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The Simpsons (1989) - 9x20 - The Trouble With Trillions

 
Plot Outline
Homer realizes too late that taxes are due, so he cheats on his taxes and files them just in the nick of time. When the IRS subjects Homer to an audit, they agree to let Homer off if he will agree to help the FBI and become a tool of government oppression. He tries to rat on his friends about their illegal conquests and the government enjoys his work so much that they have him attempt a very special assignment. Mr. Burns has a trillion dollar bill that he stole from the government long ago. Homer tries to find it in his mansion, under the guise of writing a magazine article on Burns. When he finds it, the feds bust in and arrest Mr. Burns, but Homer foils their attempt and runs away with Burns and Smithers. They decide to leave the country with the bill and they wind up in Cuba, where they try to buy the country from Fidel Castro. Castro steals the bill and they have to return in disgrace. Mr. Burns vows to bribe the jury and get them all off scot-free.


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