Filmmaker Nick has decided to make a documentary about his best friend Courtney's love life. Courtney, a schoolteacher, has had a two-year on and off relationship with a guy who can't commit; she's also tried video-dating and a women's group. She never thought she'd have a problem finding the right guy and falling in love, but as she gets closer and closer to 30 she gets more and more desperate. Nick, on the other hand, is having as much trouble finding the right girl, and when his true feelings for Courtney come to light, they have to decide whether or not to stay just friends.
Mike Andrews
as Tom Gomez
Eliza Coyle
as Courtney Baker
Adam Eastwood
as Andrew Baker
Mark Fite
as Gus
Kathy Griffin
as Ona Miller
Dana Gould
as Nick Hastings
Chris Hardwick
as Tim
John Ennis
as Gil
Ana Gasteyer
as Rosemary Colletti
Ian Gomez
as Hank
Nick Benedict
as Mr. Sinise
Sara Noonan
as Rita
