Recap: The Simpsons S 9 E 20 The Trouble With Trillions

Homer (like most of us in Real Life) waits until the last minute to file his tax return, and the IRS has jailtime in store for Homer — unless Homer plays spy to retrieve a trillion-dollar bill that Mr. Burns was supposed to deliver to post-World War II Europe to pay for reconstruction and stimulate the economy.

Tropes:

  • All of Them: The reasons for visiting Cuba are: business/pleasure; smuggle cigars; assassinate Castro. Homer checks all of them.
  • Boxed Crook: Homer agrees to work as an IRS snitch to avoid going to jail.
  • The Dead Rise to Advertise: A billboard of Che Guevera is seen advertising Duff Beer.
  • Disco Dan: Mr. Burns' out-of-touch-with-the-times tendencies are in full display here. He thinks Homer is a reporter for Collier's, which had ceased publication in 1957 (although it was briefly revived in 2012), and while in Cuba, has no idea Batista was no longer in power. He also identifies a taxi as "the new Packard they've been talking about."
  • Does This Make Me Look Fat?: Homer asks this about the wire he has to wear under his shirt.
    Lisa: No, it makes you look like a tool of government oppression.
    Homer: But not fat.
  • Dude, Where's My Respect?: Smithers is upset when Mr. Burns doesn't appreciate the dinner he prepared, saying "Sometimes, I don't know why I bother..."
  • Exact Words: Doubles with Police Are Useless. When Homer, Smithers and Burns escape from Burns' mansion, Chief Wiggum receives a radio message to look out for Burns' maroon-coloured car. When it drives by, Wiggum notes the car is more of a burgundy and does nothing.
  • French Jerk: Apparently, this trait started because Burns stole the trillion dollar bill meant for Europe.
  • Historical In-Joke: Mr. Burns has the suit Charlie Chaplin was buried in, which suggests that Burns was the one who stole Chaplin's coffin in 1978, a few months after Chaplin's death and funeral.
  • Intimidating Revenue Service
  • Oh, Crap/This Is Gonna Suck: The look on Homer and Smithers' faces after they remind Mr. Burns that he's flying the plane...and he's about to attempt a landing.
  • The Password Is Always Swordfish: The codeword to activate the secret film strip about the trillion dollar bill in the mall's photo booth is "cheese". Apu inadvertently activates it right after Homer and the IRS agent leave.
  • Screw the Rules, I Have Money!: How Mr. Burns intends to avoid punishment.
    And if it's a crime to bribe a jury, then so help me, I'll soon be guilty of that!
  • Suicide Pill: Homer almost takes his when he thinks Mr. Burns is onto him. He considers taking it again when Burns tells him they're going to walk.
  • This Page Will Self-Destruct: The film the IRS shows to Homer ends with "This film will self destruct... if improperly stored."
  • Vacation Episode: Homer, Smithers and Burns travel to Cuba in the final act.
  • Zillion-Dollar Bill: The trillion dollar bill meant for the reconstruction of Europe after WWII, but pocketed by Mr. Burns.