Stats
- Episodes featuring their films
- 5
- Movies in this archive
- 6
Rewatchables episodes featuring John Cusack’s films
High Fidelity
2000 film
Bill Simmons · Chris Ryan · Joanna Robinson · Rob Mahoney
Aired December 16, 2025
Mentioned in discussions
Recasting Couch
Ving Rhames; Phil Hartman as the Alcatraz guide; Delroy Lindo; John Cusack; Danny Trejo; Josh Hamilton as White House Chief of Staff
In the discussion (5)
- No better era-specific actor than Tony Todd comes to mind; Carl Weathers is too old, so a mid-90s Carl Weathers, with Ving Rames possibly overqualified but a fit. — Bill Simmons
- Bring back Phil Hartman's Alcatraz guide from So I Married an Axe Murderer as the Alcatraz guide. — Bill Simmons
- Delroy Lindo is suggested and welcomed. — Mina Kimes
- John Cusack, from Con Air, could have done interesting things with the role, though Cage is loved in it. — Mina Kimes
- Danny Treo as a mercenary and Josh Hamilton as the White House Chief of Staff. — Chris Ryan
Casting What-Ifs
John Cusack as Mark; Drew Barrymore as Nora
In the discussion (4)
- Cusack is raised early and cut off as stepping on Casting What-Ifs. — Chris Ryan
- The hosts say the director wanted John Cusack, who liked the script but said he had played his last teenage role; a host is glad because Cusack would have been too old. — Bill Simmons
- Moyle's interviews stress how young Slater was, but a host notes Slater turned 51 the day before, so he was at least 20 during filming. — Andy Greenwald
- The hosts say Drew Barrymore pursued the Nora role hard but Moyle pushed for Samantha Mathis; a host is glad since Barrymore would have been 15. — Bill Simmons
In the discussion (5)
- The category is loaded: Kiefer is eligible and Lard-Ass has five minutes, but the pick is Cusack. — Bill Simmons
- Cusack's appearances as Denny are a cheap thrill that explains his shadow over Gordy; even Ace likes Denny, and Cusack is not too sentimental, a believable quarterback but not a super jock. — Chris Ryan
- It is a nice Cusack run between The Sure Thing, Better Off Dead and Eight Men Out. — Bill Simmons
- The other participant agrees it's Cusack; with two fewer scenes Kiefer would win, but he feels like the fifth star. — Bill Simmons
- Kiefer is almost too good, crossing the line like a bully who scares his own friends. — Bill Simmons
In the discussion (5)
- John Cusack is the first vote, with Peter Gabriel raised as an outsider because the song became inseparable from the film. — Chris Ryan
- An unnamed nursing-home resident wins one vote for her brief line. — Judd Apatow
- Crow receives a vote for launching his directing career, taking young people seriously, and influencing the kinds of films a participant wanted to make. — Judd Apatow
- Crow receives a second vote because Cusack has several signature films while this debut made audiences commit to Crow’s future work. — Bill Simmons
- The closing places Crow alongside Soderberg, Die Hard, and Harry Metzally in an influential 1989. — Bill Simmons
Podcast choices
- Speaker not identified
- Cameron Crowe
- Speaker not identified
- Cameron Crowe
- Judd Apatow
- unnamed nursing-home resident
In the discussion (6)
- Ione’s role is placed at her apex because Diane is judged her best character. — Bill Simmons
- Cusack’s career is described as having a Say Anything peak and another around Conair, Being John Malcovic, and High Fidelity.
- John Mahoney and Cameron Crowe are rejected as peaking here, and Lauren Dean’s Joe is debated against Enemy of the State. — Chris Ryan
- Ferris Bueller’s Day Off or The Breakfast Club is preferred for 1980s high-school-movie apex. — Judd Apatow
- Singles wins Seattle-movie apex even though Say Anything may be the better film.
- Better Call Saul is offered as the stronger nursing-home-fraud example.
Half-Assed Internet Research
The shared Karate Kid dojo, Don “The Dragon” Wilson’s work with Cusack, the Toshiba boombox, and the rejected Smithereens theme song
In the discussion (4)
- The dojo also appeared in The Karate Kid. — Judd Apatow
- Don “The Dragon” Wilson worked on Cusack’s kickboxing scenes, which reportedly began the actor’s decades-long practice. — Bill Simmons
- The iconic boombox is identified as a Tashiba RTSX-1. — Bill Simmons
- Crow commissioned the Smithereens to write the theme; he rejected “A Girl Like You” because its lyrics revealed too much plot, and it became the band’s biggest hit. — Bill Simmons
Casting What-Ifs
John Cusack beat Christian Slater after Robert Downey Jr. declined; Jennifer Connelly, Elisabeth Shue, Pamela Adlon, Julia Roberts, Dick Van Dyke, Lawrence Kasdan, and Richard Dreyfuss figure in other casting or directing possibilities.
In the discussion (6)
- Cusack beat Christian Slater for Lloyd, while Robert Downey Jr. turned the role down. — Bill Simmons
- Jennifer Connelly and the actress rendered Elizabeth Shoe auditioned for Diane. — Bill Simmons
- Pamela Adlon auditioned for the friend role played by Amy Brooks, and Julia Roberts was also considered. — Bill Simmons
- Dick Van Dyke met Crow and James Brooks about playing Diane’s father before John Mahoney was cast. — Bill Simmons
- The director rendered Lawrence Kasten had been set to direct but stepped away from Crow’s personal project. — Chris Ryan
- Richard Dreyfuss read the script and wanted to play Lloyd.
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
Casting What-Ifs
Emilio Estevez as Cameron; Molly Ringwald as Sloan; John Cusack as Ferris; Bill Paxton as the garage attendant; Paul Gleason as Ed Rooney
In the discussion (9)
- Estevez turned down Cameron; he could have done it, since his Breakfast Club jock has dad problems, but the result with Ruck is preferred.
- Estevez, fresh off Repo Man, would have played a punk-rock version rather than Ruck's Cameron. — Chris Ryan
- Ruck had auditioned for Bender, which would not have worked. — Bill Simmons
- Molly Ringwald wanted to play Sloan; per the hosts, Hughes wanted Mia Sara for her elegance and maturity, and telling Ringwald the part was too small is what you say when you do not want to cast someone. — Bill Simmons
- Hughes had only Broderick in mind; the backup is said to be John Cusack, who got his iconic high schooler as Lloyd Dobler in Say Anything. — Bill Simmons
- Anthony Michael Hall told Vanity Fair his relationship with Hughes ended after Weird Science and believes roles including Ferris were written for him; one host doubts this, another believes it and calls Hughes vindictive. — Bill Simmons
- Bill Paxton was offered the garage attendant, turned it down as too small, regretted it, and was never offered another Hughes role. — Bill Simmons
- Paul Gleason was considered for Ed Rooney; as Dick Vernon he would presumably be on administrative leave after the Breakfast Club detention. — Bill Simmons
- Gleason would have been distracting; Jeffrey Jones's sitcom, Laurel-and-Hardy energy was the right choice over Gleason's A1-asshole energy. — Sean Fennessey
Casting What-Ifs
Ringwald originally for Allison; Robin Wright, Jodie Foster and Laura Dern for Claire; Estevez, Nicolas Cage and John Cusack for Bender; Tom Cruise for Andrew; Rick Moranis for Carl; Anthony Michael Hall offered Full Metal Jacket
In the discussion (8)
- The hosts say Ringwald was meant to play Allison but wanted Claire, and Hughes initially resisted because it was close to her Sixteen Candles role; switching would have broken her persona. — Bill Simmons
- Robin Wright, Foster and Laura Dern are named as auditioning for Claire; Wright is judged too beautiful for the part. — Wesley Morris
- As the hosts relay Ringwald's account, Hughes wrote Sixteen Candles around her headshot, and their mentor relationship changed after she began dating Anthony Michael Hall during this film. — Bill Simmons
- Estevez was originally to be Bender but switched when Hughes couldn't find an Andrew; Tom Cruise was unavailable and is called perfect for it.
- Nicolas Cage was considered for Bender and is judged too much.
- John Cusack was originally cast as Bender and replaced by Nelson for not being threatening enough; it would be a totally different, more sensitive film.
- Rick Moranis was originally cast as the janitor and left over creative differences.
- Anthony Michael Hall was offered the lead in Full Metal Jacket before Matthew Modine and withdrew after negotiations with the director. — Bill Simmons
Probably Unanswerable Questions
Was the movie named Con Air before or after the script? How many people died when the plane landed on the Strip? Would Poe really stay to save Baby O and the guard? Would the plane have been shot down in the first five minutes? Did Billy Bedlam's wife live? Was Denzel asked to be in the movie? Would you tell your daughter not to visit you in prison? Can you drink insulin? Would Monica Potter's character stick around? Why was there no sequel?
In the discussion (10)
- Did they name this movie Con Air before or after writing the script? Before: Con Air is the pitch, imagined as someone washing his hair in the shower, seeing a conditioner bottle and realizing it sounds like a flying prison.
- How many people actually died in real life when they landed on the Strip? Guesses run to hundreds, 580, or 250 easy; a grisly question.
- Would Nick Cage really care about saving Baby O and the female prison guard this much when he could just get off the plane and be with his wife and daughter? No; redemption and his being a good guy are offered, but he should have got off and then made a fuss.
- In real life, wouldn't they have shot the plane down in the first five minutes? Yes; Colin Meaney (as transcribed) deciding not to shoot it down before it lands on the Vegas Strip as a fireball should put him on trial, hopefully not before Cameron Poe's judge, with the same lawyers urging a guilty plea.
- Did Billy Bedlam's wife live after he killed her whole family, including the dog? Yes: he wanted her to live with the pain, 'heartbreak'; her story is pitched as another prequel, postquel or sequel.
- Diamond Dog, Nathan Jones, former general of the Black Gorillas (as transcribed), wrote 'Reflections in a Diamond Eye' in prison, a bestseller and wake-up call that, according to the New York Times, has Denzel in talks for the movie; the hosts wonder whether Denzel was actually asked to be in this film, since Cusack's delivery sounds like a little shot at him. Denzel would have been great, though he would have had to play Cyrus, basically as the Training Day cop, making it a different movie with a different vibe.
- Earlier: if you were in prison for eight years, would you tell your daughter not to come see you until you got out? One host would want to see the kids for something to look forward to every week; another counters that it depends whether you want to blend in or run the block, blood in, blood out; Poe's choice is called a little too unselfish.
- A self-described dumb question: with no syringe to inject the insulin, could you not just drink it? Nobody knows how blood sugar works, and listeners are asked to answer.
- Not to nitpick, but what is the likelihood that Monica Potter's character sticks around for Cage, who went into the Army to grow up, came back and went to prison the same night, showing up on a boat? She is probably married to a realtor in her area by year four, and Casey's new dad is pitched as the Con Air sequel, with Poe killing the real estate guy in Mobile.
- Why wasn't there a sequel? Five or six new convicts and a hunt for the Marietta Mangler would do; you could make this movie every two years with new prisoners introduced the exact same way.
The Neil McCauley “A Book about Metals” Award for Best Line from the Movie
"put the bunny back in the box"; "Define irony. A bunch of idiots dancing on a plane to a song by a band that died in a car crash"; "Sorry, boss. There's only two men I trust. One of them's me. The other's not you"; "it's not difficult to surmise how Nathan here feels about killing guards, and my own proclivities are well-known and often lamented facts of penal lore"
In the discussion (4)
- Nominees: 'put the bunny back in the box'; Cyrus's 'Define irony. A bunch of idiots dancing on a plane to a song by a band that died in a car crash'; and 'Sorry, boss. There's only two men I trust. One of them's me. The other's not you', which gets a vote because it sounds like something one of the hosts has said to another human being in his life.
- The host it was aimed at confirms having said that line to several people. — Shea Serrano
- Asked how many people he trusts and whether the questioner is one of them, the joke is that, like Cusack at the end of the movie, the questioner has been won over since they first met and is now one of the guys.
- Cyrus's 'it's not difficult to surmise how Nathan here feels about killing guards, and my own proclivities are well-known and often lamented facts of penal lore' is admired; his dialogue is really good, which makes it upsetting that Malkovich was upset during the shoot. There are some great quotes in this movie.
Films in the archive
Being John Malkovich
1999
Con Air
1997
High Fidelity
2000
Say Anything...
1989
Stand by Me
1986
The Sure Thing
1985


