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Is it like I need to work 14 shifts or just wait 14 days?

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At least 1 shift a day for 14 days

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When you clock out of work, the text on the screen will give you an idea if you are close to a promotion or not. If you are, it will say something like you  need to work a couple more shifts. If you are not close, it will say you need to work several more shifts before you can be promoted.