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| Hope Davis | Erin Castleton |
| Alan Gelfant | Alan Monteiro |
| Victor Argo | Frank |
| H. Jon Benjamin | Eric |
| Cara Buono | Julie |
| Larry Gilliard Jr. | Brett |
| Philip Seymour Hoffman | Sean |
| Jason Lewis | Rory |
| Roger Rees | Ray Thornback |
| Sam Seder | Kevin Monteiro |
| Robert Stanton | Robert |
| Holland Taylor | Piper Castleton |
| Callie Thorne | Cricket |
| Jimmy Tingle | Lowrey the Bartender |
| Lyn Vaus | Daryl |
| Jose Zuniga | Andre de Silva |
| Robert Klein | Arty Lesser |
Boston residents nurse Erin Castleton and marine biology student Alan Monteiro don't know each another, but they share a frustration: their romantic lives. Having split with boyfriend Sean, Erin is unwillingly back on the market thanks to her mother, who places a singles ad in Erin's name. Scrambling for cash to repay a debt, Alan has little time for love. They almost meet on a train and at an aquarium. When they finally do meet, will they hit it off?
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