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THE REWATCHABLES · December 16, 2024

The Gambler

A 2014 thriller / drama / crime movie directed by Rupert Wyatt—and decision no. 36 in the Hanks–Cruise tape.

ThrillerDramaCrime2010sDirected by Rupert Wyatt
The Gambler2014MOVIE

ON THIS EPISODE

Podcast episode#374No. 385 overall
Movie year20142010s release
Tomatometer43%No. 106 of 128 tracked
Metacritic55View score
Roger Ebert—No review recorded
State of the raceHanks led by 219–17 · 0 ties

FROM THE CONVERSATION

What they said about the movie

The episode argues that The Gambler is a weird, dense, underseen mid-2010s movie about self-destruction, genius, and living in a 'fuck you' position, not just about gambling. The hosts think repeated viewings reveal more of William Monahan's writing, Rupert Wyatt's direction, and the movie's odd emotional logic, even as they criticize the gambling mechanics, some casting choices, and a few implausible sports details.
Based only on this episode’s transcriptTimes approximateSpeakers were clearly identifiedExplore the connections

WHY IT WORKS

What made it rewatchable

  1. 01Dense dialogue and idea-driven scenes reward repeat viewing. Opening minutes
  2. 02Mark Wahlberg's strange, committed performance creates fascination and rewatch value. About 8 min
  3. 03John Goodman's 'fuck you' speech is treated as an all-time rewatchable scene. About 32 min
  4. 04The movie's underground Los Angeles locations and mini-worlds are appealing. About 32 min
  5. 05The movie becomes more interesting with repeat passes because its themes become clearer. About 8 min

WHAT DID NOT WORK

Their main criticisms

  1. moderateThe gambling scenes are not as exciting or strategically rich as expected. About 40 min
  2. moderateWahlberg's classroom speech can play as awkward or unintentionally funny. About 40 min
  3. moderateThe Brie Larson relationship feels under-motivated. About 1:12
  4. minorSome sports details and game logic are implausible. About 1:12
  5. minorWahlberg's haircut and some stylistic choices are distracting. About 1:12

SCENES THEY KEPT COMING BACK TO

Standout moments

Favorite

Opening blackjack run

Jim immediately walks into the casino and begins a volatile blackjack run that establishes his self-destructive streak.

About 40 min
Favorite

First classroom speech on genius

Jim eviscerates the class with an argument that genius is rare and mediocrity is for electricians.

About 40 min
Favorite

John Goodman's first loan-shark scene

Goodman shaves his head and confronts Jim about his choices in a scene that turns into philosophy.

About 24 min
Favorite

Goodman's 'fuck you' speech

Goodman explains the value of having enough money to tell bosses and creditors to get lost.

About 32 min
positive

Jim and Lamar conversation

Jim meets the student-athlete and discusses the student's future and Jim's own dissatisfaction.

About 32 min
positive

Casino run with Brie Larson

Jim and Amy spend time at the casino, where the movie shows Jim escalating toward ruin.

About 48 min
mixed

Point-shaving basketball game

The underlit college game and cash handoff create tension, but the sports logic draws criticism.

About 1:12
Favorite

Final roulette bet

Jim bets big on black, wins, and seems to finally move toward freedom and resolution.

About 40 min

WHERE THEY DISAGREED

The biggest debates

They left it as a friendly argument About 8 min

Is Wahlberg the right actor for Jim Bennett?

Bill Simmons

He may be perfect because his limitations and weirdness make the movie fascinating.

Chris Ryan

He is both oddly right and obviously not the best possible choice, so the tension is part of the pleasure.

They agreed About 8 min

Is the movie fundamentally about gambling or self-destruction?

Chris Ryan

The gambling is mainly a vehicle for self-annihilation.

Bill Simmons

The movie is interested in ideas and destruction more than betting mechanics.

They partly agreed About 40 min

Does the movie need more gambling detail?

Bill Simmons

He wanted more gambling juice and more exciting card-play.

Chris Ryan

The movie doesn't care that much about gambling strategy, which is why it disappoints and also works.

They partly agreed About 1:12

Would Brie Larson's character be better cut out?

Bill Simmons

The Lamar relationship may be more interesting; Brie Larson feels underwritten.

Chris Ryan

Her scenes are part of the movie's thematic structure, even if not fully motivated.

15 People discussedActors, directors, writers, and producers
mixedMark WahlbergBill Simmons: Seen as both perfectly weird for the role and possibly miscast; his limitations and strange choices are part of the appeal. About 8 min favorableBrie LarsonChris Ryan: Praised as effective and a major reason the movie has extra life, though the character motivation is questioned. About 8 min very favorableJohn GoodmanBill Simmons: Celebrated for his memorable supporting role and especially the 'fuck you' speech. About 24 min favorableMichael K. WilliamsChris Ryan: Praised as a great supporting presence and one of the movie's best performers. About 24 min
very favorableWilliam MonahanBill Simmons: Framed as the key creative force; the hosts admire his dialogue, riffs, and literary preoccupations. About 16 min
favorableRupert WyattBill Simmons: Credited for strong direction and Los Angeles visuals, though the film did not lead to a bigger career path. About 40 min
favorableJames CaanChris Ryan: Referenced as the model for the original Gambler energy and swagger. About 8 min criticalWesley MorrisBill Simmons: His old Grantland review is quoted as a key critical counterpoint to the hosts' enthusiasm. About 40 min neutralGeorge KennedyBill Simmons: Mentioned in casting/trivia as having this as his last film. About 1:04 favorableJessica LangeBill Simmons: Liked in the film, though the tennis material is mocked as weak. About 1:04 · medium confidence
mixedEmery CohenChris Ryan: Praised as cool and committed, though Bill jokes about the character's odd energy. About 1:12
neutralDenzel WashingtonChris Ryan: Referenced only as a comparison point for what kind of actor might have handled the part differently. About 8 min
favorableJoe BernthalChris Ryan: Used as a fantasy-casting choice, with Chris arguing he would have been ideal for Jim Bennett. About 8 min
favorableTom CruiseBill Simmons: Suggested as an alternate casting choice and judged to be the easiest 'Cruise' in a while. About 1:20 neutralRoger EbertBill Simmons: Referenced through a mock ChatGPT-generated review summary and a two-star link mention. About 48 min
14 Conversation takesSpeakers shown only where the transcript identifies them
Bill SimmonsLiked it

The Gambler overall

Calls it a weird, underappreciated movie that has grown on him and rewards repeat viewing.

Opening minutes
Chris RyanLiked it

The Gambler overall

Agrees it is a movie of ideas with dense talk and strange pleasures, not a conventional gambling thriller.

Opening minutes
Chris RyanMixed

Mark Wahlberg

Argues Wahlberg is weirdly right for the part in some moments and obviously limited in others.

About 8 min
Bill SimmonsLoved it

John Goodman

Treats Goodman as the standout supporting actor and the emotional/philosophical anchor of the film.

About 24 min
Chris RyanLoved it

Michael K. Williams

Sees Michael K. Williams as an ideal supporting presence whose scenes deepen the movie's ideas.

About 24 min
Bill SimmonsMixed

Wahlberg's classroom speeches

Loves the writing but thinks Wahlberg's delivery can border on funny rather than transcendent.

About 40 min
Chris RyanLiked it

Gambling as self-destruction

Reads the movie as using gambling only as a vehicle for Jim's wish to destroy himself and maybe be reborn.

About 8 min
Bill SimmonsLoved it

William Monahan's writing

Admires the screenplay as riff-heavy, literary, and full of ideas borrowed from Monahan's interests.

About 16 min
Chris RyanLiked it

Rupert Wyatt's direction and Greg Fraser's cinematography

Thinks the movie is superbly made, with especially strong Los Angeles imagery and underworld geography.

About 40 min
Bill SimmonsLiked it

Brie Larson

Likes her presence but wonders if the romance was underwritten or cut down.

About 1:12
Bill SimmonsMixed

Jim Bennett

Thinks Jim is compelling as an honesty-obsessed, self-destructive character but hard to fully explain.

About 16 min
Chris RyanLoved it

Goodman shaving his head and the 'fuck you' speech

Calls it the best scene and one of the film's core statements of philosophy.

About 24 min
Bill SimmonsLiked it

The final roulette run

Finds the black-jack-into-roulette sequence a masterful, entertaining stretch even if the gambling realism is shaky.

About 40 min
Chris RyanLiked it

casting and supporting performers

Feels the movie is lifted by a deep bench of strong actors who keep outplaying the star in scene after scene.

About 24 min
5 ThemesThe larger ideas in the discussion

Self-destruction versus rebirth

Jim Bennett seems to want either annihilation or transformation, and the movie treats gambling as an expression of that urge.

About 8 min

Genius and mediocrity

The movie keeps returning to the idea that only a tiny number of people are truly gifted and everyone else is rationalizing mediocrity.

About 24 min

Truth-telling as a character trait

Jim is framed as unusually honest, even with bookies, which makes him more a philosophical figure than a conventional con man.

About 16 min

The 'fuck you' position

The movie's morality is summarized as needing enough security to reject bosses, debt, and servitude.

About 32 min

LA as a secret underworld

The film's pleasure comes partly from descending into hidden rooms, back halls, and illegal spaces inside familiar Los Angeles.

About 32 min
23 Facts and referencesProduction notes and other movies mentioned

Production note

Mark Wahlberg reportedly lost 61 pounds for the role, going from 198 to 137.

About 1:20

Production note

George Kennedy's final film was The Gambler.

About 1:04

Production note

The film was shot with cinematography by Greg Fraser.

About 40 min

Production note

Bill and Chris think the movie was adapted very closely from William Monahan's screenplay.

About 40 min

Production note

The basketball game sequence is a point-shaving setup with a bag of cash in the locker.

About 1:12

Production note

The final roulette result is described as 22 black, echoing The Sting.

About 1:20

Production note

Bill and Chris think the movie's LA geography is hard to track, but intentionally cool.

About 40 min

Production note

The script had a cut character played in draft by Leland Orser.

About 1:12 · medium confidence

Dostoyevsky

The film is described as drawing from Dostoyevsky and existential ideas.

Opening minutes

The Stranger

Used as a philosophical touchstone for the film's ideas about existence and self-destruction.

About 16 min

Boogie Nights

Referenced as one of Wahlberg's major earlier prestige roles and a benchmark for his career.

About 8 min

The Departed

Referenced as part of Wahlberg's prestige-actor path and Monahan's writing resume.

About 8 min

Rounders

Used as a comparison for hidden gambling rooms and casino underworld spaces.

About 32 min

Heat

Used as a model for a cool-LA underworld and deep-synth urban atmosphere.

About 32 min

John Wick

Referenced for its high-class underworld worldbuilding.

About 32 min

The Social Network

Used to critique the 'Creep' needle drop as borrowed from a more iconic use.

About 56 min

Three Days of the Condor

Discussed as a 70s classic that should not be remade into TV.

About 48 min

Carry On

Mentioned as a newer title one host was going to watch immediately after recording.

Opening minutes · medium confidence

Den of Thieves 2: Pantera

Serves as a sponsor-style comparison and a heist-movie tangent.

About 40 min

Rain Man

Raised while searching for the best blackjack scene in movies.

About 1:20

21

Mentioned as a blackjack-centered film during the best-blackjack-scene discussion.

About 1:20

The Wire

Used as shorthand for Michael K. Williams's fame and legacy.

About 24 min

Con Air

Mentioned in a sidebar about Nicolas Cage-style villain casting and star turns.

About 48 min · medium confidence
11 Running jokes and short linesRecurring bits captured from the conversation

Todd McShay promo / ad break banter

The episode opens with long promo and ad-copy chatter before getting to the movie.

Opening minutes

'Cranking' / Ringer TV riff

A small recurring joke about 'cranking it' on YouTube and the Ringer TV channel.

Opening minutes · medium confidence

Bernthal fantasy casting

Chris repeatedly insists the role would have been perfect for Jon Bernthal.

About 8 min

Sports consultant / game logic nitpicks

Bill repeatedly frames himself as a consultant who would fix the basketball and blackjack details.

About 40 min

Cereal tangent

The hosts go on a long detour about favorite cereals, milk, and cereal's place in life.

About 56 min

Danny Hurley screaming bit

Bill imagines Danny Hurley as the coach during the point-shaving game and turns it into a comic rant.

About 1:12

Speaker not identified

“A wise man's life is based around fuck you.”
About 32 min

Bill Simmons

“If you're not a genius, don't bother.”
About 40 min

Chris Ryan

“This is a movie about ideas.”
Opening minutes

Bill Simmons

“I am a scumbag gambler who is drowning”
About 32 min

Chris Ryan

“You don't come here for protection”
About 40 min

MAKE IT A MOVIE NIGHT

Where to watch

UNITED STATES

Checking where The Gambler is available…

WHAT TO WATCH NEXT

Movies to watch before and after.

Three movies to watch before The Gambler, 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

2 voices made the call

Bill Simmons headshotBill Simmons125 tracked appearances · 56 H / 64 C / 5 ties
Chris Ryan headshotChris Ryan77 tracked appearances · 36 H / 38 C / 3 ties

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