When an old high school crush returns to his small hometown, Reed Fish's once simple, calculated life begins to unravel. A drunken incident prompts Reed's fiancée and the entire town to turn against him.
| Actor | Role |
|---|---|
 Jay BaruchelReed Fish | Reed Fish |
 Alexis BledelKate | Kate |
 Victor RasukFrank Cortez | Frank Cortez |
 Schuyler FiskJill | Jill |
 A.J. CookTheresa | Theresa |
 Katey SagalMaureen | Maureen |
 Shiri ApplebyJill Cavanaugh | Jill Cavanaugh |
 Chris ParnellRalph | Ralph |
 Valerie AzlynnKate Peterson | Kate Peterson |
 DJ QuallsAndrew | Andrew |
 Blake ClarkIrv | Irv |
 Tommy DeweyRex | Rex |
 Jim Cody WilliamsCowboy | Cowboy |
 Boti BlissWaitress | Waitress |
 Rossif SutherlandGabe | Gabe |
| DDavid BeggsFarmer | Farmer |
| JJackie BenoitImogene Sandstrom | Imogene Sandstrom |
| EEugene SmithPreacher | Preacher |
| RReed FishJohn Penner | John Penner |
| PPeter AlwazzanRadio Show Caller (voice) | Radio Show Caller (voice) |
| SScott LasterFloyd Fish (voice) | Floyd Fish (voice) |
 Todd FjelstedBartender (uncredited) | Bartender (uncredited) |