"The Trouble with Trillions" is the twentieth episode in the ninth season of the American animated television series The Simpsons.
[2] The episode sees Homer being sent by the Federal Bureau of Investigation to try to obtain a trillion dollar bill that Mr. Burns failed to deliver to Europe during the post-war era.
A few months later, as all of Springfield rushes to send out their returns just before midnight on April 15, Homer realizes he did not file his, believing he didn't need to do it every year.
With a hidden microphone under his shirt, Homer uncovers that his coworker Charlie is leading a militia planning to assault all government officials, and has him arrested by the FBI for conspiracy.
Burns tries to buy the island, but Castro foils his plan when he asks to see the trillion-dollar bill and then refuses to give it back.
[1] While Homer, Mr. Burns, and Smithers are in Cuba, a billboard can be seen with a picture of Marxist revolutionary Che Guevara being used to advertise Duff Beer.
The authors of the book I Can't Believe It's a Bigger and Better Updated Unofficial Simpsons Guide, Warren Martyn and Adrian Wood, did not enjoy the episode, calling it, "Rather dull and unfunny", adding, "A mediocre episode at best that makes Burns out to be altruistic (which he's not) and very stupid in letting Castro have his money (which he so wouldn't).
[8] The article noted the episode contained "one of the few gags in comedy history about relying too heavily on surveillance photography in spying".