“I need to pull everything from my old Mac onto the new one. If open box buy purchased, will it still have the normal "first time" start up screen prompting this option or will it not since someone else has already powered it up most likely?”
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Yes, it will have the factory settings. An open box items are almost the same as a factory sealed items. They usually go through the detailed inspection by BestBuy professionals before it goes on the shelf.
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