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The Batteries in these units like all rechargeable batteries only have a certain number of times they can be charged and discharged before begining to fail. Your only option is to replace the battery with a new one. They are cheap to purchase off eBay and YouTube has Videos detailing how to change them.
I have had the same problem on my sisters ipod. Unfortunately I could not fix it. You can take it down to the apple store and have their genius bar look at it, even though most of the time I know more about ipods than they do they will at least be aware the problem exists. I pulled the hard drive out and put it into another iPod to test it. The hard drive is fine. My best guess is that a transistor or something on the circuit board went bad and is not allowing for that function. What I did was sold it on eBay as broken for $86 bucks. I then went to apple.com/store and scrolled to the bottom left of the page and they sell refurbished ipods that appear new with the same warrenty as a new one. We bought my sister a 80GB classic for $179 minus the $86 we got from the broken one. It was nice to have the new one for less than a $100 total. It's either that or find someone that knows how to replace the circuit board which costs around $70 bucks used. Good luck.
i too had the same prob... try convertin those songs tat are not copied to ur ipod... try convertin them to wav or ipod to play in ur ipod,,, try manually syncin these songs,..it also happens if the audio is in a very bad quality..
Sometimes you may have a bad sector in your hard drive, you may want to remove that song from iTunes, sync (which will take it off your iPod) then add it back into iTunes and sync again (to add it back on, likely in a different spot on the hard drive). If this does not work, you may want to try and convert that song to another format and then convert it back to MP3.
A fix for now is to right click and get info on the song and go to the options tab and tell it to start 1 second into the song.