History YMMV / TheSimpsonsS9E1TheCityOfNewYorkVsHomerSimpson

* FunnyAneurysmMoment: The infamous "They stick all the jerks in tower one!" line, followed by the men in opposite buildings arguing rudely with each other until a third interrupts them, revealing all three men were jerks.
* HarsherInHindsight: One of the most infamous examples in the show's run: [[https://frinkiac.com/img/S09E01/406855.jpg This shot of Lisa holding up a magazine advertising a bus to New York.]] The bus fare is shown in a large, bold font to be $9, and the Twin Towers sure do look like an 11. The problem becomes obvious. Some nuttier [[ConspiracyTheorist 9/11 truthers]] actually use that shot as "evidence" that it was all a U.S. Government conspiracy - exactly ''why'' writers for ''The Simpsons'', of all shows, would be in on it, is... unclear.[[note]]The writers explained that $9 was considered by them to be a comically low fare, and of course, no travel ad for New York would omit the Twin Towers.[[/note]]

* HarsherInHindsight: One of the most infamous examples in the show's run: [[https://frinkiac.com/img/S09E01/406855.jpg This shot of Lisa holding up a magazine advertising a bus to New York.]] The bus fair is shown in a large, bold font to be $9, and the Twin Towers sure do look like an 11. The problem becomes obvious. Some nuttier [[ConspiracyTheorist 9/11 truthers]] actually use that shot as "evidence" that it was all a U.S. Government conspiracy - exactly ''why'' writers for ''The Simpsons'', of all shows, would be in on it, is... unclear.[[note]]Not to mention that the bus flyer that Bart holds up has a 9 on it, with the background of the towers making an 11[[/note]]

* UnintentionalPeriodPiece:
** The scenes at the World Trade Center towers have dated the episode to pre-9/11.
** The joke where Bart visits the headquarters for ''Mad'' magazine and the receptionist jokingly says "No this is ''Mademoiselle'', we're buying our sign off the installment plan". Both magazines have now gone out of print since the episode's airing with ''Mademoiselle'' ending in 2001 and ''Mad'' ending in 2019.

** Barney struggles with being the designated driver two seasons before he actually got sobre.

** When at MAD Magazine headquarters, Bart sees Alfred E. Newman[[note]]The MAD Magazine mascot[[/note]] talk about a spoof called "[[Music/NewKidsOnTheBlock The New Kids on the Blecch]]". [[Recap/TheSimpsonsS12E14NewKidsOnTheBlecch Three-and-a-half years later...]]

* ValuesResonance: The Betty Ford Clinic musical about celebrities going to rehab for their erratic, criminal behavior is still relevant today, thanks to the likes of Music/BritneySpears, Creator/LindsayLohan (who actually did check into Betty Ford), Creator/CharlieSheen, Amanda Bynes, Tara Reid, Creator/ParisHilton, and others getting the same treatment (in fact, the main character of the musical even looks a little like Charlie Sheen, even if he was based on Creator/RobertDowneyJr).

* HarsherInHindsight: One of the most infamous examples in the show's run: [[https://frinkiac.com/img/S09E01/406855.jpg This shot of Lisa holding up a magazine advertising a bus to New York.]] The bus fair is shown in a large, bold font to be $9, and the Twin Towers sure do look like an 11. The problem becomes obvious. Some nuttier [[ConspiracyTheorist 9/11 truthers]] actually use that shot as "evidence" that it was all a U.S. Government conspiracy - exactly ''why'' writers for ''The Simpsons'', of all shows, would be in on it, is... unclear.[[note:]] Not to mention that the bus flyer that Bart holds up has a 9 on it, with the background of the towers making an 11[[/note]]

* HarsherInHindsight: One of the most infamous examples in the show's run: [[https://frinkiac.com/img/S09E01/406855.jpg This shot of Lisa holding up a magazine advertising a bus to New York.]] The bus fair is shown in a large, bold font to be $9, and the Twin Towers sure do look like an 11. The problem becomes obvious. Some nuttier [[ConspiracyTheorist 9/11 truthers]] actually use that shot as "evidence" that it was all a U.S. Government conspiracy - exactly ''why'' writers for ''The Simpsons'', of all shows, would be in on it, is... unclear.

* HarsherInHindsight: One of the most infamous examples in the show's run: [[https://frinkiac.com/img/S09E01/406855.jpg This shot of Lisa holding up a magazine advertising a bus to New York.]] The bus fair is shown in a large, bold font to be $9, and the Twin Towers sure do look like an 11. The problem becomes obvious. Some nuttier [[ConspiracyTheorist 9/11 truthers]] actually use that shot as "evidence" that it was all a U.S. Government conspiracy - exactly ''why'' writers for ''The Simpsons'', of all shows, would be in on it, is...unclear.

* ValuesResonance: The Betty Ford Clinic musical about celebrities going to rehab for their erratic, criminal behavior is still relevant today, thanks to the likes of Music/BritneySpears, Creator/LindsayLohan(who actually did check into Betty Ford), Creator/CharlieSheen, Amanda Bynes, Tara Reid, Creator/ParisHilton, and others getting the same treatment (in fact, the main character of the musical even looks a little like Charlie Sheen, even if he was based on Creator/RobertDowneyJr).

* FranchiseOriginalSin: A holdover from Season 8, Homer's {{Jerkass}} behavior in this episode may have began his eventual {{Flanderization}}.

* ValuesResonance: The Betty Ford Clinic musical about celebrities going to rehab for their erratic, criminal behavior is still relevant today, thanks to the likes of Music/BritneySpears, Creator/LindsayLohan, Creator/CharlieSheen, Amanda Bynes, Tara Reid, Creator/ParisHilton, and others getting the same treatment (in fact, the main character of the musical even looks a little like Charlie Sheen, even if he was based on Creator/RobertDowneyJr).

* DarknessInducedAudienceApathy: There are many people who don’t find the fact that the episode consists of Homer going through a HumiliationConga for an entire day to be enjoyable.

** Bart's line from the Statue of Liberty: "Hey immigrants, beat it, the country's full!" got a lot less funny following the influx of white nationalism following Donald Trump's "Make America Great Again" campaign.
* HilariousInHindsight:

** Bart's line from the Statue of Liberty: "Hey immigrants, beat it, the country's full!" got a lot less funny following the influx of white nationalism which began in 2016 when Donald Trum ran for president.

** Bart's line from the Statue of Liberty: "Hey immigrants, beat it, the country's full!" got a lot less funny following the 2016 presidential election.

* CatharsisFactor: Seeing Homer steal a jackhammer and use it to violently destroy the boot on his car, LaughingMad all the while, is rather satisfying after the HumiliationConga he endured before that point.

* CounterpartComparison: This episode is often compared to ''Film/AlexanderAndTheTerribleHorribleNoGoodVeryBadDay'', only instead of a silver lining at the end of the end of it like in the film, we get garbage thrown in our faces.

* JerkassWoobie: While this episode marked the point in the show where Homer would become [[{{Flanderization}} Flanderized]] into an unrepentant {{Jerkass}}, it's pretty understandable here because he has a ''really'' rotten time in New York.