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ryanscott
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BEST ANSWER  chosen by asker   |  ryanscott  |  December 31, 2008 07:41 PM
i use tag and rename - it doesn't do it automatically but it lets me do it exactly how i want. it can even extract tags from filenames so if you have a file 'band_songtitle-track#.mp3' you can get it to turn that into useful tags.

there's a trial version (30 days) and it costs $29 or so after that... but i think worth it. my collection is organized exactly how i want. i don't like software trying to guess by itself, my collection has a lot of non-mainstream music and a lot of brand spanking new dj sets which it would never figure out properly.

http://www.softpointer.com/tr.htm

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drmatt
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drmatt  |  December 31, 2008 01:50 AM
I have used Jaikoz (which connects or is used by MusicBrainz). It works very well (but slow).

One thing... If you use iVolume to adjust your volume, select the preferences that disallow any changes to the comments field. iVolume tags are in the comments field and, if they are mucked with, you will get errors. This is what I experienced and it was a pain to fix. (Be sure to make backups before you make any tag changes).
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