IPod Nano 3rd Gen won't play AIFF files from Logic Pro 9

Hi, so I've bounced a few tracks I was working on in Logic pro 9 as AIFF files, imported them into iTunes and then synced them down to both an iPod Touch 2nd gen and this iPod Nano 3rd Gen. The tracks play fine on the iPod Touch, but on the Nano, when I try to play a track, it shoes the "player" screen for a second, but it always bounces back to the track listing.
According to the iPod Nano 3rd gen spec sheet, it does support AIFF files:
http://support.apple.com/kb/SP14
Any idea as to why this is happening?
Also, I'm on Mac OS X 10.6.4, iTunes 9.2 and I reset the iPod nano just before starting this whole project.
I'd like to keep the tracks in AIFF if possible...

Greetings WonderfulT1,
If you are having an issue with being unable to start your iPod nano when it is not connected to the computer, I would suggest that you troubleshoot using the steps on this page -
Apple - Support - iPod - iPod nano (3rd generation) Troubleshooting
Thanks for using Apple Support Communities.
Be well,
Brett L

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