May 11, 2026

'Tropic Thunder'

You never go full rewatch. The guys head to the jungles of Vietnam to revisit Ben Stiller's 2008 action comedy, 'Tropic Thunder,' starring Ben Stiller, Robert Downey Jr., Jack Black, Brandon T. Jackson, Matthew McConaughey, and Tom Cruise.

Movie poster

Cast

Ben Stiller as Tugg Speedman

Robert Downey Jr. as Kirk Lazarus / Sgt. Lincoln Osiris

Jack Black as Jeff 'Fats' Portnoy

Brandon T. Jackson as Alpa Chino

Jay Baruchel as Kevin Sandusky

Nick Nolte as Four Leaf Tayback

Steve Coogan as Damien Cockburn

Danny McBride as Cody Underwood

Matthew McConaughey as Rick 'Pecker' Peck

Tom Cruise as Les Grossman

Bill Hader as Studio Executive Rob Slolom

Tobey Maguire as Himself (Satan's Alley)

Tyra Banks as Herself

Maria Menounos as Herself

Lance Bass as Himself

Yvette Nicole Brown as Rick Peck's assistant

Brandon Soo Hoo as Tran (Flaming Dragon leader)

Directed by: Ben Stiller

Written by: Ben Stiller, Justin Theroux, Etan Cohen

Cinematography by: John Toll

Music by: Theodore Shapiro

Notes

  • $90 million budget, made $195.7 million. 107 minutes (Horlbeck scale +7; Sean argues +14). Roger Ebert: 3.5 stars — 'considerably better than Stiller's previous film, Zoolander.' Recorded the day after Game 7 of Celtics-Sixers (CR's intro: 'literally fuck your own thing'). Joel Anderson's first time on the pod, in person at the Ringer offices instead of at Bill's house. (Joel: 'Van told me when they do it at your house, it's three. We could have put CR in blackface.')
  • Bill's timeline of how far comedies pushed the envelope: There's Something About Mary (1998) → American Pie (1999) → 40-Year-Old Virgin → The Aristocrats → Borat → Superbad → Tropic Thunder (2008). 'And then we're about at the end here.' CR pegs the moment things changed at 2013-14, the peak of aggrieved Twitter. Craig's theory: Ben Stiller's group was in their early 40s at peak power for 'what can we get away with' — the Seth Rogen crew did it again for 'This Is the End' (2013). 'Then no new group came up below them, and 2017 things changed.' Sean adds the Marvel money: 'You can't really fuck with the money on those — and several people in this movie start participating in superhero franchises.'
  • The Robert Downey Jr. comeback timeline: at this exact moment he's just done Zodiac, Tropic Thunder, and Iron Man — all in 2007-2008 — completing his renaissance. People had thought he was done; Hollywood was 'mourning him' through the late '90s and early 2000s. He had only recently become insurable again. Joel: 'He was a problem. That was what he was known for. That was what all the stories were.' Sean: 'You could argue he doesn't take himself seriously as an actor again until Oppenheimer — there is very few roles in between where he's not just playing the character of movie actor Robert Downey.' He tried it in The Soloist and The Judge but couldn't make those land like the Marvel movies.
  • Tom Cruise was in a uniquely terrible spot in 2008. Three years post Oprah's couch. Mid-Katie Holmes weirdness. Mid-Scientology interview. Paramount had just dumped him. He was 'universally reviled' (Van) or at least 'universally weird' (Joel). After Tropic Thunder he goes Valkyrie, Knight and Day. Van: 'The two biggest comeback stories in modern Hollywood memory are both in this movie — Robert Downey Jr. and Tom Cruise.' Plus a kind of cameo case for Travolta's '90s comeback as a third.
  • McConaughey is here at the start of the McConaissance (or is it Eastbound that started it?). Sean: 'Mostly people think it's Magic Mike, Dallas Buyers Club, Wolf of Wall Street, True Detective, Interstellar in some order. Now it's this and Eastbound — like, this guy has a whole other gear that he can play with. And crucially yes, I'll play a supporting part. I don't have to lead everything I'm in.' Bill's runs his pre-McConaissance IMDb: Fool's Gold, Surfer Dude, Ghosts of Girlfriends Past, The Lincoln Lawyer.
  • Nick Nolte is 85 and still alive. 'How is he still alive?' He looks the same now as he did in Tropic Thunder. The only person SNL ever had to replace mid-host because he partied too hard — that's the famous Eddie Murphy double-host episode.
  • Inspiration & origin: The Damien Cockburn character is partly drawn from Richard Stanley's experience trying to direct 'The Island of Dr. Moreau' — which Bill ran a Grantland mailbag gimmick called 'The Island of Dr. Simbo' about. Sean recommends 'Rains of Madness', the Tropic Thunder mockumentary that's the 'Hearts of Darkness' of Tropic Thunder. Stiller had a small part in 'Empire of the Sun' as a teen and saw actors who 'appeared to believe they were actually part of the military' — that's the seed for the whole movie.
  • Les Grossman origin (per Stuart Cornfeld in a Greenland oral history): Cruise read the script, told Stiller 'you need another villain — what about some greedy pig studio executive who represents the gross part of Hollywood?' Cruise developed a lot of it himself, wanted the oversized prosthetic chest, the bald cap, the fat suit. Reportedly modeled on Joel Silver / Harvey Weinstein / Scott Rudin (the screaming-at-people part is Rudin). They sued a tabloid for taking pictures of him going to his trailer to keep the reveal a surprise. Bill Hader story: he auditioned thinking Cruise was on the West Coast playing Les Grossman, not realizing it was already cast — 'this is the most important audition of my life.'
  • Casting what-ifs: Stiller wanted Keanu Reeves as Tugg (Stiller would have played Rick Peck, Cruise would have played the agent). Owen Wilson was cast as Rick Peck after Cruise vacated, but had his 2007 meltdown and dropped out — McConaughey was the third choice. Kevin Hart turned down Alpa Chino because he didn't want to play a gay character ('It's like my own insecurity along those lines'). Mos Def turned it down because he wanted the character changed to an R&B musician — didn't want to make fun of rap.
  • Brandon T. Jackson notes: a real-life friend of Van's. Was on a run at this time — Big Mommas: Like Father, Like Son, Percy Jackson, Lottery Ticket. Van: 'I called Brandon about this' (re: the Kirk Lazarus 'sauce in San Tone' improv scene). Per Brandon: they were losing the light, Stiller told them to just cook, the whole scene was improv. You can actually see the light fading.
  • The Oscars race that year: Downey nominated for Best Supporting Actor — lost to Heath Ledger for 'The Dark Knight'. Bill: 'It would have been terrible' if he'd won. Comedies basically never get nominations — Bill and CR run through the short list (Marisa Tomei in My Cousin Vinny, Melissa McCarthy in Bridesmaids, Jonah Hill in Wolf of Wall Street, Gosling in Barbie, Terri Garr in Tootsie). Van's theory: 'Sometimes the people in the Oscars be fucking with us — they sit together and watch The Help and go, oh yeah, we're going to piss them off.'
  • End-of-show riff: this is one of two podcasts that allegedly might be 'the last episode ever' (CR-flavored Sixers/Celtics joke at the top). Joel pitches a one-bar bit about Joel Embiid's playoff disappearance. Closing tangent on Joker getting punked when he ran up on Jaden McDaniels and didn't follow through, plus Joel's UCLA spring game appreciation rant. Joel's flex: top-five movies that wouldn't get green-lit in 2026 — #5 The Ringer, #4 Tropic Thunder, #3 Juwanna Mann, #2 Birth of a Nation (1915), #1 Soul Man.
  • Bill's legal cable box / Big Al era anecdote: Charlestown apartment, Big Al souped up his cable so he got all the pay-per-views and Skinemax for years. 'Patch Adams and What Dreams May Come on a loop.' Spawned an obsession with bad serious-drama-about-disability movies (I Am Sam, Regarding Henry, Radio) that Tropic Thunder finally lampoons.
  • Charlize Theron / Call Her Daddy meta-bit: Bill marvels at recent Charlize Theron Call Her Daddy episode where she talked about not wanting to get married and just having sex with a 26-year-old. 'Some of the best podcast content of the year. She came in the office, was the most flustered I've ever batted... then sat down, put her arm in, was just ready to roll. Plays big back-game in person.' Bill says the 2026 version of Tropic Thunder would lampoon the Smartless / Call Her Daddy podcast cinematic universe.

Categories

Roger Ebert's review

Quote from Rog's review:

Considerably better than Stiller's previous film, Zoolander. Like Zoolander, it's the kind of summer comedy that rolls in, makes a lot of people laugh, and rolls on to video.

Joel: 'Considerably better than Zoolander. Wow.'

Most re-watchable scene
  • Winner (Bill, CR): Kirk and Tugg talking about Simple Jack — 'you went full retard, man. Never go full retard.' Van: 'The observation in the scene is so deadly accurate that it is just a genius, brilliant piece of comedy writing — gorgeous writing.' Sean: 'Basically the Quentin Tarantino sleep-with-me Top Gun rant. The peak of Downey's performance — he's pretending to be an Australian guy pretending to be a Black guy commenting on the nature of Oscar campaigns.' Bill: 'Stiller's reaction selling the bit — there were times I felt like I became retired in town — kills me.' Van adds: 'They're in a measuring contest for the starring role, so he's saying you're a moron in the most elaborate way possible.'
  • Bill's most rewatchable: the entire opening — the trailers (Booty Sweat, Scorcher VI: Global Meltdown, The Fatties: Fart 2, Satan's Alley). 'The movie hasn't even started yet.' The Access Hollywood segment with Maria Menounos (Joel's pick — 'I felt like I was sitting in an airport bar on any TV from 2003 to 2011'), the ET segment with Nuñez, the disappointing buddy comedy 'Chitlin and the Dude'.
  • Bill's other A+ bits: First battle scene where Tugg gets shot 47 times and his hands turn into spiders, McBride's 'mother nature just pissed her pants suit', Cody's 'I think I can put it back' with the intestines, Damien's exploded-head-on-the-rifle ('it's corn syrup, guys, latex and corn syrup'), Jack Black tied to the tree ('cradle the balls, work the pipe, swallow the gravy'), Lance Bass cameo, the fade to Sympathy for the Devil, the climactic Best Picture nominee photos (Hanks in a wheelchair, Jon Voight blind, Tobey in Satan's Alley), the Oscars closing dance.
  • Van's pick: Kirk teaching Alpa Chino how to cook — 'I'm a saucier in San Antone. Y'all in for a treat. Crawdads, collared up greens.' 'It's just hilarious to me — Robert is being a Black man and Brandon T. Jackson is just playing off of him. The authenticity plays real.' (All improv — they were losing the light.)
  • CR/Van honorable mentions: Less Grossman 'take a step back and literally fuck your own face' / 'first thing's first — get me a Pop-Tart.' The fuck-your-own-face Flo Rida dance. 'I got Atherton number one — well, Joel had Tom Cruise.' Damien getting blown up. Hot LZ.
The most 2008 thing about this movie
  • Winner: TiVo. The whole TiVo subplot saves everybody at the end. Sean: 'I never had TiVo until DVR on cable boxes' — discussion of going to a friend's house to watch 24 on TiVo. The MOST 2008 thing.
  • Other 2008 markers from the list: Rick Peck playing Wii tennis, the Tobey Maguire 'MTV Best Kiss' credit, Less reading Maxim, Tyra Banks, the discussion of HD-DVD vs Blu-ray format wars, Qualcomm phones, Lance Bass cameo, the Spalding NBA ball, the original iPod, a very specific 2008 brand of Chapstick that Tugg pulls out before being attacked.
  • Van's structural point: 'Everybody in this movie is in the perfect spot in their career to be in this movie.' All big but a little dinged up.
What aged the best?
  • Joel: The Les Grossman portrayal of the Hollywood / American CEO class. 'That kind of executive has defined American culture as much as anyone of the past 20 years. He doesn't give a shit if people die. He doesn't have to treat you nice.' Bill agrees that on rewatch it's much more on-the-nose for that era of Hollywood exec than it seemed in 2008.
  • Sean: The Cody Underwood (Danny McBride) 'I think I can put it back' / handless-Tugg crying scene, plus 'putting Danny McBride in charge of explosives' as a comedic premise.
  • Van: YouTube / pre-social-media casting. 'Everybody in this movie is in a perfect spot.' Plus the fact that 'Funny First' was still the rule in 2008 — if it was funny, that was the most important thing. (We came out of that partly because Hollywood pushed us out of it.)
  • Bill: Vietnam-movie parodies (we don't really make Vietnam movies anymore, but he loves the sub-genre); Sandusky's theory about porn validating video formats ('I was thinking about this when we did a physical media pod — well, if porn leads the way, then yes'); an author lying about a personal experience to sell books (4 Leaf Tayback as a perfect James Frey stand-in); Rick Peck's loser son photo on his desk and on the plane at the end ('this is so good — kills me').
Most cinematic shot
  • Bill: Tugg running in front of the bridge as it explodes.
  • Sean's Sean Fantasy / Great Shot Gordo: The reenactment of the Willem Dafoe death from 'Platoon' — a stealth homage that gives every movie nerd a Criterion orgasm.
Weak link of the movie
  • Bill: The last third of the movie. 'They're clearly just shooting from the hip in Hawaii and blowing stuff up.' He wanted two more scenes with the guys hanging out before it got weird and one less Grossman scene at the back end. Sean agrees: 'The third act feels like they're making it up as they're going along — let's have a shootout over here.'
  • Van: Jack Black. 'It's rare — Jack Black is normally A+ in every movie he's in. But here, beyond the two scenes that really work, he's kind of just whacked out and pulling away from the funniest parts.'
  • Sean: Steve Coogan is much funnier in 'Rains of Madness' than he is in Tropic Thunder. 'They kind of hemmed him in.'
  • Joel: Ben Stiller. 'I felt like I'd seen this Ben Stiller before. He doesn't have that much work to do. He gets to be himself.' Bill agrees Tugg is essentially Zoolander with more muscles. Craig's defense: 'Stiller has really good taste — usually the movies he's involved in are good and funny — but he's not always the single best part as just an actor.'
What aged the worst?
  • Sean: The action in the third act.
  • Van: The era itself — 'Comedy is not the only thing that matters anymore. Your shit can't just be funny now. There has to be more than that. You have to consider a lot of things before you put script to screen, or people are going to summarize it before it even gets to a theater.' Plus 'movies are still treated like they're for everyone, the way stand-ups aren't anymore — if you go see Louis CK, you know what you signed up for. But when a movie comes out, people feel like, if it's in the theater, I'm supposed to be able to watch it.'
  • Joel: 'I thought the comedy just fell flat — it wasn't as funny as I remember.' He'd take Christopher Guest / Best in Show / Anchorman / Step Brothers over this. Brings up Welcome Home Roscoe Jenkins as a 2008 comedy he'd put up against it.
  • From the half-assed research: there were real protests when this came out — from the Black community, from the Shriver family / Special Olympics, around the Les Grossman character being read as an antisemitic caricature. The Simple Jack website had to be taken down.
The hottest take award
  • CR: This movie did to 'Platoon' what 'Walk Hard' did to musical biopics. 'I tried watching Platoon this weekend, just couldn't. So many one-for-one shots — there's just too much Tropic Thunder in it now. Like, you know, we're going home, brother — it deflated the ball.'
  • Van: 'This is the only time I have purely and sincerely, not even a half a percent, not been offended by blackface. There's no blackface — if you do it, I'm gonna get on your motherfucking ass. Stop with the goddamn Halloween costumes, it's not a tribute to Beyoncé. But in this movie, for whatever reason, it has just never offended me.' Joel agrees: 'It had to be as good as it was for it to meet that bar.' Sean: 'If he had tried to kick hip-hop language, contemporary, it would have blown up in his face.' Van: 'Brandon T. Jackson is constantly reminding you of the absurdity — what do you mean? You people?'
  • Bill: You could switch four actors and the movie's better. 'Switch McConaughey and Stiller — McConaughey is the lead, Stiller plays the Tom Cruise agent role. And switch Jack Black for Bill Hader — Jack Black had been around for 12 years; Hader was new and would have brought improv stuff.'
Casting what-ifs
  • Stiller wanted Keanu Reeves as Tugg (Stiller was going to play Rick Peck, Cruise was going to be the agent). Bill: 'I don't know if Keanu as Tugg works.' Sean: 'Keanu might be one of the hardest actors to assign roles to — he's been John Wick for 15 years.' Van: 'When he's cast perfectly — Utah from Point Break, Shane Falco, John Wick — he's perfect.'
  • Owen Wilson was originally cast as Rick Peck after Cruise vacated; had his 2007 meltdown and had to drop out. Matthew McConaughey was the third choice — 'kind of where he was in his career.'
  • Kevin Hart turned down Alpa Chino because he didn't want to play a gay character. Mos Def turned it down too — wanted the character to be R&B instead of rap. Bill: 'I almost felt like Alpa Chino was a rap star five years ago who had now become Nick Cannon.'
Over-acting award

Van: Jack Black. The whole detoxing-tied-to-a-tree run — 'cradle the balls, stroke the shaft, work the pipe, swallow the gravy.'

Best "that guy"
  • Sean: Yvette Nicole Brown as Rick Peck's assistant. 'In 2008, more of a background player; she's only got one shot where she's hanging up. Then she becomes Shirley on Community — a cultural mainstay.'
  • Bill: Danny McBride. 'When they made this movie, he was kind of a that-guy. Eastbound made Danny McBride.' He's pound-for-pound a top-3 funniest person of the 21st century — Bill: 'I don't think he's out of the top 10.' Van mentions 'Your Highness' as one of his most underrated performances.
Best "heat check" performance
  • Tom Cruise. The Les Grossman performance is the whole conversation. Cruise wasn't a trained comedian and was overworking the joke a little bit, but his commitment was unreal — he developed the character (oversized prosthetic chest, bald cap, fat suit, Flo Rida dancing). At the time he was 'universally reviled' (post Oprah's couch / Katie Holmes / Matt Lauer / Paramount dumping his deal) — Van saw it at a screening and didn't know it was him. Bill Hader didn't realize Cruise was already cast and audited thinking he might play 'West Coast Les Grossman'.
  • Sean's Apex Mountain take: 'It should have been Alec Baldwin in Glengarry. It should have just been one scene and you're speechless after it. The fuck-your-own-face one. Maybe that should have been my hottest take.' But Van defends going further: 'The pure commitment is what made it work.'
Re-casting couch
  • Bill's hottest-take recasts (from earlier): Stiller out, McConaughey as Tugg. Jack Black out, Bill Hader as the comedy actor with the heroin problem.
  • No serious other recastings — generally treated as a 'right people in the right spots at the right time' movie. Van: 'Everybody in this movie is in the perfect spot in their career.'
Half-assed (internet) research
  • Filmed in Hawaii / Kauai — first movie shot in Kauai in five years. Sean: 'This is the beginning of people being like, you know, it's cool living in Hawaii. This is when Adam Sandler figured it out.'
  • Stiller, Downey, and Black appeared on the season 7 finale of American Idol as The Pips, performing with Gladys Knight.
  • Rick Baker designed and created the Downey makeup. It took 1.5-2 hours of makeup per day. Discussion: who's the second-best Rick Baker? (Answer: Stan Winston.)
  • The Damien Cockburn arc was originally going to mirror Quint's reveal in Jaws, but they decided it was 'too many homages.'
  • Bill Hader audition story: he walked in and saw what he thought was Cruise playing 'West Coast Les Grossman' and panicked — 'this is the most important audition of my life.' Cruise didn't know who he was; Hader did a 2-second Seth Rogen impression and Cruise started clapping like he'd done a magic trick. 'You do impressions and you're on Saturday Night Live.' Hader: 'Meaning, I was briefed and I know who you are.'
  • Craig's Steven-Seagal-shitting-on-himself anecdote: Jack Black's tied-to-a-tree 'stroke the shaft, cradle the balls, swallow the gravy' line is supposedly an homage to a real urban legend about Sylvester Stallone — that he went to his trailer with a woman, was wearing his microphone, the sound guy turned the volume up, and everyone outside heard him saying it.
  • Downey was so committed to the bit he did the DVD commentary as Kirk Lazarus instead of as himself.
  • Brandon T. Jackson on the blackface: 'When I first read the script I was like, what — blackface? But when I saw him act he became a Black man. It was just good acting. It was weird on set because he would keep going with the character.'
  • Stiller on the central conceit: 'The movie is skewering actors and how they take themselves so seriously. We're either with us or you're not.'
  • Van's wider production trivia: there was extensive viral marketing — fake websites, fake TV special, the Booty Sweat energy drink, multiple Simple Jack movie clips, and the Simple Jack standalone website was protested into being taken down.
Apex Mountain
  • Ben Stiller: Yes (per CR/Bill). This is the peak of his early-40s 'what can we get away with?' moment.
  • Robert Downey Jr.: In the ballpark — Iron Man same year. Van argues 'in the game' it's End Game because he's the biggest star, but Tropic Thunder is the actor's apex.
  • Tom Cruise: Yes for this kind of role — 'now you can call him,' Van says. Joel: 'You should ask Brandon when you're on the phone with him later.'
  • Jack Black: Yes-ish for big-comedy run, plus he had the holiday and Tenacious D not long before this.
  • Brandon T. Jackson: Yes (per Van). Career-best moment.
  • Jay Baruchel: Yes, this was probably the biggest thing he was in (other than 'How to Train Your Dragon' as a voice lead).
  • Matthew McConaughey: 'In the wilderness' here — but Sean argues this and Eastbound start the McConaissance. After this he does The Lincoln Lawyer (a good movie but a footing-finding moment), then Magic Mike / Dallas Buyers Club / Wolf of Wall Street / True Detective / Interstellar in roughly that order.
  • Vietnam War parodies: Yes (the only competitor is Hot Shots! Part Deux). 'We're done with Vietnam now' culturally.
  • Politically incorrect comedies that got away with it: Probably Blazing Saddles is still the apex.
Cruise or Hanks?
Cruise wins

Bill: 'A rare Cruise — by the way, he's at 18 Rewatchables now, extending his lead. He's four above the next guy.' Sean: 'How many Cruise movies have we not done? There's a few.' (All the Right Moves, etc. mentioned.)

Scorsese or Spielberg?

Bill: Spielberg. Sean: 'Spielberg, I think.' CR: 'I'd say Scorsese — all the heroin in the last act, kind of a darker movie.' Van: 'What's the funniest Scorsese has ever been? Wolf of Wall Street.'

Picking nits
  • Bill: Why does Tugg kill the panda? Joel: 'Because that's the thing he loves.' Van: 'Are pandas even in Vietnam?'
  • Bill: Why didn't the Flaming Dragons just shoot Tugg the first time they captured him? Joel: 'They thought he was DEA.'
  • Bill: None of these guys die. They get shot at for two hours and not one bullet hits. The only things that die are a bat and the panda.
  • Bill: Why is Damien Cockburn's plan to film with old high-8 camcorders for a five-time-Oscar-winner production? 'It's going to look like 28 Days Later.'
  • Joel: At the open, 4 Leaf says 10 people in the unit, 4 wrote books, 3 got published, 2 became movies. Wouldn't somebody have known he was a fraud before this? Bill: 'You'd figure that.'
  • Van: The whole movie is a nit. 'By the time they're walking through the jungle and they're fake-shooting the movie, it doesn't make any sense.'
  • Bill: Downey's makeup never melts in five weeks of jungle filming. 'It's surgery.'
  • Sean: Kirk Lazarus having more Oscars than Hepburn and Daniel Day-Lewis — 3 would have done the job, 5 was overkill. Maybe that was the joke.
  • Craig: Did 4 Leaf need to die? 'They were leading up to him sacrificing himself to die on the battlefield, then they just keep him alive — there's no consequences.'
Sequel, prequel, prestige TV or untouchable?

Bill: Untouchable, the same way plutonium is untouchable. Joel: 'Scorcher 7 is where this comes in — he's moving on, he's won his Oscar.' Discussion of Scorcher 7 plot: 'They go to another planet, like Interstellar.'

Would this movie be better with...?
  • Sean's Robert Evans-as-Les-Grossman: 'You're going to have to call the fucking United Nations and get a binding resolution to keep me from fucking destroying you. I'm talking scorched earth, motherfucker. I will massacre you. The chemical way.' Then hangs up and goes 'find out who that was.'
  • Bill: The movie needed Nell. Some Simple Jack/Nell crossover at the Best Picture nominee photo-op. 'They could have done a Nell 2.' (Tangent on how Nell made $106 million, France loved Jodie Foster.)
  • Joel pitches Shaquille O'Neal on Inside the NBA reviewing Tropic Thunder, saying 'I thought the best person in the movie was Gozer the Gozarian.'
Just one Oscar, who gets it?

Implied: Robert Downey Jr. for Best Supporting Actor — which the movie actually got nominated for (and lost to Heath Ledger / The Dark Knight). Bill: 'It's not the craziest fucking thing in the world that he got nominated. Tell somebody now and it'd blow their minds.' Van: 'The Oscar nomination is the thing people most hold on to when they're talking about the negative legacy.' Bill: 'I heard the movie almost got an Oscar.'

(Probably) unanswerable questions
  • Sean: What if Les Grossman had been a one-scene cameo (the fuck-your-own-face one)? Does it become one of the great one-scene cameos of all time, like Alec Baldwin in Glengarry? CR: 'You don't love Grossman, there's a little bit of...'. Sean: 'Maybe that should have been my hottest take.'
  • Why did Tom Cruise never do more Dion Waiters-type 3-day cameos? (Bill's running theory about Leo, Denzel, all the biggest stars.) Joel: 'These people take the craft very seriously.' Sean: 'They were asking DiCaprio to be in Cliff Booth and he said no, not even for a day.' Van: 'Brad Pitt and Matt Damon will do it — Damon in EuroTrip looks so cool.'
  • Bill: If you were making Tropic Thunder today, what would you be lampooning? Sean: 'MCU.' Van: 'The high-auteur A24 film-bro movie.' Bill (winner): The Smartless / Call Her Daddy podcast cinematic universe — all the celebrities, hosts trying to make guests cry, the date-driven release stunts.
  • Joel: What happened to Brandon T. Jackson's career after this? Van defends the run; Joel pivots to a broader discussion about Black actors not getting follow-up roles even after big wins (Lupita Nyong'o, etc.).
What memorabilia would you want (or not want!) from the movie?
  • Bill (winner): The giant cardboard standup of Simple Jack from McConaughey's office where Simple Jack appears to be moving back and forth. 'Like a picture book — amazing.' Sean: 'You're replacing Farrah Fawcett in your house with Simple Jack.'
  • Sean: Any of the Bluetooth headsets / BlackBerries / 2008 phones from Les Grossman's office. The Qualcomm phone, McConaughey's TiVo box.
  • Joel: A can of Booty Sweat on the desk. 'Original movie-worn Booty Sweat.'
Best (or worst!) life lessons from the movie
  • Sandusky's law: Porn sets the format. Where porn goes, video formats follow. 'If porn leads the way, then yes — there will be 8K.'
  • Tugg's epiphany: 'Never go full retard.' (Survival, Oscar campaigns, all of it.)
Best double feature for this movie
  • CR: Zoolander — another Stiller satire.
  • Van: Hot Shots! Part Deux — the reigning Vietnam parody before this.
  • Joel: Dead Presidents.
  • Bill: The Player — the Hollywood-eats-itself elder cousin.
  • Craig (winner-ish): Step Brothers — same year, same summer, same crowd.
Who won the movie?
  • Joel & Bill: Robert Downey Jr. The whole role/comeback is the engine of the movie. Bill: 'It's a low-bearing wall — the movie depends entirely on Downey's performance to be a great one.' Joel: 'Downey, man. Downey to me.'
  • Craig (the broader case): The whole 2008 comedy slate. 'Forgetting Sarah Marshall, Get Smart, Step Brothers, Pineapple Express, Tropic Thunder, Role Models — all in one summer when I was 14. I couldn't believe how many quotes I remembered. It's just fantastic across the board.' That's also a strong who-won case for Tom Cruise — 'kind of got to give it to him: the performance is funny, but he came up with the character, came up with the look, and apparently it was his idea to play Flo Rida.'