IPod won't sync purchased music...

I'm using the 5th generation ipod nano...which I haven't used in a while due to getting a touch screen.
Now that I'm trying to use it again... it won't sync anything I've bought on itunes, because of some 'error' ... I don't know how to fix it at this point considering I've reset it more than once.
...any ideas?

What is the exact wording of this error message? Knowing this information can help us narrow down what type of troubleshooting and potential resolutions to offer.
B-rock

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Ipod won't sync purchased music from itunes - what do I do?

I bought a new ipod and also had to reinstall everything on my laptop. So I have video ipod. I managed to transefer my music from my old ipod to my new itunes. Now I have my new ipod and it has synced most of the music but for some reason it won't sync my purchased music. Can someone help?
Thanks

Play one of the purchased songs in iTunes to authorize your computer.

New ipod won't sync purchased music from itunes library

I just purchased a new ipod and when I try to sync my library it will not transfer any purchased songs that are in my library. All the songs are checked and I selected sync all music.

Do these purchased tracks play in iTunes? What other options do you have enabled from under the Summary and Music tabs for your iPod? Are you saying non-iTunes purchased tracks sync okay?
B-rock

IPod won't sync purchased music, games, or video?

Ok so i plugged my iPod in a few days ago to my computer to sync it. everything was going well until- "Some of the items in the iTunes library were not copied to the iPod because you are not authorized to play them on this computer." Now, i went into 'store', clicked authorize, it worked, i can play them on my computer now. so when i go to sync them to my iPod, it still won't do it. I have done everything itunes support has told me to. The 5 R's, deleting certain files, putting the files in another folder and then back again. everything. i have spent well over $300 on stuff from the itunes store and cant just write all of it off. please keep in mind, i CAN play the songs on my computer. my computer IS authorized. it's just not transferring them to my iPod. i have a 5.1 generation iPod video and all of my music is on an 80g external hard drive.Please help!!! thanks.

Play one of the purchased songs in iTunes to authorize your computer.

Won't Sync Purchased Music

My iPod won't sync music that has been legitimately purchased with an itunes music card. I lost about 50 songs - with my iTune player saying they weren't "authorized" to be played on my iPod. Can anyone share some advice?

My iPod won't sync music that has been legitimately
purchased with an itunes music card. I lost about 50
songs - with my iTune player saying they weren't
"authorized" to be played on my iPod. Can anyone
share some advice?
i have had this done before. try authroizing the music and then plug your ipod in and then sync it

IPod won't play purchased music from iTunes Store

My iPod won't play purchased songs from the iTunes Store. They play on my computer, using iTunes, through the iPod, but my iPod won't play the songs with headphones, or in my BOSE speaker station, nor in my car using my Belker radio adapter. I've purchased a few songs before, and haven't had this problem. I wasn't prompted, as I have been before, to enter in a password before playing the songs.

i have the same problem, and i looks like there are another 4 or 5 discussion threads with the same prob. my ipod is about 14months old, got one of the first 4th generations when they came out -- have never had a problem, then when i downloaded itunes 6, all of a sudden everything i have purchased since then plays fine on my computer and just keeps scrolling thru and not playing on my ipod. very very frustrating. i have tried everything, right down to a complete restore on it, and nothing helps. also, when i downloaded itunes6, my purchased music playlist disapeared -- i spent 2 weeks and 5 emails going back and forth with tech support because they wouldn't address the issue, and am wary of going to them with this one. i thought the drive or memory on the ipod was corrupted and was going to buy another one, but now i'm not so sure -- is anyone having this issue with a 5th generation? because what it looks like is itunes 6 downloads may not be compatible with 4th G, and that makes me a little cranky. any one find a solution for this yet?
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IPod won't play purchased music from iTunes

I cannot figure out why my iPod mini skips over purchased music from iTunes. I looked at the files and they are .mp4 & there is a little lock symbol on the file. Someone help! I have already dowloaded the latest updates and nothing has changed...

I have the same problem as others mentioned here. I just updated my mini to 1.4, and iTunes to 6.0. Just purchased an album and went to play it and all the songs were just skipped over by my mini. Then checked and the same happens for all purchased music.
I then check in iTunes and everything plays fine there. Then uploaded the songs to my 40GB and everything plays fine on the 40GB. I recently updated the 40GB to the latest firmware as well.
The mini plays all other music just fine.

IPod won't sync all music to iTunes

I recently got a new Macbook Pro and needed to transfer over all of my music on iTunes from my old laptop. My iPod Touch has enough space to hold my entire iTunes library, so I synced it with the iTunes library on my old laptop, got everything onto it, and then synced it with my new Macbook Pro.
However, the iTunes on my Mac refuses to sync any music from my iPod that was not purchased from the iTunes store at some point. 75% of my music is from CDs and so 75% of my music will not transfer from my iPod to my iTunes.
I can't adjust anything on the tab on iTunes for syncing all music/entire library because I get a message saying if I do this all of the content on my iPod will be erased and replaced with what is currently in iTunes, which is barely anything.
All I've ever done is fought with iTunes every single time I try to do anything significant with it and I'm sick of it. I don't understand why iTunes won't simply take all the music from my iPod and put it into the library. That's all I want.
Please, can anyone help me with this?

OK after a long night I think I have answered my own question. I hope this helps others who may have experienced the same level of frustration I have.
If your music won't download from iTunes to your iPod because it is not 'authorised' see if this helps.
Go to the album or song that is not 'authorising'. Select it and push play. It should ask you for authorisation or a username and password. Put in your username and password, it should then go to iTunes store and it will now be authorised.
Be careful not to make the same mistake that I made and have multiple iTunes Store accounts. Mainly because I think it creates these problems on transfer of your library and secondly because you may not remember the password. If you forget the password, then simply get iTunes store to resend it. The only problem may be if your email account no longer exists. Mine does, so not sure what happens if it doesn't.
This in itself may not fix the problem either. I noticed on the left hand side of the music library, met to the song names etc, the '!" symbol in the column. This will also prevent it copying to your iPod. I am not technical, but it seems it lost the file path in transfer. Just double click the song and it will ask you if you want to find the path. Click yes and then search through iTunes library until you find the song. Double click the song and bingo you should now be able to transfer the music.
It took less time for me to finish by Business Degree, but its the only way I found to get around all the authorisation problems
Hope this helps

My iPod won't sync purchased songs.

I get my music from both CD's and the iTunes store, but when i tried to sync my iPod yesterday it deleted all the songs i purchased from iTunes but the CD songs still remained. All my songs still show up in my music library on my computer but won't sync onto my iPod. What am i doing wrong?
also, this all happened right after i had to reinstall iTunes for some unknown reason.

i'm having this same problem, any ideas?

IPod won't sync my music

Hi there. I'm not exactly technically savy, and I've hit a wall as far as critically thinking is concerned with this issue. So, I cannot figure out what's wrong with my iPod.
I have a 5th Generation iPod and I'm having some problems uploading music. Earlier today, when I plugged in my iPod I realized that some music that I'd formerly purchased at the iTunes store was still on my iPod; I have since purchased the cd, erased the iTunes files from my computer, and downloaded the music from the cd.
An alert popped up saying something to the effect of: "You have purchased music on iPod that have been erased from computer; do you want to download them?" I quickly said yes because I forgot about this music. Then, I uploaded all of the checked items in my iTunes music library, including several playlists. It took a little tinkering (unchecking music that I didn't want to listen to), but I pared down my song selection and crammed the iPod practically to maximum capacity.
Later today, I realized that my iPod now had duplicate copies of the same album, so I tried to delete the purchased music from iTunes, and then update my iPod. But now it won't download that same amount of music??? I've reset, reinstalled, and restored my iPod, but I keep getting notices that it won't hold that same amount of music that it held earlier today.
What might I be leaving out of this process? Is there any way of telling how much I've gone over so I can cut out the appropriate amount of music?
Thanks for any support you guys can give.
David
5th Generation, 60 GB Windows XP

Drag the folder with the music into the open iTunes application window.
(48009)

IPod won't sync, neither music nor update

Hey all,
So i've got a 32GB iPod Touch 4g running 4.3.5 (8L1). Every time I try to update it on my computer, it won't work (laptop running OS X Lion and iTunes 10.5); It constantly tells me that my iPod is ineligible for the selected build. Additionally, every time I hit the sync button in iTunes while my iPod is connected, it doesn't sync music; there is the loading screen saying that it is determining the tracks to sync, but never actually syncs anything. Any help on this would be very much appreciated; I've tried many things, including:
- Restarting my computer
- Attempting to restore iPod (Won't work)
- Trying to put it into DFU mode (Can't seem to enter DFU mode,

This device is not eligible for the requested build: Also sometimes displayed as an "error 3194." If you receive this alert, update to the latest version of iTunes. Third-party security software or router security settings can also cause this issue. To resolve this, follow Troubleshooting security software issues.
Downgrading to a previous version of iOS is not supported. If you have installed software to performunauthorized modifications to your iOS device, that software may have redirected connections to the update server (gs.apple.com) within the Hosts file. First you must uninstall the unauthorized modification software from the computer, then edit out the "gs.apple.com" redirect from the hosts file, and then restart the computer for the host file changes to take affect. For steps to edit the Hosts file and allow iTunes to communicate with the update server, see iTunes: Troubleshooting iTunes Store on your computer, iPhone, iPad, or iPod—follow steps under the heading Blocked by configuration (Mac OS X / Windows) > Rebuild network information > The hosts file may also be blocking the iTunes Store. If you do not uninstall the unauthorized modification software prior to editing the hosts file, that software may automatically modify the hosts file again on restart. Also, using an older or modified .ipsw file can cause this issue. Try moving the current .ipsw file, or try restoring in a new user to ensure that iTunes downloads a new .ipsw.
Above from:
http://support.apple.com/kb/TS3694

IPod won't play purchased music after upgrading.....

Help -
My boss has the 30g video IPod. He has upgraded his Itunes software to 7.0 and also upgraded his IPod to 1.2 (whatever the newest version is). He is not having the problems I have seen others are having but the issue he is having is that his IPod will not play his purchased music.
I did find this article (http://docs.info.apple.com/article.html?artnum=303854) on the website and have tried everything it suggests to fix it. All the software is up-to-date, we have deauthorized and reauthorized his computer, and I have followed the instructions to recreate the Itunes Library. Still the songs won't play - he can navigate to the folder of purchased music on the IPod and it will let him hit play but it will just display the song and album cover and then keep skipping to the next song - never actually playing the song.
Can anyone please give me some advice for what else to try? If all else fails he would like to just restore his IPod and go back to ITunes 6.0. I tried this by uninstalling ITunes 7 and then installing 6 again but when I open 6 it says it can not be opened because the library was created by a newer version of ITunes. Can anyone tell me how to fix this?
Any help you can provide would be greatly appreciated!!!
Dell Windows XP

I have this exact same problem since I bought my new 80GB iPod.
All purchased songs play fine in iTunes on my Mac but they just skip past each track when I try to play on my iPod. As mentioned above I have tried the advice Apple give and have restored my iPod and recreated library but I still have the same problems.

30 GB Video iPOD won't sync purchased songs from iTUNES.

Previously, on the same computer, I have synced purchased songs from my Itunes library to my iPOD. Now, suddenly, an error message says that I'm not authorized to do so. I use my computer in two countries, the US and Taiwan, and wonder if this has anything to do with the problem. I've already restored the Ipod and reloaded all the songs. The purchased songs still appear in my library but will not sync.

Have you tried Deauthorizing then Authorizing your computer through the Store menu in iTunes?

Ipod won't sync purchased itunes, only cd's that were downloaded

It is a new computer that I have authorized, and I get the confirmation that it was authorized, but still won't sync any of the Itunes store purchases.

Sometimes you need to play one of the iTunes store songs in iTunes to get the authorization to work. Even of you used the authorize option from main menu. Have you tried that?

IPod won´t sync purchased iTunes from iMac

My new iPod won´t download items I have purchased from iTunes onto my iMac. The message states that my computer is not authorised but it is! Can anyone help?

Play one of the purchased songs in iTunes to authorize your computer.

IPod won't sync purchased music...

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