Lisa becomes a crossword puzzle master and Homer bets money on her competitions to make up for revenue lost from his couples' break-up company.

!! Tropes:

* ComicallySmallBribe: When Bart and Lisa's lemonade stand is about to be shut down for not having a proper license, Bart drops some cents to bribe the inspector. It obviously fails.
* ContrivedCoincidence: Homer, Marge, Bart and Maggie have shirts with the letters to spell Lisa's name and accidentally spell "Ilsa" when Lisa is playing against a rival who goes by that name.
* EveryoneHasStandards: Homer finds the bartender quite judgmental for taking semi illegal bets when he shames him for taking a bet against his daughter.
* NomDeMom: When Homer bets against Lisa, it hurts her feelings to the point she decides to use her mother's maiden name.
* ThrowTheDogABone: A very rare instance with Gil actually succeeding at something, at the cost of him looking like a {{Jerkass}} to a child like Lisa.