October 04, 2021

The re-'Departed'

The Ringer's Bill Simmons, Chris Ryan, and Sean Fennessey have got this rat – this gnawing, teething rat – and need to rewatch the 2006 Best Picture-winning film 'The Departed,' starring Leonardo DiCaprio, Matt Damon, Jack Nicholson, and Mark Wahlberg, and directed by Martin Scorsese.

Movie poster

Cast

Leonardo DiCaprio as Billy Costigan

Matt Damon as Colin Sullivan

Jack Nicholson as Frank Costello

Mark Wahlberg as Sgt. Dignam

Alec Baldwin as Cpt. Ellerby

Martin Sheen as Cpt. Queenan

Ray Winstone as Mr. French

Vera Farmiga as Dr. Madolyn Madden

James Badge Dale as Trooper Barrigan

Mark Rolston as Fitzy

Kevin Corrigan as Costigan's cousin

Directed by: Martin Scorsese

Written by: William Monahan

Cinematography by: Michael Ballhaus

Notes

  • This is a redo – they did 'The Departed' four years earlier as one of the first Rewatchables but didn't have most categories, talked only 50 minutes, and didn't have Sean. Bill felt they didn't do it justice.
  • Russillo and Van Lathan both think 'The Town' is better than 'The Departed' and declined to participate. Bill admits he personally likes 'The Town' more but considers this more rewatchable.
  • Sean calls it 'the Irish Godfather' – by default, since there aren't many Irish gang movies starring Irish people (including this one, for the most part).
  • Sean's movie theory: there are hang glider movies (you soar and can look in any direction) and zipline movies (hurtling toward the conclusion). 'The Departed' is a zipline movie – 'the messiest Martin Scorsese movie by a wide margin,' but never boring.
  • Chris's Vera Farmiga theory from the first podcast: she's attracted to both men because they represent two sides of the male psyche – Costigan is a raw nerve who feels everything, Sullivan is a sociopath who constructs his identity and is always performing. It's 'two ways of interfacing with the world.'
  • $291.5 million box office. Won Best Picture, Director, Screenplay, and Editing at the Oscars. Wahlberg nominated for Best Supporting Actor for roughly four days of work.
  • Leo not being nominated for Best Actor is 'insane' – the studio backed 'Blood Diamond' instead, and he got nominated for that. All three hosts consider it one of Leo's best performances.
  • Horrible Oscar year: other Best Picture nominees were Babel, Letters from Iwo Jima, Little Miss Sunshine, and The Queen. Sean says the lineup should have been Borat, Children of Men, Little Children, Pan's Labyrinth, and 'The Departed'.
  • Leo getting shot in the elevator was one of the most shocking theater moments any of them experienced. Bill: 'On a scale of one to G Baby, this was a nine and a half.' Bill's wife, rewatching: 'Oh, I forgot that was going to happen.'
  • Scorsese had Spielberg, Lucas, and Coppola present him the Best Director Oscar – a genuinely nice moment. Sean notes the Bong Joon-ho moment years later when the whole crowd stood and applauded Scorsese.
  • Scorsese said he was surprised the film won – never thought about awards while filming it, thought it was too nasty and violent and was a remake. His speech referenced his mechanic asking him 'When are you going to win one?'
  • Leo said the one-on-one scene with Nicholson was 'one of the most memorable moments of my life.' DiCaprio tried to play the character like someone having a 24-hour panic attack.
  • Scorsese officially breaks the record for characters hitting another character with a highball glass – approximately the seventh movie where it happens.
  • The X motif: everyone who's about to die has X's somewhere in the frame – crossbeam supports in the airport walkway, taped windows, behind Costigan's head in the elevator, the carpeted floor in the final scene.
  • The shower scene where Sullivan turns on the water before Madeline listens to the Costigan tape uses the same three shots as Psycho's infamous shower scene – Scorsese's nod to Hitchcock.
  • Bill's sore spot: Nicholson refused to wear a Red Sox hat and banned them from set. Bill is outraged – 'You've killed Scatman Crothers with a fucking axe. You're playing a guy who's a murderer, but the Red Sox hat is too much?' Craig found a photo of Whitey Bulger wearing a Red Sox hat.
  • Bill's riff on Hollywood's inability to get Whitey Bulger right: 'This is the all-time layup. The easiest piece of content. And then he ends up in Santa Monica in a two-bedroom.'
  • The movie was shot mostly in New York. The Chinatown chase scene is 'so obviously New York.' This inspired Massachusetts to create a 25% filmmaking tax credit, leading to 15 years of movies actually being filmed in Boston.
  • First Best Picture winner not released on VHS.
  • 238 uses of the F-word.
  • Last Scorsese/Michael Ballhaus cinematography collaboration. After this, Scorsese worked with Robert Richardson then Rodrigo Prieto – 'there's a reason the Irishman looks nothing like 'Goodfellas'.'
  • Monahan discussed a sequel set before, during, and after the action of the first film – essentially showing events from different perspectives. Bill is amazed Wahlberg hasn't talked Netflix into a Dignam sequel.

Categories

Roger Ebert's review

Quote from Rog's review:

Although many of the plot devices are similar in Scorsese's film and the Hong Kong original, this is Scorsese's film all the way because of his understanding of the central subject of so much of his work: guilt.
Most re-watchable scene
  • Bill: Wahlberg and Baldwin fucking with Leo during the recruitment/interrogation – 'Tell me, what's a lace curtain motherfucker like you doing in the Staties?' The whole sequence with Baldwin staring and Leo just under attack.
  • Bill: The cranberry juice scene – Ray Winstone crushing it, the callback later when Nicholson asks the same thing, the guy he smashes the glass on.
  • Bill: The driving range scene with Baldwin ('Marriage is an important part of getting ahead. Lets people know you're not a homo') going right into the porn theater going right into Nicholson and the rat.
  • Bill: 344 Washington – Sheen falling to his death, the body hitting in slow motion, blood splattering over Leo, then the van driving over the body. Going right into Wahlberg quitting: 'The world needs plenty of bartenders.'
  • Bill: Leo vs Damon on the rooftop – the triple shooting, the elevator, the entire last sequence.
  • Sean: The end-of-movie rooftop confrontation, cross, triple cross, and elevator sequence – the best executed sequence in the film.
  • Sean: The first Wahlberg/Leo interrogation and Baldwin on the driving range – 'the movie is at its most fun when Wahlberg or Baldwin are giving someone shit.'
  • Chris: Frank meets Billy in the bar with Let It Loose playing – his favorite Stones usage in the film.
  • Chris: The Billy/Madeline comfortably numb sex scene – 'one of the very few and very good love scenes in a Scorsese movie.'
  • Chris: French and Frank talking about who's reliable – 'I thought my wife was reliable.' 'She wasn't.' Then the cutaway to him murdering her.
What aged the best?
  • Leo vs Damon – two generational rivals at their peaks in the same movie. 'This is LeBron Durant.' They barely saw each other during production (Leo shot at night, Damon during the day) and have essentially one physical scene together.
  • Damon's performance – underrated, effortlessly the villain. Sean: 'He's so effortlessly unlikable, insecure. You're constantly trying to figure out what's wrong with him.' Nobody would put this in a top-five Damon list, but he's excellent. Best roles are often villains: 'School Ties', Ripley, The Informant.
  • Damon as the best Boston accent guy ever – his Sullivan accent has degrees, subtly pretending to not have an accent while it slips out in the wrong spots.
  • Baldwin and Wahlberg running anything – the dream duo that could never happen in an HR department.
  • Baldwin's 'Go Fuck Yourself' – Bill says just pop up the YouTube clip.
  • Scorsese breaking the highball glass record – approximately the seventh movie where a character hits someone over the head with one.
  • The line: 'You're a Black guy in Boston. You don't need my help to be completely fucked' – a subtle, smart Boston observation.
  • The credits coming 18 minutes into the movie.
  • Nicholson's death scene – the running is the funniest part of the movie.
  • Damon's hatred for firemen: 'These fucking guys. That's the first time they got pussy in the history of fire. All pussy.'
What aged the worst?
  • The rat at the end – Bill: 'Marty, if you're listening, you're better than the rat.' Sean defends it as the final maximalist note in a deliberately maximalist movie. Chris thinks the body double for dead Damon not looking like Damon aged even worse.
  • Nicholson refusing to wear a Red Sox hat – Bill's biggest gripe. 'It's a Boston movie with a gangster from Boston who won't wear a Red Sox hat.'
  • Nicholson's race monologue – 'just awful, should have been cut out.'
  • The dildo in the porn theater – inexplicable. The cocaine opera scene – 'just fucking bonkers.' Both were Nicholson's ideas.
  • Bad Boston accents: Vera Farmiga abandons hers after an hour; Martin Sheen can't get it straight; Nicholson's not even close. Bill: just make Farmiga's character from anywhere, who cares?
  • Flip phones as a central plot device – 'just weird to see in a movie.' Damon texting in his pocket could never happen with an iPhone.
  • Chinese microprocessors as the crime MacGuffin – Bill: 'Why is Whitey Bulger dealing in microprocessors? This should have been drugs and guns.'
  • Gimme Shelter used for the third time in a Scorsese movie, and played three different times/looped weirdly within this one – it's become a crutch.
  • Wahlberg's hair – Bill theorizes this was the last movie before he 'found the guy.'
  • The state house view from Damon's apartment – completely invented, would be in the middle of Boston Common. Bill: 'When people bastardize Boston, it bothers me.'
  • The Chinatown chase scene shot so obviously in New York – 'There is no part of Boston that even looks like that.'
  • The Combat Zone/porn theaters were gone by the time period shown – the Patriot Act reference means at least 2002, and they'd been cleaned up by then.
  • Nicholson's John Lennon speech – 'Let me tell you something about John Lennon' while Well, Well, Well plays on the soundtrack. Sean: 'Whitey Bulger's thoughts on John Lennon. Give me a break.'
Casting what-ifs
  • Brad Pitt bought the producing rights and was going to play the Damon part, then decided he might be too old and went to do Babel.
  • Scorsese wanted Al Pacino for Costello – would have been his first time working with Pacino. Pacino turned it down; Nicholson was second choice.
  • Ray Liotta was the original choice for Dignam, had to decline due to other commitments: Smokin' Aces, Comeback Season, Local Color, and Even Money. Sean is devastated Liotta never reunited with Scorsese.
  • Dennis Leary was the second choice for Dignam, couldn't do it either. Then Wahlberg got the part.
  • Alec Baldwin's role was offered to Mel Gibson, who chose Apocalypto instead. Scorsese said he'd always wanted to work with Baldwin.
  • The Martin Sheen part (Queenan) was supposed to be Robert De Niro, who was making The Good Shepherd.
  • The RZA was supposed to play Anthony Anderson's role – scheduling conflicts.
  • Leo was originally in The Good Shepherd but dropped out for Billy Costigan. Matt Damon then took Leo's Good Shepherd role.
  • Bill's alternate dream cast: Leo, Pitt, Pacino, Liotta, De Niro, Mel Gibson, and the RZA.
  • Sean: would prefer Wahlberg over Liotta for Dignam but sad about the missed Scorsese reunion.
  • Sean: would 100% prefer Baldwin over Gibson. 'This movie kind of revives Baldwin.'
  • All three prefer De Niro over Sheen for Queenan.
Best "that guy"
  • Winner: Boggs / Delahunt (Mark Rolston) – 'I could be a friend to you.'
  • Kevin Corrigan as Costigan's cop magnet cousin – Chris Ryan all-time favorite. The back porch scene with the $80K insurance money.
  • Ray Winstone as Mr. French – Sean argues he's too big a name. Bill: 'Craig doesn't know who Ray Winstone is. I can't help that.' Also not actually Irish.
  • Fitzy (David O'Hara) and James Badge Dale (Trooper Barrigan) – 'I'm fucking embarrassed, man. Think of the fucking size of that dog.'
  • Chris's deep-cut pick: J.C. MacKenzie as Damon's realtor – 'Are you married? Does your wife have money?'
Over-acting award
  • Winner: Jack Nicholson – 'When I say put a body in the marsh, you put a body in the marsh.' He's over the top in every scene.
  • Runner-up: Alec Baldwin.
  • Honorable mention: Leo walking through Logan Airport – 'Do you actually want me dead? There is a rat in your unit.'
Best "heat check" performance
  • Bill: Wahlberg wins. He's in maybe eight scenes total but is the most memorable actor in the movie. Sean calls it the second-best use of Wahlberg of all time after 'Boogie Nights' – he taps into being 'a mean motherfucker from Boston, kind of mean for no reason.'
  • Chris: Wahlberg is so good it makes you forget Dignam makes no sense – he abuses the guy sacrificing his life, gets fired without helping, then appears for the payoff in the last shot.
  • Kevin Corrigan, Baldwin, and Mr. French also discussed.
Re-casting couch
  • Gene Hackman for Nicholson as Costello – imposing, can underplay, has played bastards. Bill: 'I'd rather roll the dice with Hackman than have Nicholson in this.' Sean agrees he's the choice.
  • Bill argues Nicholson's performance doesn't work – he's not nominated for an Oscar in a movie that wins Best Picture and Best Director, 'which means something went wrong.' You need someone with real weight in that part, and Nicholson is just all over the place.
  • Sean defends that you need someone with Nicholson's stature for Leo to call the scene 'one of the most memorable moments of my life.'
  • James Badge Dale – Bill thinks Barrigan should have been played by someone more recognizable so the payoff works better. Sean disagrees, thinks it works because you forget about him.
Half-assed (internet) research
  • Ray Winstone has said publicly that he and Nicholson did not get along on set.
  • Nicholson requested the role be 'more than a gangster' – that's when Monahan came up with basing it on Whitey Bulger.
  • Ray Winstone was supposed to be Jimmy McNulty on The Wire – turned it down because he didn't want to move to Baltimore.
  • The window view behind the rat was Scorsese's nod to classic gangster films: Little Caesar, Scarface, and White Heat.
  • Frank walks off with the angel kids and there's a yacht in the background – the same yacht from Wolf of Wall Street.
  • Scorsese and the crew initially tried to shoot the movie in a more Hong Kong-influenced style with whip pans, then realized it wasn't working after a couple weeks and changed approach.
  • Sullivan turning on the shower before Madeline listens to the Costigan tape – same three shots as Psycho's shower scene.
  • Two different dates of birth on Costigan's computer record – how did nobody notice?
  • Costello's lawyer giving Costigan the tapes is a massive plot contrivance glossed over in one line.
Apex Mountain
  • Leo – yes. 'Blood Diamond' in the same year. Bill: 'I was not convinced he could play roles like this. In two and a half hours, he convinced me he could do anything.' This is the 1992 Dream Team and he's the best guy on the team.
  • Dropkick Murphys – 'Fucking A, yes.' Same year Papelbon starts using them as entrance music. Shipping Up to Boston becomes the Red Sox anthem forever. Bill makes fun of the Mighty Mighty Bosstones for losing out.
  • Martin Scorsese – debatable. Sean makes the case: this redefined him as a commercially successful filmmaker. After this, it's understood he 'deserves $100 million for every production.' Without this, he's Charles Barkley – the guy who never won the chip.
  • Matt Damon – no.
  • Jack Nicholson – no. This is basically the end of his career; he makes The Bucket List the next year and then it's over. 'Magic Johnson in the 1996 playoffs with the Lakers.'
  • Mark Wahlberg – no.
  • Alec Baldwin – no, it's 30 Rock.
  • Vera Farmiga – no, it's 'The Conjuring'.
  • Comfortably Numb (Van Morrison live version) – debatable. The original release is probably bigger.
  • Combat Zone / porn theaters in Boston – Bill goes on a lengthy riff about the seedy area near the old Boston Garden and how his dad told him 'don't worry about it.'
  • Kevin Corrigan – Apex Mountain for cop magnet cousins.
  • Southeast Boston as a movie center – no, it's been done better.
Picking nits
  • Why does Costigan agree to such a terrible deal? He's bullied into going undercover by Dignam and Queenan. Sean's dad was an undercover cop – you don't get bullied into it. There should have been some fuckup in his record that made it his only option.
  • More unrealistic: Sheen not realizing Damon is the rat – Damon literally steps away to 'call his dad' during every key moment, jumps into interrogations, tells people to turn cameras off – or Costello not realizing Leo is the rat?
  • Leo sees the Citizens Bank envelope but doesn't take it – supposedly has a 1400 SAT and completely botches the most important 90 seconds of his life.
  • Costello's lawyer giving Costigan the tapes is said in one quick line and makes no sense.
  • The state house view from Damon's apartment is genetically invented – doesn't exist from any angle in Beacon Hill.
  • The Combat Zone and porn theaters are an anachronism – they'd been gone for five or six years by the time period shown in the movie.
Sequel, prequel, prestige TV or untouchable?
  • Chris: Would make it a limited series, not multi-season – it's too exhausting at this pace, would need to be more like True Detective.
  • Sean: It's a 'light the wick' movie – you need to get to the explosion before you feel satisfied.
  • Bill flips the question: Could this be remade as a 10-episode Dignam show with Wahlberg? 'Definitely true.'
(Probably) unanswerable questions
  • Why is Damon impotent? Sean: It ties into everything in Colin's life being a lie and a performance – he's not a person, everything he does is hiding something else.
  • Whose baby was Madeline carrying at the end? Chris: Colin's. Bill: Leo's – 'He took her to places Damon just couldn't.'
  • What happens if Costigan doesn't see the Citizens Bank envelope? Sean: 'The movie ends. But Matt Damon has more impotence scenes.' Bill: 'We cut back to the bedroom where Damon can't get it up again and that's just the end of the movie.'
  • Why didn't Madeline turn in Sullivan at the end? She has all the evidence. Sean: She's carrying his baby and doesn't want the father of her child in prison.
  • If Damon and Leo switched parts, is the movie better or worse? All three: worse. Chris: 'Nobody could do that part better than DiCaprio.' Bill: Damon could do the Costigan part (it's basically Will Hunting who wants to be a cop), but Leo couldn't do the Sullivan part as well.
What memorabilia would you want (or not want!) from the movie?
  • Chris: the flip phone.
  • Sean: a briefcase full of microprocessors.
  • Bill: the Damon American flag hat from the porn theater scene – 'Really nice hat. Haven't seen that in a store.'
Who won the movie?
  • Disputed. Bill and Chris: Leo. Sean: Martin Scorsese – he won Best Director and Best Picture, made $300 million, convinced the two biggest movie stars in America to play opposite each other, and achieved what he'd been wanting for 30 years.
  • Sean's argument: Without 'The Departed', Leo still has 'Titanic', 'Catch Me If You Can', and the 'Blood Diamond' nomination. Without 'The Departed', Scorsese becomes Charles Barkley – never won the chip. He probably doesn't get $200 million for The Irishman.
  • Bill ultimately concedes: 'I see the Scorsese case. He wins from a career standpoint, but Leo wins the movie.' They half-agree it's a tie.