You always tip when on the day you check out. Otherwise they (well most housekeepers anyways) just assume you left the money there by accident or some such. But if you leave it on the last day you stay before you check out, then the housekeeper either assumes its a tip or that you left it by accident at which point it's obviously finders keepers.
And obligatory Springs1 reference hoping she makes her triumphant return.
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"Think I'm gonna be the scapegoat for the whole damn machine? Sheeee......."
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