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This seems within defined behavior for this app. I understand it is not ideal, but this type of expected behavior is more so a storage level concern or application design concern.
We look at per-instance changes of "strings". We don't actually look at "files" per se, just the "string" that somehow represents that file. When the conditions are right we tell the "string" to delete itself, how that command is interpreted is up to the storage class for that ImageField.
If two instances have the same ImageField, deleting on of them causing file deletion.
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