* AFIS100YearsSeries:
** AFIS100Years100Movies: #62
** AFIS100Years100Laughs: #2
** AFIS100Years100Movies10THAnniversaryEdition: #69
* CreativeDifferences: Creator/DustinHoffman and Creator/SydneyPollack reportedly fought often and loudly over the shape of the story and the approach to the material. Hoffman was said to favor an outrageous comic exploration of the craft of acting, while Pollack was more attuned to the relationships and didn't believe audiences cared much about an actor's life and work.
* TheDanza: Amy Lawrence plays...Amy.
* DeletedScene: In a deleted scene, film critic Gene Shalit interviews Dorothy Michaels. A photo of them together appears on one of the magazine covers.
* DescendedCreator: Creator/SydneyPollack plays Michael's agent, largely as a way of venting his issues with Creator/DustinHoffman.
* HarpoDoesSomethingFunny: Most of Creator/BillMurray's dialogue was improvised.
* PlayingAgainstType: Charles Durning to that point was exclusively a hard-nosed heavy. Here, he got to play an unambiguously sweet NiceGuy in a comedy. (His comedic chops led to his UsefulNotes/AcademyAward-nominated role in ''Film/ToBeOrNotToBe''.)
* ProductionNickname: The film's tense production caused the crew to dub it "Troubled Tootsie".
* RealitySubtext: Michael Dorsey ''is'' Creator/DustinHoffman. All the insane ways Dorsey gets fired or quits from a production? They ''really'' happened.
* TroubledProduction: The film was often referred to this way while it was being made. There were script problems aplenty, even during shooting, until Creator/ElaineMay fixed them (and came up with Creator/BillMurray's part). [[Creator/DustinHoffman Hoffman]] and director Creator/SydneyPollack feuded so intensely over small things that Hoffman ended up suggesting that Pollack play his agent so they could get that into the film (and, perhaps, give Pollack a chance to vent). It became one of the rare instances where the drama behind the drama resulted in a better film.
* UncreditedRole:
** Creator/BillMurray agreed to omit his name from the opening credits to prevent audiences expecting a "Bill Murray" movie.
** Creator/AndyWarhol has an unbilled cameo as himself.
** Robert Garland did uncredited work on the script.
* WhatCouldHaveBeen:
** Creator/MichaelCaine, Creator/ChevyChase, Creator/DudleyMoore and Creator/PeterSellers were considered for Michael Dorsey.
** Music/{{Cher}} was up for the role of Julie Nichols.
** Creator/HalAshby was assigned as director, but he was forced to leave the project by Columbia Pictures because of the threat of legal action if his post-production commitments on ''Lookin' to Get Out'' were not fulfilled.
* WritingByTheSeatOfYourPants: The script was still being rewritten as filming began. In fact, so many writers appeared before the Writers' Guild panel seeking to be credited that the arbitration over it delayed the release.
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