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The Red Sox Game Six story in Sean's office

The host could not narrow the categories to five or six because this is not just a great movie but the quintessential cable movie, on some channel for 20 years and constantly tested by people coming in partway; the nominees are the slow-motion playground fight, the battle with Ponytail Guy, the I Will End You scene, the park bench monologue, Pudge Fisk, the twelve-minute stretch from Will laying into Lambo through the baseball glove and the shepherd scene, the Chucky construction best-part-of-my-day scene, It's Not Your Fault, and Chucky realizing Will left.

Chris Ryan: The Red Sox story, the Pudge Fisk story, is the scene you stay for when you come in with five minutes: funny coming from a Philly fan, relatable, with a twist you know is coming; Damon cracking up and getting genuinely locked in shows the connection being made without talking about therapy, the physical acting Robin Williams does is great, and the filmmaking cuts in the game footage and the overhead shot of him reenacting the scene.

"my boy's wicked smart"

Nominated lines: my boy's wicked smart, how about them apples, it's not your fault, I will end you, do you know how easy this is for me, it's a good engine, and son of a bitch you stole my line, which one host calls probably the last one and great; the double burger exchange, Chuck I had a double burger and give me your sandwich I bought it, is another host's favorite line of the whole movie, which he has done to his kids in the car with Sour Patch Kids, minus the curse word.

The film

Good Will Hunting (1997)

Directed by Gus Van Sant · Drama

126 minutes

Cast

Selected cast credits · Film reference

Matt Damon Will Hunting
Robin Williams Dr. Sean Maguire
Ben Affleck Chuckie Sullivan
Stellan Skarsgård Professor Gerald Lambeau
Minnie Driver Skylar
Casey Affleck Morgan O'Mally
Cole Hauser Billy McBride
George Plimpton Henry Lipkin

Everything from the episode

In the order the hosts got to it. Open a row for the discussion.

38:01

Casting What-Ifs

Castle Rock wanted Brad Pitt and Leo as Will and Chucky; Mel Gibson was attached to direct; Jeff Bridges or Dustin Ho...

Castle Rock wanted Brad Pitt and Leo as Will and Chucky; Mel Gibson was attached to direct; Jeff Bridges or Dustin Hoffman imagined as Sean; Michael Mann wanted to direct the pair as car thieves and replace Damon

In the discussion (4)
Approx. transcript time · 00:38:01Read transcript
  • Castle Rock wanted to replace Matt and Ben with Leo and Brad, and Mel Gibson producing and directing would have been weird.
  • Nobody else seems to have been seriously considered for Sean until the tail end; there is an argument that Williams is more replaceable than Damon and Affleck, yet the movie is completely different with Jeff Bridges or Dustin Hoffman, and nobody else gets the community college bit about Freud doing cocaine, which must have been freestyled from his 70s stand-up.
  • After Gibson dropped out, Michael Mann wanted to direct, making the two slightly different, as car thieves; he also wanted to replace Matt Damon, which is why it went no further; the hosts joke about James Caan or a Hemsworth and tell Mann to buy the rights and remake it.
  • Earlier context: at Castle Rock the roles were at one point meant for Brad Pitt and Leo in a twice-as-long script whose second half had Chucky and Will on the run from the CIA; Mel Gibson was attached and developing it after Braveheart, and the writers asked him to let them have it back because they needed to make it faster.
1:03:33

Half-Assed Internet Research

The Public Garden bench is now a Robin Williams memorial; a gay sex scene was written into the script to test whether...

The Public Garden bench is now a Robin Williams memorial; a gay sex scene was written into the script to test whether anyone read it; Williams insisted on the L Street bar and ad-libbed the wife story and 'Son of a bitch, he stole my line'; Sean was based on Damon's mother and Affleck's father; Gus Van Sant painted the painting in Sean's office; Skylar was based on Damon's Harvard ex; Damon and Minnie Driver dated through the shoot and the Oscars; Terrence Malick suggested the ending

In the discussion (8)
Approx. transcript time · 01:03:33Read transcript
  • The Boston Public Garden park bench where 3,000 people watched the scene is now a memorial to Robin Williams, after people put flowers there when he died; one host lived for ten years a six-minute walk from Bunker Hill Community College, where Sean taught.
  • For a while the screenplay contained a gay sex scene between Will and Sean in his office, written to see if anybody was actually reading the script during the year Castle Rock would not buy it and they feared it had become poison; nobody noticed until Harvey Weinstein, who told them to get rid of it.
  • Robin Williams insisted on the L Street bar after being mobbed scouting it and loving the energy, though his scene was not filmed there; he ad-libbed the story about his wife farting, which is why Matt Damon laughed so hard, and son of a bitch, he stole my line, which was supposed to be him reading the note and nodding; Williams was a genius with a complicated reputation because of bad movies.
  • Robin Williams's character was based on a mix of Damon's mom and Affleck's dad; Gus Van Sant painted the painting in Sean's office; Skyler is based on Damon's ex-girlfriend from Harvard; Damon and Minnie Driver dated from halfway through the movie through the Oscars and had a bad breakup two months later, he apparently dumping her; the hosts decline to discuss the two adjudicating each other on Twitter.
  • One host's wife called Minnie Driver bad, the reason the movie has not aged as well, and did not believe the relationship; the hosts disagree and think she is really good, though she rightfully did not become the huge star people expected; another host's wife came in for the middle and said the two have no chemistry even after hearing they dated a year in real life.
  • The hosts feel they are in love at that table; on a very small sample size women may see no chemistry where men do; the knick-knack store googly glasses moment, the Magic 8 ball scene with her NBA jokes, the organic chemistry scene and the piano speech all argue they are in love or amazing performers; she has not been in many movies, unlike a Gwyneth Paltrow with a 20-year history that would color it; one host claims she won the Oscar for this (she was in fact nominated), as evidence people felt that way at the time.
  • One more research bit: in the original script Will and Skylar leave town together; through a friend of the Affleck family Ben and Matt met Terrence Malick, who had read it and said Will should chase her, she is gone and he has to go find her, so Malick is the reason for the ending, one of many lucky notes and ad-libs that pushed the movie up levels.
  • Why did Rob Reiner, William Goldman and Terrence Malick want to help two unfamous guys when people struggle in Hollywood for 25 years, and this is the only movie Harvey Weinstein did not chop up as he saw fit; they had some success already, unlike Jon Favreau and Vince Vaughn, though Vaughn was in Rudy as Jamie O'Hara; the only guess is that people sensed they were headed somewhere and wanted to be thanked.
1:16:19

Picking Nits

The NSA courting a felon; cuttable scenes; Chucky and Cole Hauser would have beaten up Ponytail Guy before Will spoke...

The NSA courting a felon; cuttable scenes; Chucky and Cole Hauser would have beaten up Ponytail Guy before Will spoke; nobody in the MIT class could solve either equation; Chucky's earlier pick-ups when Will was simply out; Chucky enabling Will's fights while wishing he would leave; the Danny Elfman score; Sean as a fake Red Sox fan; Chucky bringing the coffee out of the car

In the discussion (5)
Approx. transcript time · 01:16:19Read transcript
  • The NSA soliloquy is a favorite scene, great filmmaking that flashes back into Sean's office and is delivered phenomenally, but why would the NSA bend over backwards to convince a felon arrested 15 times in two years to break codes; it is a vestige of the original script, incredibly illogical, feels like a different movie, and should have been pivoted to a private weapons firm.
  • There are three scenes you could cut and have the same movie, even the Chucky job-interview scene as comic relief; the biggest nitpick is that Chucky and Cole Hauser would immediately beat the shit out of Ponytail Guy, Damon has no dialogue in that scene, and in real life the guy ends with a broken jaw and a concussion; nobody in the MIT class could figure out either equation though these are the best people we have, with Lambeau asking Jack, was it you, Ganesh.
  • Were there other times Chucky came by for Will and he was not home, thought this was it, and he was just sleeping at somebody's house or getting coffee; this time he looks in and there is no furniture; it is also strange that Chucky enables all of Will's bad behavior while secretly wishing he would leave Boston with his lottery-ticket mind, so why drive around Southie getting into random gang fights with him.
  • The Elliot Smith music is good but the Danny Elfman score sucks and happens in a completely different movie. Pee-wee's Big Adventure is the comparison, the Castle Rock movie, all crane shots down on the campus and very 90s; Sean is a fake Red Sox fan who did not care about the team; and when Affleck arrives to collect Damon he brings the coffee to him instead of leaving it in the car, which is not happening.
  • Earlier nits during the scene discussion: nobody who loves the Red Sox gives up a Game Six ticket, the Fever Pitch comparison, and Affleck and Cole Hauser throwing down with Ponytail Guy before Will ever gets involved.
1:20:25

Probably Unanswerable Questions

What actress plays Sean's wife in a flashback? How long did Will stay with Skylar, and what became of Will, Chucky, C...

What actress plays Sean's wife in a flashback? How long did Will stay with Skylar, and what became of Will, Chucky, Casey Affleck's and Cole Hauser's characters? Why have Damon and Affleck not made another movie together, and why was Affleck not in Ocean's Eleven? Is this the best Boston movie of all time?

In the discussion (16)
Approx. transcript time · 01:20:25Read transcript
  • The block opens with the remake-as-series question, recorded separately.
  • If there were a flashback with Robin Williams and his wife, what actress plays her: Deborah Winger (as transcribed) is offered; she has to look like a lifelong Boston lady; Amy Ryan from The Wire, Bonnie Bedelia, not Boston-y enough, and jokes of Conan O'Brien and Mark Wahlberg.
  • How long did Will stay with Skylar, presuming he makes it to Stanford and finds her, which as a genius on early internet message boards he would: a semester, or three or four good weeks before it falls apart when they get drunk and she says you told me you didn't love me; Lambeau would have to be Will's reference since nobody else knows about him.
  • What happens to these people: Will becomes an asshole hedge fund manager and Chucky becomes Matt Patricia, Sharpie in his hat, crunching tape for Belichick; or Will shows up, she is happy, they go to a Stanford party where a kid makes fun of his accent, Will beats the shit out of him and goes to jail, she bails him out and within three weeks they have broken up; twisted further, it becomes a prison movie, a shot caller situation where he joins a gang and, being a genius, figures out how to break out, Good Will Hunting 2 in jail in Palo Alto.
  • Or he obviously becomes a tech billionaire, a Steve Jobs-ian figure in late-90s Northern California with a doctor wife-to-be and a difficult childhood; or he becomes Sean, a therapist, which one host refuses; or they realize it will not last, he goes back to Boston, Sean has died of a heart attack and he works construction, that friend; or 15 years later stories of his crimes and anger come out; or Chucky fulfills his promise to kill him and it becomes Face Off across Boston, Good Will Hunting 2: Hunting Will.
  • What if Good Will Hunting 2 had been The Town, with Damon's life having failed; whether Affleck tried to convince Damon to take the Renner part is debated, and whether Damon can play that kind of crazy at all, since Talented Mr. Ripley was reactionary crazy, with the hosts directly challenging his acting.
  • Why have these two not made another movie together: they went separate ways professionally, have a Showtime show coming that is basically a Wire for Boston, and the Fritz Peterson Yankees wife-swap movie fell through; Affleck has proven a great director and there is a great writer in Damon who should try again instead of The Great Wall; a theory that Affleck does not want to because Damon does not look cool anymore, or is mad he was cut out of Ocean's Eleven; whether Ben would have improved those movies in Casey's place or as the Andy Garcia role, though he needed to be older.
  • Zach Mack (as transcribed) is asked which of the five sequels he liked most, picking Chris's; the prison pitch and Hunting Will are recalled, plus Will Hunting with a shotgun and a beard in 2018; if Skyler tells him to get lost in Palo Alto, does he spin out, become a custodian at Stanford waiting for her, which is creepy, or go Zuckerberg and create Facebook, you'll see, Erica Albright.
  • The biggest criticism of the movie has been that it's not your fault is treated like a cure for abuse the film takes pains to establish, a guy putting cigarettes out on him, so that he hops in a car knowing how to love; if he is cured he is wealthy and with Skylar, if it moved too fast they break up after three weeks and he becomes a shot caller, still damaged and violent.
  • Chucky now is 42 and leading or assistant foreman of his uncle's construction crew; Southie is much nicer and his crap house is worth five times as much, so he stayed or sold; maybe he took over the bar with Cole; Cole Hauser owns an auto shop and got murdered by an IRA customer, or was the muscle in a different Boston crew; Casey Affleck moved to LA to see Will, stayed, became a comedian and lives in the pool house; Will's friends came out within a year and it went badly.
  • Asked how badly the visit went: Cole killed the guy, and they buried the body. — Shea Serrano
  • The alternative is that the guys get arrested by TSA getting off the plane at LAX, too tanked, and are put on a jail plane back to Boston without seeing Will.
  • Last question, probably answerable: is this the best Boston movie of all time; The Friends of Eddie Coyle is one host's favorite; another does not really care about Boston, having been three times without knowing Cambridge from Boston, and would rather watch The Departed; the qualifications for a city's signature movie are that it is awesome, uses the city, is authentic and could only have taken place there, like Rocky and Creed for Philly; the final three are The Departed, Good Will Hunting and The Verdict, with The Town fourth.
  • Friends of Eddie Coyle is liked here too, with a sense one is being forgotten; the first hour of Social Network is a really good Boston movie. — Chris Ryan
  • The Departed did not shoot much in Boston and Good Will Hunting shot a lot in Toronto, like Den of Thieves, set across LA but shot in Atlanta; the answer given is The Verdict, which uses the city best and has the authenticity, with Good Will Hunting very close, a 1A and 1B.
  • Earlier, the film is called possibly the best Boston movie ever, on the short list, a discussion saved for later.

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