Comment Re:Sounds more like technical short-sightedness (Score 1) 250
The iPod sync doesn't work that way. The library on the iPod is a mirror of the one on the computer. The computer is the master device, and if you make changes to the library on the iPod, they will not be kept unless they are also made on the master library.
this sounds like poor design. if there is a file that exists on my ipod but not desktop, itunes could figure out whether it's a new file, or a file that once existed on the desktop but has been deleted. coincidentally, this poor design benefits apple and harms third-party music sellers (and pirates. arrr).
It's a mirror of a master database. It's a design that has existed in computing times since backups have existed. People just don't read the dialog boxes before clicking ok.
Of course, if you put that third party music in iTunes then it will sync just fine, or you simply put the iPod in manual mode.
Since the release of the iPhone (so, 2007), iTunes now features the ability to copy back changes on the iDevice to the master library during a sync, but the original form of the software did not do this when it was in "auto" mode.