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chscag

 
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Member Since: Jan 23, 2008
Location: Fort Worth, Texas
Posts: 38,461
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Mac Specs: 27" iMac i5, 3.2 GHz, iPad 3, iPhone 5c, 3 iPods, OS X Mavericks

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How old is your iPod classic? The reason I ask is because the older model iPod classic uses a small hard drive which does not have a long life. It sounds like the drive in your classic is acting up. If it restored OK with iTunes and you have a playlist selected, it should have transferred everything from your playlist to the iPod.

You can attempt to change the hard drive yourself if it's bad. I'm not sure where you can buy a replacement but the instructions for taking the iPod apart and changing the hard drive can be found at iFixit: The free repair manual.
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