Mike Andrews (Tom Gomez)Eliza Coyle (Courtney Baker)Adam Eastwood (Andrew Baker)John Ennis (Gil)Mark Fite (Gus)Ana Gasteyer (Rosemary Colletti)Kathy Griffin (Ona Miller)Ian Gomez (Hank)Dana Gould (Nick Hastings)Chris Hardwick (Tim)Sean Masterson (Al Kennedy)Anne Mattingly (Mrs. Baker)Doug McKeon (Barney Cosgrove)Ted Michaels (Lance)Taylor Negron (Dr. Scott Phelps)Melissa Nickert (Jill Baker)Philip Pavel (Waiter)John Rogers (Aaron)
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.