Music plays fine in iTunes but not at all on iPod

I have a few songs that I created in Soundtrack Pro that I have imported into iTunes. I have all of the music I created in one folder on iTunes. I just uploaded 4 new songs and they will not play on my iPod. When I click on a song (the ones I created) they skip to another song. What is causing them to skip to another song? Is it a QT thing? I saw where I do have an update waiting for me. Could that be the issue? I have other songs that I created that play with no problems. Those songs are AIFF files. I even tried converting them to AAC files and they still won't play on the iPod. I did notice that songs are getting exported from Soundtrack Pro as .m4a files and that could be why but I am not sure. I just know they play with no problems in iTunes and not all on my iPod. I DO have the latest version of iTunes as well the latest update for my iPod.
Thanks!!!

DVX100Shooter,
I am having a very similar problem, except it is happening to ALL of my music. For your case, perhaps you could try exporting to WAV from Soundtrack Pro (not sure if that is an option), and then let iTunes encode the audio in whichever format you choose. There shouldn't be any loss in quality in doing that.
As far as my situation, I have updated my iPod (5th Gen 80GB Video) to the latest firmware (v1.3), iTunes is completely updated, OS X v10.5 is completely updated. I have restored my iPod on both PC and Mac, but no luck. Basically, no matter what songs I put on my iPod (MP3s or Apple Lossless), nothing will play on the iPod. I can fully browse the library on the iPod, but when I select a song to play, it just sits at 0:00 forever. If I hook the iPod up to a computer, I can play the music off of it just fine, which indicates that the hard drive is working just fine. Adding however much music I want to works just fine. I even stumbled across the Diagnostics tests, all of which passed with no errors. To me, it just seems that the iPod wants to play the song, but for some reason the compressed data isn't getting through the decoder....or....the music is decompressed OK but won't go through the digital-to-analog converter. Anyone have any suggestions for either my or DVX100Shooter's case?

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