Stats
- Episodes featuring their films
- 3
- Movies in this archive
- 7
Rewatchables episodes featuring Charlie Sheen’s films
Mentioned in discussions
Casting What-Ifs
Batman contenders; Joker alternatives; Vicki Vale recasting; Grissom refusal; Adam West
In the discussion (13)
- Casting what-ifs are deferred past the break; the film is said to have as many as any of the 226 editions, rivaling The Godfather. — Bill Simmons
- Nearly every 1980s star was reportedly considered for Batman, including Mel Gibson, Kevin Costner, Charlie Sheen, Tom Selleck, Bill Murray, Harrison Ford, and one further name garbled in the transcript, with uncertainty over what is real. — Bill Simmons
- Pierce Brosnan reportedly met Burton but did not want to play a comic-book hero. — Bill Simmons
- Bill Murray, with Ivan Reitman directing, was earlier buzz that Peters favored for years; the hosts are glad it did not happen. An Eddie Murphy as Robin rumor is doubted. — Bill Simmons
- Damon Wayans, met by chance, reportedly denied the research claim that he and Bruce Willis feuded on The Last Boy Scout, illustrating the unreliability of casting research. — Bill Simmons
- Nicholson was reportedly the studio’s top Joker choice since 1980, and Willem Dafoe reportedly stated in 2009 he had been in talks. — Bill Simmons
- Robin Williams was reportedly offered the Joker to pressure Nicholson, released once Nicholson agreed, and then refused Warner roles such as the Riddler without an apology; the apology detail is doubted. — Bill Simmons
- Dead Poets Society was 1989’s third-biggest film; swapping Nicholson and Williams would make both films worse, and “he stole my balloons” is called a favorite line.
- Nicholson’s reported conditions included top billing, a share of earnings including merchandise, capped work hours, and no work on Lakers home playoff games; his fee dropped from $11 million to $6 million, but he may have made $90 million. — Bill Simmons
- Martin Landau reportedly turned down Carl Grissom for Crimes and Misdemeanors, and Jack Palance in that role is imagined as bad.
- Sean Young was cast as Vicki Vale and replaced after a horse-riding injury; the Knox actor later claimed she sabotaged a read-through, which is doubted. Her Catwoman costume audition for Batman Returns is recalled.
- The Knox actor also claimed Keaton blocked Peters’ choice of Michelle Pfeiffer because they had dated, which is doubted since she is in the sequel. — Bill Simmons
- Adam West was publicly disappointed not to be asked to reprise Batman. — Bill Simmons
Casting What-Ifs
Ian Astbury as Jim Morrison; Michael Madsen for Morrison; Billy Idol as Tom Baker; Patricia Arquette as Pam; Kyle MacLachlan in Platoon
In the discussion (6)
- Stone offered Jim Morrison to Ian Aspery (as spoken) of the Cult, who turned it down and later toured with the Doors in the early 2000s; his voice, like Eddie Vedder's, was compared to Morrison's. — Bill Simmons
- An unverified report that Bono wanted the role; Michael Hutchins (as spoken) could have been good, while Bono doing it seems strange. — Chuck Klosterman
- Michael Madsen auditioned for Morrison and was moved to Tom Baker, initially Billy Idol's role, losing 40 pounds. — Bill Simmons
- Billy Idol's motorcycle accident also cost him the T-1000; without it he might be huge, joked into Lincoln or an HBO prestige series. — Bill Simmons
- The casting director said Patricia Arquette auditioned well for Pam and should have gotten it; an unknown would have been better. — Bill Simmons
- Kyle McLaughlin (as spoken) was Stone's first choice for the Charlie Sheen role in Platoon. — Bill Simmons
Probably Unanswerable Questions
Sheen becoming Bud Fox; Gecko's influence on Trump; a Cruise-Sheen swap; Gecko as Bobby Axelrod's spiritual father
In the discussion (5)
- Did Charlie Sheen eventually turn into Bud Fox? Yes. — Brian Koppelman
- Gecko is estimated at about 10% of the influence behind late-80s Trump, part of a culture celebrating rich idiots. — Brian Koppelman
- Swapping Cruise and Sheen between Cocktail and Wall Street: Cruise makes anything better and Sheen could not pull off Cocktail, which is likened to the 2007 Cavs. — Brian Koppelman
- With Cruz, the cast could go up, maybe with Duval as the dad, and it might be one of the greatest movies ever. — Brian Koppelman
- An answerable question: Bobby Axelrod surely watched Wall Street growing up and would never make Gecko's mistakes. — Brian Koppelman
Picking Nits
Bad overdub in Gecko's speech; Bud at Spader's office during the liquidation meeting; dumping Marv too fast; the Who Am I moment; Gecko not suspecting a wire; no Emilio cameo
In the discussion (8)
- Wouldn't Sir Larry notice Sheen tailing him on a motorcycle? The reply is that he does a look when he sees Sheen with Gecko. — Brian Koppelman
- A shouted line during Gecko's speech is one of the worst dubs ever, and there is a lot of that. — Brian Koppelman
- Was Bud dumb enough to trust Gecko with Blue Star? The cocaine and parties are offered as an explanation. — Brian Koppelman
- Bud randomly being at Spader's office during the Blue Star liquidation meeting is a script stretch, and he turns on his best friend Marv too quickly. — Brian Koppelman
- The Who Am I moment is nitpicked a second time. — Brian Koppelman
- Sheen crying in handcuffs is questioned as un-Bud-like, but the counter-guess is that Dennis Levine, the real person Bud was based on, probably cried. — Brian Koppelman
- Gecko was too smart not to worry about a wire, and he didn't say enough in that scene to get arrested. — Brian Koppelman
- Emilio could have made a cameo as the union rep or Sheen's other son; the Charlie Sheen cameo in the sequel was its best part. — Brian Koppelman
Apex Mountain
Michael Douglas; Oliver Stone; goofy movie robots; steak tartar; squash
In the discussion (7)
- Michael Douglas is at Apex with this or Fatal Attraction, becoming the biggest male star in the world. — Brian Koppelman
- Oliver Stone is at Apex here after Platoon, letting him make any movie, leading to JFK, which is called his best movie. — Brian Koppelman
- Charlie Sheen's Apex is argued to be the Two and a Half Men TV run or Platoon as an artist, not this movie; he was in a death match with Cruise for roles. — Brian Koppelman
- Sean Young's Apex is No Way Out rather than this; Darrell Hanna could be argued for Roxanne. — Brian Koppelman
- Wall Street itself is called an evergreen with no Apex; cocaine and limos are only maybe at the apex, and the Talking Heads peak is Stop Making Sense. — Brian Koppelman
- Goofy movie robots are the favorite, a step crazier than Rocky 4, with Paul Guilfoyle playing with the robot. — Brian Koppelman
- Early stealth Hamptons is raised; steak tartar is called at its high point, and squash is a call that is liked. — Brian Koppelman
Half-Assed Internet Research
Greed line origin; Douglas breath training; scrapped affair subplot; real trading floor; predator camera; 53-day shoot; Ken Lipper as consultant
In the discussion (7)
- The greed-is-good line was based on a speech Ivan Boski gave to the 1986 Berkeley business graduating class saying greed is right. — Brian Koppelman
- Douglas, at 40 cigarettes a day, worked with a speech instructor on breath control; Gecko was modeled after Pat Riley. — Brian Koppelman
- Stone had Bud Fox having an affair with Gecko's wife but scrapped it because Charlie Sheen and Sean Young hated each other. — Brian Koppelman
- Sheen spent 45 minutes on the actual trading floor, with real brokers playing themselves. — Brian Koppelman
- Stone told Premier Magazine the moving camera was meant to become the predator in a movie about sharks. — Brian Koppelman
- The shoot took 53 days, seven days ahead of schedule and close to $2 million under budget, because of a coming director strike. — Brian Koppelman
- Consultant Ken Lipper got the actors into Solomon Brothers, the 21 Club and the New York Stock Exchange, and sits next to Douglas at 21 in the movie. — Brian Koppelman
The Ruffalo / Hanna / Rubinek / Partridge Overacting Award
Charlie Sheen in the Bud Darien breakup scene; Sylvia Miles as the real estate agent
In the discussion (2)
- Sheen dials it up to DefCon 11 in the Bud Darien breakup scene. — Brian Koppelman
- Sylvia Miles's real estate agent is an absurd performance; they settle on co-winners. — Brian Koppelman
Casting What-Ifs
Declined first choice for McManus; Chris Walken or Bob De Niro in Palminteri's role; Al Pacino
In the discussion (8)
- Baldwin was the second choice for McManus; the first choice, Michael Biehn, reportedly turned it down and later called it a huge mistake. — Bill Simmons
- With Biehn it would be a less funny movie, though one host has always loved him. — Chris Ryan
- The script went to everybody in town; Palminteri's role was offered to Chris Walken and Bob De Niro, and Walken is imagined as Kobayashi or Redfoot. — Bill Simmons
- Al Pacino came in to read, which the hosts find suspicious. — Bill Simmons
- Singer and McQuarrie sent Spacey the script without saying which role was his; he assumed Palminteri's or Byrne's part, but it was written with him in mind for Verbal. — Bill Simmons
- The hosts say Redfoot was offered to a list including Walken, Tommy Lee Jones, Bridges, Charlie Sheen, Spader, Pacino and Johnny Cash before Peter Greene got it, adding "who knows if it's true". — Bill Simmons
- Byrne, dealing with personal problems, backed out for 24 hours until the filmmakers agreed to shoot in LA, where he lived, in five weeks. — Bill Simmons
- A joke proposes making Redfoot the Voight character from Heat to connect the universes. — Chris Ryan
In the discussion (5)
- The hosts say Charlie Sheen was considered for Brian Flanagan, which makes sense, and that Robin Williams also was, perhaps when the character was older. — Bill Simmons
- IMDb suggests every white actor of the late 80s was considered; only Charlie Sheen is believed. — Bill Simmons
- The hosts say Heather Graham was offered Jordan Mooney but declined because she was committed to License to Drive with Corey Haim. — Bill Simmons
- Asked whether the movie is better with Shue or a young Heather Graham, the answer is that it is great with Shue, and another agrees. — Bill Simmons
- The hosts say Molly Ringwald apparently turned down Jordan Mooney as well. — Bill Simmons
Recasting Couch
Eyeball recast with an era actor such as Jason Patric
In the discussion (2)
- Eyeball is all nickname and the actor is not especially great; a better-known actor of the era such as Jason Patric or Charlie Sheen would make it more fun. — Bill Simmons
- Emilio Estevez has Eyeball energy but was too famous; Christian Bale or Christian Slater are also floated at a Jason Patric, pre-Lost Boys level. — Bill Simmons
Casting What-Ifs
Anthony Edwards; Lea Thompson; Emilio Estevez as Billy; C. Thomas Howell as Kirby; Robert Downey Jr. as Billy; Charlie Sheen; Jenny Wright as Jules
In the discussion (11)
- The hosts say hundreds were interviewed, with Anthony Edwards and Lea Thompson (transcribed 'Leah Thompson') coming close. — Bill Simmons
- The hosts say Schumacher had to push for the three Breakfast Club actors, and that Emilio wanted to play Billy (called a potential disaster) before settling for Kirby. — Bill Simmons
- The hosts say C. Thomas Howell (transcribed 'See Thomas Howe') auditioned for Kirby but was too young, and that Rob Lowe was only 20 when cast as Billy. — Bill Simmons
- The hosts say Robert Downey Jr. was considered for Billy before Lowe won it after three auditions; one host loves Lowe as Billy and still sees Downey as Kevin as the sweet spot. — Bill Simmons
- Emilio's Kirby is like his Breakfast Club character five years later, yet he had one of the better careers with Young Guns, his own films and Stakeout. — Chris Ryan
- Charlie Sheen is called a bit too young and reportedly skipped his audition; one host says he could have played Alec, as he basically does in Wall Street. — Chris Ryan
- The hosts say Demi Moore was cast after Schumacher saw her storm out of a John Hughes audition on the Columbia lot; she was on General Hospital, which one host watched. — Bill Simmons
- The hosts say that when Moore went to rehab, moving Jenny Wright into the role of Jules was discussed. — Bill Simmons
- Madonna stories are uncertain; Madonna as Jules is a good runner-up, but Moore was perfect, and Madonna may not have managed the Jeep scene, possibly Moore's best acting. — Chris Ryan
- Mid-80s ensembles seem to have had about 40 actors going up for the same eight parts. — Chris Ryan
- Linda Hamilton was rumored for a role, maybe Jules or the Ally Sheedy part. — Chris Ryan
Casting What-Ifs
Eric Stoltz filmed five weeks as Marty before Michael J. Fox replaced him
In the discussion (8)
- Michael J. Fox was initially unavailable because Family Ties needed him while Meredith Baxter Birney was absent — Bill Simmons
- Eric Stoltz filmed for five weeks but was judged too dramatic, insufficiently comic, and unconvincing on a skateboard — Bill Simmons
- The studio approved spending another $3 million to replace Stoltz and reshoot with Fox — Bill Simmons
- Stoltz continued filming temporarily after the replacement decision while the production secured Fox — Bill Simmons
- Christopher Lloyd and Lea Thompson are quoted describing Stoltz as talented but too intense for the needed comedy — Bill Simmons
- Johnny Depp, Charlie Sheen, John Cusack, Ralph Macchio, and C. Thomas Howell were also considered or auditioned — Bill Simmons
- John Cusack is judged a plausible alternate because he could balance comedy, drama, awkwardness, and charm — Sean Fennessey
- Fox’s athletic physical comedy is credited as essential to the final performance — Bill Simmons
Films in the archive
Being John Malkovich
1999
Ferris Bueller's Day Off
1986
Hot Shots!
1991
Major League
1989
Money Talks
1997
Platoon
1986
Wall Street
1987


