Some AAC files are truncated when iTunes plays them

When I had iTunes 6, I went through and converted all my MP3's to AAC using the Advanced > Convert Selection to AAC option. When I upgraded to iTunes 7, it stopped handling some AAC files correctly. When they play, they get almost to the end, then abruptly stop and the next song plays. Quicktime handles these files perfectly, and plays them through the end.
A. Why is this happening? (Are they encoded badly? I feel like this can't be the case, since I've only used iTunes to encode my files, and Quicktime handles them fine)
B. How can I fix it?

Actually, no I don't have crossfade playback on. The files cut out anywhere from 5 - 60 seconds before the file is supposed to finish, it really has nothing to do with crossfade...
iMac G5 17"   Mac OS X (10.4.8)  

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