Your first mistake is using iTunes in the first place.

>>63595236
The problems is iPod side, not iTunes related. Importing from Foobar doesn't help the problem and just makes me use a terrible ui

>>63595293
Get a Fiio or sandisk and just transfer the files, 10x easier and you don't have to deal with the mess that is iTunes.

I reckon it might be haunted. Also I'd recommend MusicBee. Much better than iTunes, which I used for ages, and the ui is better than Foobar

http://www.amazon.com/gp/offer-listing/B002MAPSC6/ref=dp_olp_used?ie=UTF8&condition=used

http://www.amazon.com/SanDisk-Ultra-SDSDQUAN-032G-G4A-Memory-Adapter/dp/B00M55C0NS/

>>63595133
the hard drive is probably fucked m8, either take the advice of other anons and get something else or get a replacement hard drive

>>63595445
oh, and also ditch itunes asap, preferably for musicbee

>>63595445
>>63595427
>>63595377
It's 16 tracks over two albums

out of ~5k songs
I don't think the hard drive is fucked, I think it's something smaller than that

I'm not looking to lose my 160g

>>63595502
I had the same problem with tracks skipping in the middle of the song. I've had a Fiio x1 with a 128 gb sd card and I transfer my files in explorer, haven't had any problems at all.

>>63595502
you'd think it wouldn't be that from what the problem is but it's an issue a lot of people have before the hard drive dies
also just saying you can replace it with a 240gb hard drive pretty easily and you'll have even more space