PLEASE please help........ipod classic 30gb

Hey everyone can someone please help me with this problem i have, my 30gb ipod classic which my friend gave me just isnt syncing properly it was when i got it but now it cannot be bothered, it gets to a certain amount of songs and then i jsut quits, its says error -69 or some bollacks like that, please excuse my lack of knowledge of ALL things technological!! well anyway i tried media monkey and winamp and still it has the same problem only around 400 songs can be put on to it, i could of lived with that had the problem not gotten worse, the little fecker let me put a further 1000 songs on it once and then i thought it must have decided it likes me after all and attemped to put more on it, well it wiped it and and now i can only get 100 songs on it, i have restored it countless times in itunes, and i have attemped to format it on the windows thingie (once again im sorry for my lack of knowledge) it comes up saying "windows was unable to format, i do the wee scan thing the attemps to recover and fix bad sectors, that works grand but it doesnt do anything to fix it,i still can not put anymore than 100 songs on it!! and i did the disk diagnosis thing, i have like 1000 reallocs? and no pending sectors, is that too many reallocs and is there any way to fix them., im at my wits end (which isnt very long) and im about ready to throw the thing out the window. please can somebody help me

My only guess is that age is playing a factor and that your hard drive is causing you problems. The 30GB came out 2005-2006 so it's been out there quite a while. Maybe a diagnostic visit to the Apple Store can help.

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My only guess is that age is playing a factor and that your hard drive is causing you problems. The 30GB came out 2005-2006 so it's been out there quite a while. Maybe a diagnostic visit to the Apple Store can help.

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http://support.apple.com/kb/HT1353
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It depends on how you previously added content to the iPod? Or are saying the iPod is currently empty, and you want to add these albums to it?
If you want to sync your entire iTunes music library to the iPod, which may or may not be just these two albums at this point, you can do the following. Select the iPod in iTunes, so that you see the iPod's "management" screen. If you are using the latest iTunes 12, you do this by clicking the "device button" on the horizontal bar that goes across the iTunes window (near the top). The button's icon looks like the connected device.
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It depends on how you previously added content to the iPod? Or are saying the iPod is currently empty, and you want to add these albums to it?
If you want to sync your entire iTunes music library to the iPod, which may or may not be just these two albums at this point, you can do the following. Select the iPod in iTunes, so that you see the iPod's "management" screen. If you are using the latest iTunes 12, you do this by clicking the "device button" on the horizontal bar that goes across the iTunes window (near the top). The button's icon looks like the connected device.
On the iPod's screen, there is a sidebar (along left side of window). In the sidebar, under Settings, click Music. To the right, the iPod's Music settings screen is shown, where you tell iTunes how to sync songs to the iPod. Near the top, there is a checkbox for Sync Music. Check that box to enable automatic syncing. NOTE: If that box is not already checked, checking it will replace the iPod's existing content with content from your iTunes library. Any songs on the iPod now that are not in your current iTunes library will be lost.
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PLEASE please help........ipod classic 30gb

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