- Actor Allusion: Gary Cole wears his ring from Crusade; presumably it's a class ring here.
- Billing Displacement: Promo material and DVD covers present it as if it were a Jennifer Aniston vehicle, but while she does play the Love Interest her role is actually fairly minor. Word of God is the studio insisted Judge hire Aniston specifically so they'd have someone (anyone) famous for the ad campaign. He agreed because he thought she was right for the part and did a good job playing it but the studio wouldn't have cared either way.
- The Danza: Jennifer Aniston's character is named Joanna. Joanna also happens to be Aniston's middle name in real life. Though the character was also originally named Jennifer, which was changed to avoid this.
- Defictionalization: ACCO never made a Swingline stapler in red before the film's release; the exact stapler was painted red by the props department. Afterwards, they reintroduced the model and offered it in red.
- Digital Destruction: The HD master of the film used for television broadcasts and streaming has altered colour timing, with a higher prevalence toward dark green and teal, higher contrast, and an overall darker look. Interestingly, these changes aren't present in the film's Blu-Ray release, from which HD copies are usually sourced.
- Prop Recycling: If it were possible to see his ring more closely, you'd find that Bill Lumbergh graduated from Earthforce Academy.
- The Red Stapler: Trope Namer. ACCO had stopped making Milton's stapler years before the movie came out, but after they suddenly had a high demand for a Swingline 747 model stapler in Rio Red, they changed their minds.
- Referenced by...:
- Bill Lumbergh appears in a gag in Family Guy, reprised by Gary Cole (who is also the voice of Principal Shepherd).
- In Scooby-Doo! Mystery Incorporated episode "The Song of Mystery", Mayor Jones (also voiced by Gary Cole) mentions using the Monster of the Week for tourism, t-shirts, concerts, and tchotchkes. The usage of "tchotchkes" was likely a deliberate reference to Chotskie's.
- Regular Show has an episode where a Bill Lumbergh expy becomes the new park manager.
- Stillborn Franchise: After the film's success on video and becoming a Cult Classic, Mike Judge was offered the opportunity to make a sequel to the film. But making the film was such an unpleasant experience for him that he declined.
- Star-Making Role:
- Throw It In!: According to behind the scene featurettes, Mike Judge added the coffee mug to the Lumbergh dream sequence at the last second.
- Technology Marches On:
- The floppy disk that Peter and Co. use to load the virus.
- The printer that the main characters destroy, plus the computers they use in the office (and the OS).
- Trope Namer: The Red Stapler for the situation where a movie effects or creates a Real Life demand for an object, good or service. Swingline didn't make them in red and had discontinued it when the movie was produced, but does now.
- Unintentional Period Piece: Dated technology notwithstanding, the movie (like several others released that same year, such as Fight Club and especially American Beauty) depicts the American middle class lacking a clear sense of vision and identity thanks to the banality of day-to-day life. A social issue that has been rendered mostly irrelevant after events such as 9/11 and the rise of social media. On the other hand, the film's depictions of the mundaneness and frustrations of office life are still very much Truth in Television.
- Vindicated by Cable: One of the premier examples. The movie pulled in mediocre box office numbers, despite relatively good reviews from critics, but found a second life on premium cable and on home video. Comedy Central's frequent airings brought the movie to an even wider audience, quickly granting it Cult Classic status.
- What Could Have Been:
- This early script contains a lots of differences, from Initech being named Nycor, Peter losing his temper a lot, Anne disliking Lawrence, and working at Unitrode (in the final film it's called Initrode and referred to a couple times), Joanna being named Jennifer (likely they had to change it to avoid a case of The Danza), and more.
- Gary Cole recorded a scene where Lumbergh reacts to his Porsche getting wrecked, but it was cut presumably because it would have shown Lumbergh as Not So Stoic.
- Ben Affleck was offered the role of Peter Gibbons.
- Both Owen Wilson and Vince Vaughn auditioned for the role of Lawrence, but were ultimately turned down in favor of Diedrich Bader.
Trivia / Office Space