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He can ask you randomly but you would have to have had the store for a while for him to ask you. Usually he will ask you if you like Variety, ballance or Trading hours. If you say ballance he will remain as the same store, if you say variety he will upgrade to the next store and if you say Trading hours he will change his Trading hours.

good luck :)

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Q: For how long do you have to go to nookway for tom nook to ask you about the store on animal crossing wild world?
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