Have been accumulating MP3s for years.
Recently I got an 80GB Zune to join the boyfriends 80GB video iPod classic.
Using MP3Tag 2.39n, I spent a week cleaning up MP3 tags on all my files. Got all the Aritst names straightened up, album names, downloading album art, etc.
Zune likes ID3v2.3 UTF-16 flavored tags. After cleaning up all MP3s, I re-initialized the Zune library, had it re-import everything, and everything is flawless.
The boyfriend had been using his iPod for months ... while the MP3 tags weren't clean back in those days, iTunes had no problem slurping up all the MP3 files on the computer and then syncing them to the video iPod.
Thinking I had done us all a huge favor by cleaning up the MP3 tags and verifying how beautiful it could all be in my Zune, I loaded up iTunes, nuked it's library and then re-added all the MP3's again.
Only now, iTunes skips about a 1/3rd of all the MP3 files...it just flat refuses to add them to the library (let alone go the next step and sync it to the attached iPod).
Looking at my MP3 folder through MP3Tag, I see that every file reports having "ID3v2.3 (ID3v1 ID3v2.3)" under the "TAG" column.
Zune is completely happy...the Zune software slurps up 100% of the MP3s, syncs them to the Zune, where they all show up properly tagged.
For some reason, iTunes just flat out refuses...when I identify a particular MP3 that it skipped during the bulk import, I try to manually add that file to the library by dragging it into the Library of iTunes. iTunes just ignores me...I might have well not even have drag/dropped the file into iTunes. No error, no success...nothing.
The boyfriend is getting frustrated that now after "cleaning" all the MP3 tags up, my Zune works great and his iPod is rendered completely useless now.
Does anyone have any idea why iTunes doesn't like roughly a third of my MP3 files now?

