Shuffle does not load every song in playlist

Hi all, I have had my shuffle for 5 months and this is a first for me when it comes to this particular issue...which has happened two times in a row by the way! My shuffle is only loading 11 songs when i try to change my playlist. I have a 2 plus gig library! Here's the scenario: I plug the shuffle in, wait for the appropriate prompts and then choose my preferred playlist. After leaving it charging for the night and coming back in the morning it has only loaded 11 songs (out of like 200 or something) and it says my shuffle update is complete! Has anyone else had this happen? What do I do? I tried calling apple but it will cost me 50 bucks since it is past the 90 days....
HELP! This is very frustrating!

I'm hoping Deggie will see this and give me some help. You seem to have been in on many of the threads regarding this problem so I hope you can guide me. I'm a true iPod newbie and pretty darn ignorant about most terms so be gentle with me, please..
I have gone through the archives and various threads and tried to figure out what my problem might be and how to fix it but I'm afraid I'm not savvy enough to get anywhere. I have tried the various software updates/fixes without any result.
I have purchased 10 or 12 songs from iTunes that I have downloaded and these play just fine on the shuffle. I have also tried to import several (maybe 15) cd's into my library. They show up on the library menu but I can't play them in iTunes nor can I Autofill them to my shuffle. They show that they are in AAC format (whatever that may be) and that seems to be what they should be to work with the shuffle, right?
You mentioned to some people that they could try burning a new cd and "ripping" the new files and I blush to say that this is beyond my capability. Am I beyond help here?

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Shuffle does not load every song in playlist

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