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Sideways

127 minutes

Cast

Selected cast credits · Film reference

Paul Giamatti Miles Raymond
Virginia Madsen Maya Randall
Sandra Oh Stephanie
Marylouise Burke Mrs. Raymond
Jessica Hecht Victoria Cortland
Lee Brooks Ken Cortland
Missy Doty Cammi
M.C. Gainey Cammi's husband
Alysia Reiner Christine Erganian
Shake Tukhmanyan Mrs. Erganian
Shaun Duke Mike Erganian
Stephanie Faracy Stephanie's mother
Patrick Gallagher Gary the Bartender
Joe Marinelli Frass Canyon Pourer

Sideways | The Rewatchables

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Half-Assed Internet Research

Wine-industry impact; novel adaptation; filming mishaps; wine/restaurant choices; sequel changes

In the discussion (18)
Approx. transcript time · 00:16:23Read transcript
  • The film reportedly hurt Merlot’s reputation and increased Pinot demand.
  • Overproduction responding to Pinot demand reportedly diluted quality, while Merlot later recovered somewhat.
  • Swingers' effect on dancing and Vegas, and American Gigolo's influence on style, are comparisons for Sideways reshaping a regional wine economy; later visits found Pinot dominant everywhere.
  • The film's specific wine choices are praised as accurate. A family anecdote describes freeze-framing Sea Smoke, joining its mailing list before access closed, and receiving cases annually.
  • Rex Pickett's repeatedly rejected novel reportedly reached producer Michael London and Payne before publication; the film's development helped the book reach print shortly before release.
  • The Hitching Post reportedly became hard to enter after the film. Its owner said at the tenth-anniversary event that wine sales doubled, restaurant revenue quadrupled and the business could buy air conditioning.
  • Some dinner dialogue reportedly was improvised, while the performers drank grape juice rather than wine and became sick of it.
  • The dinner wines are enumerated as Whitcraft2001 Pinot Noir, Sea Smoke2001 (cuvée transcribed Botella), Kistler Pinot Noir and a final premier-cru name transcribed Pallard/Pollard; uncertain labels remain unresolved. A mother declined an invitation to discuss the wines on the podcast.
  • Pickett reportedly urged that Maya respond rather than merely listen; Payne's third draft supplied her powerful speech.
  • Giamatti reportedly knew nothing about wine and faked that expertise.
  • Church had largely left acting for voiceover work before Payne cast him, having considered him for About Schmidt.
  • The wallet-retrieval house reportedly had been a meth lab shortly before filming and was left intact.
  • The food served at the mother’s house reportedly caused food poisoning.
  • Fake wine reportedly made the cast sick, requiring real wine instead.
  • A proposed short podcast would investigate fake drinks, drugs and food on film sets, prompted by the fake-wine story and comparisons with prop cocaine and cigarettes.
  • Producers initially wanted Petrus for the prized bottle, but its owner's refusal led to Cheval Blanc.
  • Restaurant locations are enumerated: Solvang Restaurant for breakfast, Los Olivos Cafe for the group dinner, A.J. Spurs for Cammy's dinner, and the Hitching Post.
  • Pickett reportedly disliked Oh's changes from Terra to Stephanie, including the motorcycle and biracial child; in retaliation his Vertical sequel describes the character as a Reno prostitute, considered mean-spirited.

Casting What-Ifs

George Clooney; Robert Downey Jr.

This discussion recalls a choice from an earlier episode.

In the discussion (6)
Approx. transcript time · 00:23:01Read transcript
  • Clooney reportedly wanted the film while at peak stardom, but Payne declined and later cast him in The Descendants.
  • Whether Clooney wanted Miles or Jack is disputed; one participant accepts Jack but not Miles.
  • Clooney as Jack could have played against his image and echoed his earlier television career.
  • Clooney’s star wattage could distract from the ordinary specificity that Church’s career gives Jack.
  • Downey reportedly read for Miles, though how close he came is unclear.
  • Downey might capture the addiction but his energy could undermine the depression; his Zodiac journalist is a proposed model.

Roger Ebert's review

Rating not yet verified
In the discussion (1)
Approx. transcript time · 00:34:58Read transcript
  • Ebert loved the film, calling it the year's best human comedy and praising casting that becomes impossible to replace; no numeric star score is spoken.

Recasting Couch

Downey as Miles; Connelly as Maya (qualified)

In the discussion (2)
Approx. transcript time · 00:37:58Read transcript
  • Madsen's beauty, age and underfulfilled earlier stardom mirror Maya's situation; Connelly is a plausible alternative but may look too impossibly polished, while Griffith is rejected as a fit.
  • Downey as Miles is reconsidered for recasting couch because his residual charm might change the character, though admiration for Giamatti remains.

Picking Nits

Giamatti’s golf; wine chug; wedding disclosure; friendship; naked run; Saab survival

In the discussion (6)
Approx. transcript time · 01:08:33Read transcript
  • Giamatti’s golf swing is unconvincing; basic coaching could have improved it.
  • Chugging a whole wine bottle in forty-five seconds and sleeping it off is questioned, with severe alcoholism offered as the explanation.
  • Miles revealing the wedding to Maya, then lying about it, seems either implausibly careless or intentional sabotage; Jack failing to trace the betrayal remains unresolved, and disliking his conduct does not erase the friendship breach.
  • Their enduring friendship is questioned: freshman-year acquaintance alone seems inadequate, though Jack knowing Victoria suggests later contact. A current college-roommate comparison highlights the gap between friendship and being the sole bachelor-party guest.
  • Jack's long naked run between towns is questioned; stealing pants from a house is a proposed alternative met with disbelief, and the distance in kilometers is clarified.
  • The damaged Saab surviving the return journey is the biggest vehicle nitpick, compounded by the speaker's dislike of its reliability and slow parts supply.

Probably Unanswerable Questions

Jack and Miles’s friendship; Miles’s sexual and teaching abilities

In the discussion (2)
Approx. transcript time · 01:37:16Read transcript
  • Unanswerable questions revisit why Jack and Miles like each other or stayed in touch, compared with the better-explained actor friendship in Swingers.
  • Questions ask whether Miles's drinking made him a poor sexual partner and whether he should teach eighth-grade English; his final classroom scene is defended as competent teaching.

Producer review

Enjoyed; expects richer and funnier rewatches

In the discussion (2)
Approx. transcript time · 01:46:26Read transcript
  • Enjoyed the film but expects better rewatches after initial uncertainty about rooting for Miles and fear he might die by suicide. — Craig Horlbeck
  • The subsequent exchange considers how age and knowing the hopeful ending can make rewatches richer and funnier; the film avoids a tidy makeover. Individual speaker turns remain unresolved.