Episode - 1F08\\
First Aired - 12/16/1993
Legalized gambling comes to Springfield as a new revenue stream after news hits that the town's economy is on the down slope. When Mr. Burns constructs a casino, Homer gets a job as a blackjack dealer, Marge finds herself addicted to the slots, Bart opens up his own treehouse casino to show up a teenaged worker who had him thrown out for being underaged, Mr. Burns' constant surveillance of the casino turns him into Howard Hughes in his later years, and poor Lisa can't find anyone to help her make her Florida costume for the school state pageant.
!!This episode contains examples of:
* AsHimself: Gerry Cooney; Robert Goulet
* CelebrityImpersonator: Bart tried to hire a Creator/LizaMinelli impersonator for his casino. He found himself needing a replacement act because he found out the "impersonator" was the ''real'' Liza Minelli.
* ComicallyMissingThePoint: Even after seeing Marge at the slot machines and being told by her he brought her bad luck, Homer still believed she was against legalized gambling.
* DeletedScene: According to ''The Simpsons 138th Episode Spectaular'', there was supposed to be a scene where Homer's incompetence at the blackjack table gets James Bond captured by Blofeld.
* TheGamblingAddict: Marge
** CompressedVice: Marge's gambling addiction was never established earlier.
* GenreSavvy: In the DeletedScene, after losing to Blofeld, James Bond asked Blofeld to at least tell his EvilPlan. Blofeld said he'd not fall for that ''again''.
* HypocriticalHumor: The Squeaky-Voiced Teen throwing Bart out of the casino for being underage.
* LongTitle: The actual title to this episode is: "$pringfield: Or, 'How I Learned to Stop Worrying and Love Legalized Gambling."
* OverlyLongGag: Mr. Burns laughing at the memory of injuring an Irish bumper car worker.
* ShoutOut: The title above references ''Film/DrStrangelove''.
** Mr. Burns turns into Howard Hughes as the success of the casino gets to him.
* TerribleIntervieweesMontage: Mr Burns is less than thrilled over the idea pitches for the casino. The first, "Britannia, was supposed to be English-themed, with genuine Cockney waitresses (fresh from the streets of Sussex). The second was a hippie who thought he was being brought in to pitch Woodstock. The third interview, the Sea Captain, tried to talk Burns into financing a spice expedition to the East Indies.
* ThingsThatGoBumpInTheNight: Invoked. Lisa's mention of the boogeyman in her nightmare causes Homer to freak out and lock the rest of the family in his and Marge's bedroom along with a shotgun thinking there might be a boogeyman or boogy''men'' in the house. When Marge finally comes home the bedroom door's got a few gunshot holes in it.
* WomenAreWiser: One of the show's earliest subversions that wasn't in season one. Homer, if somewhat haphazardously, manages to bring Marge out of her gambling addiction. He then revels in finally having one over her.