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I had some problems with songs not snycing over right.

But I found they were not in a proper .mp3 format because I riped them from youtube.

But by rightclicking on the offending songs and clicking make acc verson. or something stupid like that made the songs go to the cloud just fine.

I also had torrent a very large version of the beetles torrent and it did not work with the cloud and would not match,

I found another torrent and used that and it matched 100%

Same with my pink floyd. only have a few songs there that will not sync right but it was a strange torrent. Still have a few albums though that can not be matched. No clue why, but meh,

Also where the hell is ac\dc I had to upload it all, I uploaded about 25 gb of music just because the store does not even have half my artists in it.

But some might also be because its taged incorectly, but I think itunes would know to figure it out. I'm going to go clean my itunes soon. its geting rather large.
 
I have over 22,000 songs. I think iTunes match is a cool idea but I can't justify paying to listen to music I already paid for. And I have herd stories about songs not copping right like albums with parental advisories changing to the edited versions. Plus I spend a lot of time out of internet connection and I like to have my whole collection with me for variety. So for me the iPod classic is the best way to go. If Apple ever made this serves free and fixed the minor issues I would be more app to use this, oh and if my internet and cell phone would offer me unlimited data I would definitely use it (I currently live in an area where I can't get dsl or cable internet and am stuck with crappy satellite internet which caps my monthly data. I also live in an area with crappy cell reception, combined with the fact that AT&T doesn't offer unlimited data anymore) I would use all my data in just a few days with all the music I listen to. LOL
 
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