No, that's not the intention as there shouldn't be any changes made to the audio file itself. What exactly are you changing, and why?
For some reason, if a file gets modified from the location of the collection (e.g. overwritten with another version but same file name), the changes to the file are not synchronized to the usb flash drive even if you re-analyze or reload tag. It seems like the synchronize functionality does not check if the file has changed or not. Again, when you reimport the folder to the collection as a playlist, the synchronize functionality removes all the tracks from the usb flash drive and recopy them all over again instead of working only on what has changed (e.g. remove what has been removed, add what has been added, update and move accordingly what has been altered).
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No, that's not the intention as there shouldn't be any changes made to the audio file itself. What exactly are you changing, and why?
An audio file can get corrupted and if you have to replace it with another version you expect to the details of the updated version. Same applies if you replace the file with another version of a better sound quality. My perception is you should be able to reload the tag and reanalyze it.