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In 5.62, we look for filenames that match regardless of which category they are in - if an image within the system has the same name, then it gets a new name; which would prevent any overwriting in the future.
There was a bug in a prior 5.5 release that did check explicitly for category names before renaming a file and that was fixed in an update. While uploading, you should not end up with two files with the same name in any category; as for existing duplications, we do not have a mechanism for that.
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