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I disagree with the 8a at $500, but think it's a fair option for $400. Also keep in mind the 128gbs of storage if that matters to you and check ebay for better deals: I found the 8a for $345, the 8 for $342, and the 8 pro for $400

Apps should automatically install and your photos will move over, but you'll have to log back in your accounts on your new phone. Changing OS' will have some learning to it, but android's fairly intuitive and shouldn't be too difficult to pick up and learn the quirks of