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THE REWATCHABLES · December 3, 2019

The Wolf of Wall Street

A 2013 drama / comedy directed by Martin Scorsese, covered in the complete Rewatchables archive.

DramaComedy2010sDirected by Martin Scorsese
Overall episode#109Source sheet order
Movie year20132010s
Tomatometer79%Critics’ score
Metacritic75View score
Roger Ebert—No review recorded
DirectorMartin ScorseseDrama / Comedy

FROM THE CONVERSATION

What they said about the movie

The hosts treat The Wolf of Wall Street as a maximalist, hilarious, and morally corrosive farce: a cautionary tale about addiction, money, and self-destruction that still rewards repeat viewing. They argue the movie’s excess, improvisation, and Scorsese freedom are the point, not flaws.
Based only on this episode’s transcriptTimes approximateSpeakers were clearly identifiedExplore the connections

WHY IT WORKS

What made it rewatchable

  1. 01McConaughey’s Mark Hanna scene functions as the movie’s thesis and is endlessly replayable. About 24 min
  2. 02The film is packed with quotable, fast-moving scenes that work individually on cable or YouTube. About 8 min
  3. 03Scorsese’s visual and tonal freedom makes the movie feel chaotic and alive on repeat viewings. About 8 min
  4. 04Jonah Hill and DiCaprio’s chemistry gives the movie a weird, durable comic rhythm. About 32 min
  5. 05The movie’s biggest set pieces escalate into memorable spectacle, especially the yacht and office-party sequences. About 32 min

WHAT DID NOT WORK

Their main criticisms

  1. minorThe soundtrack is overstuffed and sometimes feels mismatched to the scenes. About 40 min
  2. minorThe film is very long, and some viewers found the runtime excessive. About 8 min
  3. minorSome scenes, like Bernthal’s arrest sequence, feel narratively frustrating even if they are true. About 1:04
  4. minorThe ending cameo and some real-life integrations feel a little choppy or odd. About 1:20 · medium confidence

SCENES THEY KEPT COMING BACK TO

Standout moments

Favorite

Mark Hanna lunch

McConaughey introduces Jordan to Wall Street as an addiction machine built on coke, commissions, and reinvestment.

About 24 min
Favorite

Donnie meets Jordan / paycheck trade

Jonah Hill’s Donnie offers his loyalty in exchange for seeing a $72,000 paycheck, establishing the comic bond.

About 32 min
Favorite

Office bacchanalia and marching band

The office party escalates into surreal excess, then shifts into darkness as the fun becomes hellish.

About 32 min
Favorite

Steve Madden IPO speech

Jordan rouses the brokers with the 'telephone terrorists' speech and the Steve Madden push.

About 56 min
Favorite

Wedding/dance sequence

Leo’s dance-floor showmanship becomes a memorable comic flex.

About 56 min
positive

Mansion fight with Naomi

The argument and water-throwing scene show Jordan’s pathetic charm and Robbie’s control.

About 1:20
Favorite

Boat capsizes / quaaludes

Jordan refuses to sober up during a literal crisis, making the sequence both absurd and revealing.

About 32 min
positive

FBI yacht confrontation

Jordan taunts the agents from his yacht in a triumphant but doomed power move.

About 40 min
mixed

Leonardo’s final arrest/flight crash montage

The movie’s ending turns harsher and more violent, emphasizing collapse rather than triumph.

About 1:36
mixed

Final Belfort introduction cameo

The real Belfort’s appearance feels a little awkward and choppy, though thematically apt.

About 1:20 · medium confidence

WHERE THEY DISAGREED

The biggest debates

They agreed About 8 min

Is the movie a celebration of wealth or a critique of it?

Ryen Russillo

Rejects the celebration reading and says the movie is a cautionary tale about addiction and excess.

Chris Ryan

Agrees the movie makes the characters fun to watch, but that does not equal endorsement.

Sean Fennessey

Says the movie portrays horrible acts with awareness rather than moralizing them.

They partly agreed About 8 min

Does the runtime work?

Ryen Russillo

Feels the length can be a problem and that some viewers were right to notice it.

Chris Ryan

Says the runtime is justified because there is almost nothing he would cut.

Sean Fennessey

Agrees that cutting scenes is hard because the movie is built from excess.

They partly agreed About 40 min

Does the soundtrack help or hurt?

Chris Ryan

Thinks the score/soundtrack is too busy and one of the film’s few nits.

Sean Fennessey

Thinks the music’s excess is deliberate and aligned with the movie’s themes.

Ryen Russillo

Mostly sides with the idea that the movie is constantly pushing sensory overload.

They agreed About 8 min

Can this movie be judged by who likes it?

Sean Fennessey

Says audience anxiety about who enjoys the film is a real cultural issue but not a reason to reject the movie.

Chris Ryan

Warns against assuming liking the movie means endorsing the characters.

Ryen Russillo

Says viewers should not need their hands held to understand bad people on screen.

They partly agreed About 1:44 · medium confidence

Would Brad Pitt have worked as Jordan Belfort?

Ryen Russillo

Thinks Pitt could probably do it and might make Jordan less handsome, which could increase dislike.

Chris Ryan

Says DiCaprio’s attractiveness is part of the role’s function and usefulness.

Sean Fennessey

Says Leo’s star essence is integral to the movie’s engine.

15 People discussedActors, directors, writers, and producers
very favorableMartin ScorseseSean Fennessey: Praised as free, inventive, and still operating at a high level; the movie is seen as a signature Scorsese blast. About 8 min very favorableLeonardo DiCaprioChris Ryan: Viewed as the key star engine; he is funny, magnetic, and essential to making Jordan Belfort work. About 16 min very favorableMatthew McConaugheyChris Ryan: His Mark Hanna scene is treated as a thesis-level cameo and one of the film’s great performances. About 24 min very favorableJonah HillSean Fennessey: His Donnie Azoff performance is central, bizarre, and perfectly cast. About 32 min very favorableMargot RobbieSean Fennessey: Seen as a breakout discovery whose performance and star power were instant phenomena. About 32 min mixedRob ReinerChris Ryan: Praised for a funny, intense turn, but also singled out as the movie’s main overactor. About 1:20
favorableJohn BernthalSean Fennessey: His Brad is a great wrecking-ball supporting performance, especially in the diner and later scenes. About 1:20
favorableSpike JonzeChris Ryan: His investment-center scene is admired as a sneaky great comic bit. About 48 min
favorableBo DietlRyen Russillo: Seen as an authentic New York fixture who fits the film’s ecosystem of tabloid characters. About 1:12
favorableTerrence WinterChris Ryan: Credited with making the movie funny and structurally sharp, not just obscene. About 8 min
favorableThelma SchoonmakerSean Fennessey: Recognized as a key collaborator whose editing helps shape the movie’s energy. About 8 min neutralRodrigo PrietoSean Fennessey: Mentioned as the cinematographer in a factual intro rather than as a point of debate. About 8 min
favorableJohn FavreauChris Ryan: Discussed as an underrated supporting presence who helps articulate the film’s thesis. About 8 min
neutralKyle ChandlerSean Fennessey: Mentioned in passing as part of the film’s strong ensemble and FBI/subway material. About 48 min · medium confidence
neutralStephen KunchinRyen Russillo: Mentioned as the actor playing the figure in the film’s final-timeframe material. About 1:28 · low confidence
15 Conversation takesSpeakers shown only where the transcript identifies them
Chris RyanLoved it

The Wolf of Wall Street as a comedy

Argues that the movie is basically a three-hour stand-up farce and maybe Scorsese’s funniest film.

About 8 min
Ryen RussilloMixed

The movie’s length

Feels the runtime is a real issue for some viewers, even if he ultimately likes the movie.

About 8 min
Sean FennesseyLoved it

The movie’s moral framing

Defends the film’s right to depict awful behavior without moralizing in a simplistic way.

About 8 min
Chris RyanLoved it

Mark Hanna lunch

Calls it the thesis statement of the movie and one of the key reasons the film works.

About 24 min
Sean FennesseyLoved it

Scorsese’s style

Says the movie is a return to Scorsese’s maximalist authorial voice after Hugo.

About 1:28
Ryen RussilloLoved it

Leonardo DiCaprio

Says DiCaprio’s star power makes him impossible to resist, even while playing a terrible person.

About 16 min
Chris RyanDid not like it

Soundtrack selection

Criticizes the film for overusing music and jumping across eras too much.

About 40 min
Sean FennesseyLiked it

The film’s soundtrack

Defends the music as an extension of the movie’s excess and coked-out energy.

About 40 min
Chris RyanLoved it

Matthew McConaughey

Treats McConaughey’s performance as an unrepeatable ignition point for the whole film.

About 24 min
Ryen RussilloLoved it

The Wolf of Wall Street as a cautionary tale

Argues the movie is about addiction, money, and self-destruction more than simple hero worship.

About 8 min
Sean FennesseyLoved it

Naomi yacht capsizes

Considers the yacht crash and surrounding chaos one of the movie’s best scenes.

About 32 min
Chris RyanLoved it

I'm not leaving speech

Says the speech is both inspirational and disgusting, which is part of its power.

About 40 min
Sean FennesseyLoved it

Margot Robbie

Sees Robbie as a major discovery and praises her balance of toughness and vulnerability.

About 32 min
Ryen RussilloLiked it

Brad Pitt as a casting alternative

Thinks Pitt could work, but DiCaprio’s attractiveness and ability to push his image make him better for the role.

About 1:44 · medium confidence
Chris RyanLoved it

Voiceover and direct address

Argues the unreliability and fourth-wall-breaking are essential rather than a crutch.

About 56 min
5 ThemesThe larger ideas in the discussion

Addiction as structure

Money, drugs, and risk are framed as interlocking addictions that govern the whole movie.

About 8 min

Morality versus entertainment

The movie portrays horrible behavior but invites viewers to enjoy the energy without endorsing it.

About 8 min

Class and aspiration

Wall Street is treated as a place where status, excess, and wealth are normalized and desired.

About 16 min

Unreliable narration

Belfort’s voiceover and direct address are essential to placing viewers inside his distorted perspective.

About 56 min

Scorsese as auteur

The hosts treat the film as a self-aware Scorsese statement and a return to form after Hugo.

About 1:28
23 Facts and referencesProduction notes and other movies mentioned

Production note

The movie set a Guinness World Record for most F-words in a motion picture, with 506 uses.

About 1:28

Production note

The actors snorted crushed B vitamins for cocaine scenes.

About 1:28

Production note

Jonah Hill reportedly took only $60,000 for the role.

About 1:04

Production note

The film had roughly 400–450 VFX shots, unusually many for Scorsese.

About 1:28

Production note

The movie was allegedly financed with money stolen from Malaysia’s 1MDB fund.

About 1:28

Production note

Matthew McConaughey’s chest-beating was an improvised warmup and helped set the film’s tone.

About 1:28

Production note

Scorsese confirmed some drug scenes have intentionally odd continuity.

About 2:08

Mentioned with uncertainty

The final real-Jordan Belfort cameo is discussed as feeling awkward but thematically fitting.

About 1:20 · medium confidence

Goodfellas

Used as the main comparison for Scorsese’s glorification/ farce style.

About 8 min

The Big Short

Compared as another financial-crisis movie that found a way to make complex material entertaining.

About 24 min

Boiler Room

Mentioned as a closer tonal cousin to Wolf of Wall Street.

About 24 min

Wall Street

Referenced as the earlier Oliver Stone finance movie with a different focus.

About 16 min

The Town

Used to discuss regional identity and psychology of criminals.

About 16 min · medium confidence

Joker

Invoked as a contemporary example of moral panic around audience identification.

About 8 min

Field of Dreams

Used as shorthand for overly redemptive storytelling the hosts reject.

About 8 min

The Office

Referenced in the context of voiceover/direct-address style.

About 56 min · medium confidence

The Artist

Mentioned in the cast-what-if discussion around Jean Dujardin.

About 1:04

Inception

Used to illustrate DiCaprio’s range and commercial stature.

About 1:44

Titanic

Referenced as a possible apex-mountain candidate for DiCaprio.

About 1:44

The Revenant

Discussed as the role that finally won DiCaprio his Oscar.

About 1:44

Casino

Used as a prior Scorsese profanity benchmark.

About 1:28

99 Homes

Cited as a film about financial victims that few people watched.

About 2:00

Billion Dollar Whale

Used to explain the financing scandal around the film through 1MDB money.

About 1:28
10 Running jokes and short linesRecurring bits captured from the conversation

Long Island/Queens New Yorkness

The hosts repeatedly frame the movie as culturally specific to Queens and Long Island, especially in its appetites and social type.

About 16 min

'Telephone terrorists'

Jordan’s salesmen are jokingly elevated into a quasi-military unit by his speechmaking.

About 56 min

'Sea otter' / 'quaalude king of Bayside'

Bernthal’s Brad becomes a recurring comic label that captures his sleazy energy.

About 1:20

Greg-sprinkles analogy

The hosts compare Donnie’s function to Cousin Greg from Succession: implausible but scene-enhancing.

About 32 min · medium confidence

Old Man Ferrari

A side tangent about Craig Kilborn’s Instagram catchphrase becomes a separate bit.

About 1:12 · low confidence

Speaker not identified

“I jerk off at least twice a day.”
About 48 min

Speaker not identified

“I'm not leaving. I'm not fucking leaving!”
Opening minutes

Speaker not identified

“You gotta feed the geese to keep the blood flowing.”
About 48 min

Speaker not identified

“Sell me this pen.”
Opening minutes

Speaker not identified

“I'm gonna be rich. I'm gonna get there.”
About 16 min · medium confidence

MAKE IT A MOVIE NIGHT

Where to watch

UNITED STATES

Checking where The Wolf of Wall Street is available…

WHAT TO WATCH NEXT

Movies to watch before and after.

Three movies to watch before The Wolf of Wall Street, and three to watch next.

Finding six movies…Three to watch first and three to watch next.
Includes a Rewatchables episodePosters from TMDB.

ON THE MIC

3 voices on this episode

Chris Ryan headshotChris RyanThe Rewatchables
Sean Fennessey headshotSean FennesseyThe Rewatchables
Ryen RussilloThe Rewatchables

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