This discussion was started earlier (http://sbooth.org/forums/viewtopic.php?t=66), but got sidetracked to talk about crashing iPods.
I have the same problem as the original poster. I start with a FLAC album. I use Max to convert to Apple Lossless. Everything seems to go fine, and I drag the resulting files into iTunes. I add album artwork, album 1 of 1, change genre (if needed), and tweak a few other tags.
Sync to iPod. Detach iPod and start playing. Sometimes only 5 of 10 tracks will play. The others are just skipped (the track name comes up for a second or so, I think). I can back up and select the track and play from menu (once or twice, it's skipped here, too, but will play on the third attempt).
Ask questions and get answers on how to make Max behave.
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