Home/Episodes/Good Will Hunting

'Good Will Hunting’ With Bill Simmons, Shea Serrano, Chris Ryan, and Sean Fennessey

January 25, 2018 · Good Will Hunting (1997) · Drama · Romance · 1:42:58 · ▶ Listen on Spotify

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Most Rewatchable Scene

Chris RyanThe Pudge Fisk story scene▶ 22:14
Shea SerranoThe ponytail/Clark scene in the bar▶ 25:02

Casting What-Ifs

Bill SimmonsLeonardo DiCaprioDiscusses Castle Rock wanting Leo DiCaprio and Brad Pitt instead of Damon/Affleck, mentions Mel Gibson as producer/director would be weird, and reveals Michael Mann wanted to direct and make them car thieves while replacing Matt Damon▶ 38:12
Chris RyanJeff BridgesWilliams is more replaceable than Damon/Affleck, suggests Jeff Bridges would have been good alternative, mentions Dustin Hoffman and Judd Hirsch as possibilities, but notes no one else could deliver Williams' comedy classroom scenes▶ 38:38
Sean FennesseyMichael MannQuestions whether other actors were considered for Sean character, asks if Michael Mann's car thief version related to CIA story, notes Mann's car thief concept would be very characteristic of his style▶ 38:23

What's Aged the Best

Bill SimmonsMultiple elements including the friendship/buddy bonds, Elliott Smith's music, Casey Affleck's 'I Hate LA' shirt, Boston accents (except Robin Williams), 'How about them apples' scene, the ending, and Robin Williams' and Ben Affleck's costume choices▶ 40:15
Chris RyanThe friendship stuff and interpersonal relationships between Damon and Affleck and Damon and Williams - timeless elements that could work in movies from 1940 or 2018▶ 43:13
Sean FennesseyThe dialogue - every line was memorable and burned into your brain in a way most movies can't achieve▶ 44:11
Shea SerranoThe friendships, mainly because of everything that happened afterward with Damon and Affleck staying connected, though could be talked into the 'How about them apples' scene▶ 43:24

What's Aged the Worst

Bill SimmonsThe movie is too long, especially the scene where Skyler meets Will's buddies with the two long jokes▶ 48:09

Dion Waiters Award

Chris RyanDiscussed Casey Affleck's nepotistic advantage and praised the screenwriting choice of naming a character Carmine Scarpaglia as a heat check move, but didn't declare a specific winner▶ 55:15

Half-Assed Internet Research

Bill SimmonsCollection of trivia facts including: Boston Public Garden bench is now a Robin Williams memorial, he lived 6 minutes from Bunker Hill Community College, screenplay had a fake gay sex scene to test if people were reading it, Robin Williams ad-libbed the wife farting scene and suggested L Street Bar, 'Son of a bitch he stole my line' was ad-libbed, Robin Williams' character based on mix of Damon's mom and Affleck's dad, Gus Van Sant painted the office painting, Damon and Driver dated during filming and broke up after Oscars▶ 1:03:42
Chris RyanTerrence Malick suggested changing the ending so Will chases after Skylar instead of them leaving together, which became the final ending of the movie▶ 1:08:18

Picking Nits

Bill SimmonsChucky and Cole Hauser would have immediately beat the shit out of Ponytail Guy - in real life that guy has a broken jaw and concussion▶ 1:17:38
Bill SimmonsNobody in the MIT class could figure out either equation - not one of the best people we have was even close▶ 1:17:52
Bill SimmonsSean's a fake Red Sox fan who didn't really care about the team that much▶ 1:19:14
Chris RyanIt's strange that Chucky enables Will's bad behavior but wants him to leave - why drive around and get into gang fights if you want him out of Southie?▶ 1:18:29
Sean FennesseyWhy would the NSA try to convince a felon who's been arrested 15 times in two years to come work for them - it's incredibly unreasonably illogical▶ 1:16:50
Sean FennesseyThe Danny Elfman score sucks and feels like it's from a completely different movie, like Pee-wee's Big Adventure▶ 1:18:52
Shea SerranoWhen Affleck picks up Damon, he brings the coffee to him instead of leaving it in the car - that's not happening, it's weird▶ 1:19:24

Best Quote

Bill SimmonsMultiple quotes including 'Son of a bitch, you stole my line' and 'It's a good engine'▶ 1:19:49
Sean FennesseyI had a double burger▶ 1:19:53
Shea SerranoPut your sandwich on layaway▶ 1:20:13

Probably Unanswerable Questions

Bill SimmonsWill and Skylar break up within three weeks after Will beats up a Stanford kid who makes fun of his accent, gets arrested, and Skylar bails him out▶ 1:25:45
Chris RyanWill and Skylar last about a semester - three or four good weeks before falling apart when she confronts him about telling her he didn't love her▶ 1:24:40
Sean FennesseyWill becomes a tech billionaire Steve Jobs-type figure in Northern California during the late 90s tech boom▶ 1:26:21
Shea SerranoWill realizes the relationship won't last, returns to Boston after Sean dies of a heart attack, and goes back to construction work - that's just his life▶ 1:27:04

Who Won the Movie

Bill SimmonsMatt DamonMatt Damon - other people could have played Williams' part well, but no one else could have made Damon's part work the same way▶ 1:39:40
Chris RyanMatt DamonMatt Damon - he has to do dumb, smart, physical, romantic lead and be believable as both tough guy and genius▶ 1:38:54
Sean FennesseyRobin WilliamsRobin Williams - because it's his best performance and the 'It's Not Your Fault' scene will be the centerpiece of any posthumous Oscar montage▶ 1:37:52
Shea SerranoRobin WilliamsRobin Williams - he was never beaten in any scene and was always the best in a movie full of great actors▶ 1:38:43

Movies Referenced (59)

Title (year)LinksMentionsMentioned byFirst
Boogie Nights (1997)IMDb ↗Lb ↗8Bill Simmons, Sean Fennessey▶ 1:19
Den of Thieves (2018)IMDb ↗Lb ↗5Chris Ryan, Sean Fennessey▶ 11:43
The Departed (2006)IMDb ↗Lb ↗5Bill Simmons, Chris Ryan▶ 46:04
Ocean's Eleven (2001)IMDb ↗Lb ↗4Bill Simmons, Shea Serrano▶ 1:30:22
Titanic (1997)IMDb ↗Lb ↗4Bill Simmons, Sean Fennessey▶ 10:42
Armageddon (1998)IMDb ↗Lb ↗3Sean Fennessey, Chris Ryan▶ 36:36
As Good as It Gets (1997)IMDb ↗Lb ↗3Bill Simmons, Shea Serrano▶ 12:50
Courage Under Fire (1996)IMDb ↗Lb ↗3Chris Ryan▶ 34:48
Jackie Brown (1997)IMDb ↗Lb ↗3Bill Simmons, Chris Ryan, Sean Fennessey▶ 13:22
Saving Private Ryan (1998)IMDb ↗Lb ↗3Chris Ryan, Bill Simmons, Sean Fennessey▶ 34:48
Shot Caller (2017)IMDb ↗Lb ↗3Shea Serrano, Bill Simmons, Sean Fennessey▶ 1:26:05
The Judge (2014)IMDb ↗Lb ↗3Chris Ryan, Bill Simmons▶ 29:03

Directors Referenced (10)

NameLinksMentionsMentioned byKnown ForFirst
Ben AffleckIMDb ↗Lb ↗10Shea Serrano, Bill Simmons, Sean FennesseyArgo, Gone Girl, The Town▶ 25:15
Michael MannIMDb ↗Lb ↗5Bill Simmons, Sean FennesseyThe Insider, Collateral, The Last of the Mohicans▶ 39:25
Gus Van SantIMDb ↗Lb ↗4Bill Simmons, Sean Fennessey, Shea Serrano▶ 29:41
Kevin SmithIMDb ↗Lb ↗4Bill Simmons, Sean FennesseyClerks, Chasing Amy▶ 2:49
Rob ReinerIMDb ↗Lb ↗4Sean Fennessey, Chris Ryan, Bill SimmonsThis Is Spinal Tap, The Wolf of Wall Street▶ 3:41
Terrence MalickIMDb ↗Lb ↗4Chris Ryan, Sean FennesseyDays of Heaven, The Tree of Life▶ 1:08:31
Mel GibsonIMDb ↗Lb ↗3Bill Simmons, Chris RyanBraveheart, Lethal Weapon 3, Conspiracy Theory▶ 6:58
John WooIMDb ↗Lb ↗2Sean Fennessey, Bill Simmons▶ 3:05
Chris CornerIMDb ↗Lb ↗1Bill SimmonsThe Saint, Open Your Eyes▶ 1:03:42
Sean PennIMDb ↗Lb ↗1Bill SimmonsMystic River, 21 Grams, Dead Man Walking▶ 1:34:32

Actors Referenced (73)

NameLinksMentionsMentioned byKnown ForFirst
Matt DamonIMDb ↗Lb ↗97Bill Simmons, Chris Ryan, Sean FennesseyGood Will Hunting, The Martian, The Departed▶ 2:52
Cole HauserIMDb ↗Lb ↗30Bill Simmons, Shea Serrano, Chris RyanDazed and Confused, Good Will Hunting▶ 25:53
Robin WilliamsIMDb ↗Lb ↗30Bill Simmons, Sean Fennessey, Chris RyanMrs. Doubtfire▶ 9:10
Casey AffleckIMDb ↗Lb ↗21Bill Simmons, Shea Serrano, Sean FennesseyManchester by the Sea, Light of My Life▶ 25:36
Minnie DriverIMDb ↗Lb ↗13Sean Fennessey, Bill Simmons, Chris RyanGood Will Hunting▶ 9:49
Castle RockIMDb ↗Lb ↗11Bill Simmons, Chris Ryan, Sean Fennessey▶ 3:41
Danny TrejoIMDb ↗Lb ↗8Bill Simmons, Shea SerranoMachete, From Dusk Till Dawn, Predators▶ 1:10:02
Mark RuffaloIMDb ↗Lb ↗8Bill Simmons, Shea Serrano, Chris RyanSpotlight, The Kids Are All Right, The Avengers▶ 1:11:23
Jack NicholsonIMDb ↗Lb ↗7Bill Simmons, Chris Ryan, Shea SerranoChinatown, As Good as It Gets, The Departed▶ 12:50
Brad PittIMDb ↗Lb ↗6Bill Simmons, Chris Ryan, Sean FennesseyFight Club, 12 Monkeys, Mr. & Mrs. Smith▶ 5:14
Robert ForsterIMDb ↗Lb ↗5Bill Simmons, Chris Ryan, Sean FennesseyJackie Brown, The Descendants, Mulholland Drive▶ 13:22
Amy RyanIMDb ↗Lb ↗4Bill Simmons, Sean FennesseyGone Baby Gone▶ 34:59

Writers Referenced (6)

NameLinksMentionsMentioned byKnown ForFirst
Harvey WeinsteinIMDb ↗Lb ↗11Bill Simmons, Sean Fennessey, Chris RyanShakespeare in Love, The Hateful Eight▶ 2:46
William GoldmanIMDb ↗Lb ↗9Bill Simmons, Sean Fennessey, Shea SerranoButch Cassidy and the Sundance Kid, All the President's Men, The Princess Bride▶ 4:04
Patch AdamsIMDb ↗Lb ↗2Bill Simmons, Shea SerranoPatch Adams▶ 13:34
Harold RamisIMDb ↗Lb ↗1Chris RyanGhostbusters, Groundhog Day, Stripes▶ 1:01:37
James CameronIMDb ↗Lb ↗1Bill SimmonsAvatar, Aliens, Terminator 2: Judgment Day▶ 13:06
Jon FavreauIMDb ↗Lb ↗1Bill SimmonsChef, Iron Man, Swingers▶ 1:09:23

Cinematographers Referenced (1)

NameLinksMentionsMentioned byKnown ForFirst
Ryan O'ReillyIMDb ↗Lb ↗3Bill Simmons, Sean FennesseyThe Meg▶ 1:14:16