Itunes 7 not authorizing my music purchased on the store to my ipod

I hope someone can help but I just upgraded to itunes 7 and it hasn't been fun to say the least. Anyway here is my issue I have 29 songs that I can't play on my ipods that I purchased more then a year ago. I went to the support page to research the issue and I found a page that told me that I needed to authorized my songs (which should of happened when I purchase them the 1st time) so you can sense the frustration. So I go to the menu in itunes to authorize my music which looks like it does this but when I connect my ipod again it still won't copy the songs. Also prior to this I went through the songs independently to authorized and still couldn't get those songs uploaded to my ipods. I am telling you I am witts end. I am so confused on what is wrong.
Side note: I feel like I might be going back to buying cds so I can not go through this hassle.
Thanks for any assistance,
Karin

There are a couple possible issues. First, in iTunes, select one of the songs that isn't copying to the iPod and play it. With luck, as soon as you do that you'll be asked to authorize your computer, or it will play. Select another songs that doesn't transfer and see if it will play. Now make sure those two songs are selected for syncing and try to sync the iPod again. Did they make it over to the iPod and do they play? Did the other songs that previously wouldn't sync make it over to the iPod too?
If the answer was 'yes' we're done. If the answer was no, download the most recent iPod updater and apply it. Then try syncing your iPod again. If you still can't get it to sync those songs, come back.

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Itunes 7 not authorizing my music purchased on the store to my ipod

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