* AccidentallyCorrectWriting: Early in the film, Josh tells off Charlie for wishing one resident a happy Chinese New Year, as the woman is actually Korean. While it is generally referred to in Western countries as the "Chinese New Year", the holiday's proper name is the ''Lunar'' New Year, and is celebrated in many East and South Asian countries, including Korea, meaning ''Charlie'' was technically in the right (even if his terminology was off).
* AllStarCast: Take a look at the poster.
* AwesomeDearBoy: The signing on of Creator/BenStiller as the lead was instrumental in coaxing Creator/EddieMurphy back to the project.
* DuelingMovies: With ''Film/HorribleBosses''.
* HeyItsThatPlace: The scene in the bar where Josh and Claire meet was the same bar in ''Film/{{Goodfellas}}''.
* HostilityOnTheSet: Creator/GregGrunberg, who has a son suffering from epilepsy, demanded an apology from Creator/BrettRatner after hearing a joke about seizures from the trailer. Ratner later apologized.
* ThrowItIn: The only improvised scene was when Odessa instructs Slide how to crack a safe in a very suggestive manner.
* WhatCouldHaveBeen:
** Creator/EddieMurphy pitched the film as an African-American ''Film/OceansEleven'', with his co-stars being Creator/ChrisRock, Creator/ChrisTucker, Creator/DaveChappelle, Creator/KevinHart, Creator/DaveChappelle, Creator/TracyMorgan and Creator/MartinLawrence, as a group of disgruntled employees who plan to rob UsefulNotes/DonaldTrump and Trump International Hotel and Tower. While references to Trump were ultimately removed in the final script, Trump Tower became the location used for the titular Tower.
** Creator/BrettRatner initially approached Creator/RobertRedford to play Arthur Shaw having been a fan of his work in ''Film/TheHotRock'', but Redford turned him down.
** The alternate ending - Instead of ending on a [[BittersweetEnding bittersweet note]] as [[spoiler:Josh starts his jail term for the successful heist, safe in the knowledge that everyone else wasn't charged & Shaw's going to spend the last years of his life in prison]]; originally the film was going to end on a more upbeat note, as [[spoiler:[[TimeSkip the film skipped forward to Josh' release]], where Slide would be waiting to return the favor for Josh picking him up from jail the last time he was released, and the front bumper of Josh's car replaced with Shaw's solid gold one. The scene would then cut to Lester's bar, in Shaw's former penthouse, where the staff of the Tower were waiting to celebrate his release, and the implication that he was going to go on that date with Denning after all]].
* WorkingTitle: ''Trump Heist''.
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