Cast & Crew
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Ben AffleckBartender - Casey AffleckTom
- Dave ChappelleDisco Cabbie
- Guillermo DíazDave
- Angela FeatherstoneCaitlyn
- Janeane GarofaloEllie
- Gaby HoffmannStephie
- Kate HudsonCindy
- Catherine KellnerHillary
- Courtney LoveLucy
- Brian McCardieEric
- Jay MohrJack
- Nicole Ari ParkerBridget
- Martha PlimptonMonica
- Christina RicciVal
- Paul RuddKevin
- Kiran MerchantRestaurant Owner
- Patrick FredericTiki Sobbing Man
- Caleb CarrCynical Bar Patron
- James F. MurphyDrag Queen
- Jen AlbanoCheryl
- Morgan BrownFrench Rocker
- David JohansenTiki Bartender
- Jenni BlongCheryl's Friend
- Patricia WibleAce Bar Patron
- Elvis CostelloHimself
- Risa Bramon GarciaDirector
- Richard WrightProducer
- Mike NewellProducer
- Betsy BeersProducer
- David GaleProducer
- Van TofflerProducer
- Tom RosenbergProducer
- Alan GreenspanProducer
- Sigurjon SighvatssonProducer
- Shana LarsenWriter