Sideways

Comedy

Paul Giamatti	Miles Raymond
Thomas Haden Church	Jack
Virginia Madsen	Maya
Sandra Oh	Stephanie
Marylouise Burke	Miles' Mother
Jessica Hecht	Victoria
Missy Doty	Cammi
M.C. Gainey	Cammi's Husband
Alysia Reiner	Christine Erganian
Shake Tukhmanyan	Mrs. Erganian (as Shaké Toukhmanian)
Duke Moosekian	Mike Erganian
Robert Covarrubias	Mike's Building Manager
Patrick Gallagher	Gary the Bartender
Stephanie Faracy	Stephanie's Mother
Joe Marinelli	Frass Canyon Pourer
Chris Burroughs	Chris at Stanford
Toni Howard	Evelyn Berman-Silverman (voice)
Rev. Fr. Khoren Babouchian	Armenian Priest
Lee Brooks	Ken Cortland
Peter Dennis	Leslie Brough
Alison Herson	Foxen Winery Pourer
Phil Reeves	Vacationing Dr. Walt Hendricks
Rob Trow	Obnoxious Golfer
Lacey Rae	Los Olivos Waitress
Cesar Ramos	Barista (as Cesar 'Cheeser' Ramos)

Director	Alexander Payne
Producer	Michael London
Writer	Rex Pickett; Alexander Payne

Miles is a failed writer living a meager existence in San Diego as an English teacher. With his career seemingly fading and the fate of a book hinging on a publisher's decision, Miles is depressed with himself and what he hasn't achieved. Jack is a television actor whom some recognize but not many do, as if he were a minor actor who got a taste of success. With his best friend Miles, the two embark on a road trip through California's wine country. Miles wants to give his friend a nice sendoff before married life, while Jack simply wants to have a fling beforehand. As they're both nearing middle age with not much to show for it, the two will explore the vineyards while ultimately searching for their identities.