Support and General Use > Audio Playback, Database and Playlists

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Chronon:
Good tagging software will usually let you specify the number of digits for the tracknumber when naming files based on their metadata.  If you set all files to have the same number of digits for the leading tracknumber then you won't have this problem.  Also, if your files are tagged properly some programs (like MP3Tag) can do your whole collection in one run. 

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