Actor | Role |
|---|---|
 Jason AlexanderJohnny | Johnny |
 Rob EstesArtie | Artie |
 Kimberly Williams-PaisleyAmy | Amy |
 Alison EastwoodKaren | Karen |
 Ron PerlmanVito | Vito |
 Esai MoralesFrankie | Frankie |
| DDaisy WhiteModel | Model |