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Sideways (2004)

Thomas Church as "Jack Lopate"

Struggling writer and wine enthusiast Miles (Paul Giamatti) takes his engaged friend, Jack (Thomas Haden Church), on a trip to wine country for a last single-guy bonding experience. While Miles wants to relax and enjoy the wine, Jack is in search of a fling before his wedding. Soon Jack is sleeping with Stephanie (Sandra Oh), while her friend Maya (Virginia Madsen) connects with Miles. When Miles lets slip that Jack is getting married, both women are furious, sending the trip into disarray.

Academy Award (2004)NominatedActor in a Supporting Role
Golden Globe (2004)NominatedBest Performance By an Actor in a Supporting Role in a Motion Picture
Screen Actors Guild Awards (2004)NominatedOutstanding Performance by a Male Actor in a Supporting Role
Screen Actors Guild Awards (2004)WonOutstanding Performance by a Cast in a Motion Picture
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