I just double checked before adding another 20 songs. I have checked 'Manually manage music and videos' under my iPod settings when connected and 'Prevent iPods, iPhones, and iPads from syncing automatically' uder iTunes Preferences. I also do NOT have any boxes checked under the iPod to sync music, movies, tv shows, or photos.
I converted songs in FLAC to MP3s (256kps) on my Windows PC (that's where I downloaded the songs in FLAC format), I then used Home Sharing to add them to my iTunes on my MacBook Pro, then connected my iPod to my MBP and added the songs to my already created playlist on my iPod. After it completed adding the songs it then said 'copying 279 of 793: Follow Through' (a song by Gavin Degraw which I have not listened to in years) which is not in my Library on the MBP, just in the Windows iTunes Library.
Ihave no idea. All I can suggest is the standard fixes:
- Reset the iOS device. Nothing will be lost
Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Unsync all music and resync
- Reset all settings
Go to Settings > General > Reset and tap Reset All Settings.
All your preferences and settings are reset. Information (such as contacts and calendars) and media (such as songs and videos) aren’t affected.
- Restore from backup. See:
- Restore to factory settings/new iOS device.