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I just have all my music (3000 MP3's) in one big playlist. All my music is sorted into directories as follows:
Full Albums -> A, B, C, D, etc -> Artist name -> Album name
Misc -> A, B, C, D, etc
None of my MP3's have ID3v2 tags and all have complete ID3v1 tags but only for use with my Rio Karma. I use foobar to rename my MP3's to [Artist] - [Abbr.of Album] [Tracknumber] - [Title].
I have Winamp set to just show file name then I do a sort by name which nicely sorts my MP3's by artist, then album then track number so I can easily play any album in the correct order. I don't use media library.
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