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Duplicate photos cause upload to fail

My wife and I both have an iPhones 6S hooked up to the same Monument but where we have the same photos from Whatapp the app gives an error (something like "Operation could not be completed") and then the autoupload stops.

This means that we can't sync our phones with Monument with the auto-upload, which basically makes the thing unusable.

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"Operation cannot be completed" -> fixed, and submitted to the App store (iOS) and they should approve in the next 2-4 days

Stuck analyzing -> will be resolved with firmware release this week

We are not aware that 'duplicates' cause problems, even though files names, and GIF files are known to have caused problems, which are addressed or being addressed. What are the reasons that duplicates are suspect?