Some of my music won't sync to my iPhone?

The other day some of the songs on my iPhone stopped working. I've never had a problem before but out of no where the songs would skip over if I clicked to play one and then erased off the phone. They're still in my iTunes library and play fine on there but I've synced it many times and they won't move back to my phone. My purchased music still syncs but this is only happening to the songs I downloaded from YouTube and didn't purchase. I've tried deleting the songs and putting them back on and it still didn't work. Any suggestions would help out a lot!

Call apple, they will guide you with every step!

I don't understand why people insist on getting music to their iPhone or other device by syncing when manual management is simply better in every way. It works on all devices. I've used manual management in iTunes for years on my iPod Touch and I've avoided this and the other problems complained of on this site.

Also important, if you've recently updated your iTunes software, you need to reboot your computer.

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