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THE REWATCHABLES · March 14, 2023

Bad Boys

A 1983 drama / crime directed by Rick Rosenthal, covered in the complete Rewatchables archive.

DramaCrime1980sDirected by Rick Rosenthal

ON THIS EPISODE

Overall episode#299Source sheet order
Movie year19831980s
Tomatometer89%Critics’ score
Metacritic53View score
Roger Ebert—No review recorded
DirectorRick RosenthalDrama / Crime

FROM THE CONVERSATION

What they said about the movie

The episode argues that Bad Boys is a grimy, unusually powerful coming-of-age prison movie that helped announce Sean Penn as a major actor. Bill and Chris focus on its dark energy, prison hierarchy, and Penn’s physical, immersive performance, while also noting its rough edges and brutal violence.
Based only on this episode’s transcriptTimes approximateSpeakers were clearly identifiedExplore the connections

WHY IT WORKS

What made it rewatchable

  1. 01Sean Penn’s star-making performance feels physical, intense, and unlike anything most actors could do today. About 8 min
  2. 02The prison/juvie hierarchy and point system create a vivid mini-society that is fun to revisit. About 24 min
  3. 03The movie delivers multiple standout set pieces, especially the soda-can beating and the final fight. About 24 min
  4. 04Its grimy Chicago atmosphere and dark tone give it a distinct identity unlike brighter 80s teen movies. Opening minutes

WHAT DID NOT WORK

Their main criticisms

  1. minorThe title now causes confusion because of the later Will Smith and Martin Lawrence franchise. About 32 min
  2. majorThe rape/sexual assault sequence is extremely brutal and hard to watch. About 40 min
  3. minorThe pre-prison Chicago setup drags slightly compared with the prison material. About 1:04 · medium confidence
  4. minorSome elements have aged out, including boombox culture and manual steering gags. About 40 min

SCENES THEY KEPT COMING BACK TO

Standout moments

positive

Opening Chicago robbery and accidental killing

Mick's early robbery goes wrong, establishing his recklessness and setting the plot in motion.

About 24 min
Favorite

Juvie intake and point-system explanation

The one-shot introduction to the prison rules and spit parade is praised as iconic.

About 24 min
Favorite

Soda-can beating in the cafeteria

Mick's use of soda cans in a two-on-one fight is singled out as one of the film's great action scenes.

About 24 min
positive

Horowitz telling Mick he is barn boss

Horowitz explains the prison economy and Mick immediately steps into power.

About 32 min
Favorite

Boombox explosion

Viking's music player explodes, creating one of the movie's most memorable payoffs.

About 32 min
Favorite

Final fight between Mick and Paco

The climactic prison fight is described as brutal, long, and satisfying.

About 32 min

WHERE THEY DISAGREED

The biggest debates

They agreed About 24 min

Which scene is the rewatchable centerpiece

Bill Simmons

Chooses the soda-can beating as the standout sequence.

Chris Ryan

Agrees the soda-can beating is best, though he also values the final fight.

They partly agreed Opening minutes

Whether the movie fades because of style or content

Bill Simmons

Feels it should be more widely remembered because Penn and the direction are so strong.

Chris Ryan

Thinks its grimy, dark tone and lack of charm compared with Risky Business made it less sticky.

They partly agreed About 8 min

Who might have played Mick O'Brien

Bill Simmons

Suggests Matt Dillon or Tom Cruise would make it a different movie.

Chris Ryan

Says Penn’s immersion is what makes the part work and doubts a lighter star would fit.

No final agreement About 48 min · medium confidence

Best Apex Mountain / Sean Penn arrival film

Bill Simmons

Leans toward Bad Boys as Penn's arrival movie.

Chris Ryan

Seems more inclined to At Close Range as the apex, while still praising Bad Boys heavily.

16 People discussedActors, directors, writers, and producers
very favorableSean PennBill Simmons: Praised as the defining force of the movie and one of the great young actors of the era. About 8 min
favorableEsai MoralesBill Simmons: Admired as an intense, alpha antagonist who deserved more opportunities. About 24 min
favorableRick RosenthalBill Simmons: Credited for making the movie pop with strong direction and a Carpenter-like visual style. Opening minutes neutralMatt DillonBill Simmons: Mentioned as an alternate casting choice that might have made the movie feel more popcorny. About 8 min favorableClancy BrownBill Simmons: Cited as a memorable presence and a classic 'that guy' type. About 24 min favorableAlan RuckBill Simmons: Noted as another early-career supporting player who later became a beloved character actor. About 24 min neutralAlly SheedyBill Simmons: Referenced as part of Sean Penn's early career run and the film's cast. About 8 min · medium confidenceneutralTom CruiseBill Simmons: Used as a comparison point for arrival movies and 80s star trajectories. About 8 min neutralTimothy HuttonBill Simmons: Mentioned as another young actor who seemed emblematic of an early-80s generation. Opening minutes · medium confidenceneutralLeonardo DiCaprioBill Simmons: Used as a modern comparison for arrival movies and career trajectory. About 16 min neutralRussell CroweBill Simmons: Cited while discussing what a modern arrival movie might be for him. About 16 min · medium confidenceneutralJamie Lee CurtisBill Simmons: Mentioned as a cameo presence in the film. About 48 min
favorableEric GurryBill Simmons: Praised as Horowitz, the scene-stealing narrator figure who made the movie better. About 32 min
favorableRenny SantoniBill Simmons: Liked as a memorable supporting 'that guy' performer. About 32 min neutralStephen A. SmithBill Simmons: Invoked in a joking 'hot take' framing about bad parenting in the film. About 40 min favorableWesley MorrisBill Simmons: Referenced as someone who was excited about the movie choice. About 8 min · medium confidence
10 Conversation takesSpeakers shown only where the transcript identifies them
Bill SimmonsLoved it

Bad Boys

Calls it his single favorite Sean Penn movie and an important arrival film.

Opening minutes
Chris RyanLoved it

Bad Boys

Says the movie is grimy, dark, and made effective by performances and direction.

Opening minutes
Bill SimmonsLoved it

Sean Penn

Argues Penn could only be played by very few actors and praises his cool, physical, dark energy.

About 8 min
Chris RyanLoved it

Sean Penn

Says Penn plays within the flow of the movie and disappears into the role rather than forcing it.

About 8 min
Bill SimmonsLoved it

The soda-can beating

Treats the cafeteria soda-can fight as one of the great 80s action scenes.

About 24 min
Chris RyanLoved it

The final fight

Says the ending fight is long, brutal, and legitimately great.

About 32 min
Bill SimmonsLoved it

Horowitz (Eric Gurry)

Thinks Horowitz is essential as narrator, guide, and comic engine.

About 32 min
Bill SimmonsLiked it

Bad Boys title

Says the title fits the movie well even if it later became confused with the 1995 franchise.

About 32 min
Chris RyanLoved it

Young male anger

Says the film channels adolescent rage in a provocative, timeless way.

Opening minutes
Bill SimmonsLiked it

Rick Rosenthal's direction

Credits Rosenthal with giving the film a grimy but elevated cinematic feel.

Opening minutes
5 ThemesThe larger ideas in the discussion

Arrival movie / star-making performance

The episode treats Bad Boys as Sean Penn's arrival and a defining early-80s 'I’m a star' performance.

Opening minutes

Juvenile hall as a miniature society

They admire how the film lays out a hierarchy of bosses, duties, cigarettes, and punishment inside juvie.

About 24 min

Young male rage and identity

The hosts connect the movie to teenage anger, boys creating their own world, and the fantasy of rebellion.

Opening minutes

A lost era of actor-making

They argue the 1980s created a generation of male stars in a way current franchise-heavy Hollywood does not.

About 16 min

Grimy realism versus 80s charm

The film's lack of pop brightness and its darker music/visuals are framed as a key reason it lingered less in the culture.

Opening minutes
25 Facts and referencesProduction notes and other movies mentioned

Production note

The film was directed by Rick Rosenthal, who had previously done Halloween II.

Opening minutes

Production note

Sean Penn reportedly broke his ankle during production, causing a three-month shutdown.

About 48 min

Production note

Penn insisted the extras actually spit on him during the prison intake scene.

About 24 min

Production note

Penn rode with Chicago police for a couple of days to research the streets.

About 48 min

Production note

Penn allegedly got roughed up by a Chicago cop who thought he was a thug.

About 48 min

Production note

The opening credits used real-life photos of Sean Penn and the other actors.

About 48 min

Production note

The movie was inspired by a request for a Jimmy Cagney-style reform-school story.

About 48 min

Production note

The music was composed by Bill Conti.

About 24 min

Production note

The production budget was $5 million and the film made $9.2 million.

About 24 min

Mentioned with uncertainty

The movie likely drew visual or structural inspiration from the British prison film Scum.

About 40 min · medium confidence

Risky Business

Used as a comparison for 80s arrival movies and a brighter, more charming counterpart.

Opening minutes

The Prestige TV podcast

Mentioned in the opening promo block.

Opening minutes

The Watch

Referenced in the opening network promo.

Opening minutes

Last of Us

Referenced in the opening promo block.

Opening minutes

Succession

Referenced in the opening promo block and as an upcoming podcast topic.

Opening minutes

Yellow Jackets

Referenced in the opening promo block.

Opening minutes

Adobe Firefly

Sponsor mentioned at the top of the transcript.

Opening minutes

Angry Orchard

Sponsor mentioned at the top of the transcript.

Opening minutes

The Watch Oscar discussion

Bill jokes about Oscars and Chris Ryan talking on The Watch.

Opening minutes

Wesley Morris

Bill says he texted him about the movie episode.

About 8 min · medium confidence

Oz

Used as a comparison for the prison-society hierarchy.

Opening minutes

Lord of the Flies

Used to describe boys creating their own society in confinement.

Opening minutes

The Warriors

Referenced as a comparable tribal gang movie.

Opening minutes

West Side Story

Used as another gang/culture comparison.

Opening minutes · medium confidence

Shawshank Redemption

Referenced while discussing the 'fresh fish' style prison welcome scene.

About 24 min
11 Running jokes and short linesRecurring bits captured from the conversation

Bad Boys title confusion

They joke about needing the year in the title or a parenthetical warning because of the later Will Smith film.

Opening minutes

Barn boss / prison economics

They repeatedly joke about the barn boss role, cigarette cuts, and work assignments as if it were a business structure.

About 32 min

Soda-can weapon innovation

They keep returning to the absurd effectiveness of using soda cans as weapons.

About 24 min

Sigma permafro

They riff on Viking's blonde hairstyle as a period-specific look that has vanished.

About 32 min

SAS hot take parent corner

Bill frames JC's dad as an especially terrible parent in a Stephen A.-style rant.

About 40 min

Craig as skeptical but won over

Craig starts skeptical about the first half but ends up fully onboard once the prison material and Horowitz appear.

About 56 min

Bill Simmons

“This is my single favorite Sean Penn”
Opening minutes

Chris Ryan

“This was the over the top version”
Opening minutes

Bill Simmons

“You're the man now? What are you talking about?”
About 16 min

Bill Simmons

“I'm talking to you, fuckhead.”
About 40 min

Bill Simmons

“You don't think that's not what makes you a man!”
About 40 min

MAKE IT A MOVIE NIGHT

Where to watch

UNITED STATES

Checking where Bad Boys is available…

WHAT TO WATCH NEXT

Movies to watch before and after.

Three movies to watch before Bad Boys, 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 on this episode

Bill Simmons headshotBill SimmonsThe Rewatchables
Chris Ryan headshotChris RyanThe Rewatchables

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