Corrected entry: At the end of the film Alan wins the game and all is reversed, Alan returns to the moment he first played the game with Sarah and he's a little boy again. So if all was reversed as if it never happened why does his shack still exist years later in the 2017 film?
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Correction: 1. This is a question, not a plot hole. 2. You can't have a plot hole in a film based on what happens in another film made two decades later.
But to answer the question, while all was undone in the real world, that doesn't mean all was undone in the game world. Those are two different things.
jimba