How to effectively manage iTunes. Mainly because it is a farce. I'm not sure I'm being lazy though. It recognized my library on my backup drive and now has added all songs twice and synced them to my iPod twice also. The best I've been able to manage is getting iTunes to allow me to individually remove the second copy of each song manually one-by one.
iTunes destroyed my library one too many times. I don't use a Mac so I just ditched the program, installed Rockbox on my iPod (old video one, 5th gen I think?) and can now manually drag folders onto the device, using it like a normal storage drive. It makes so much more sense to me and I couldn't stand how iTunes obfuscated all the content I stored on my iPod. I use MusicBee for playing music, which supports structuring your music like iTunes in a library or like other players that are more playlist-centric. It seems to be a relatively unknown program but I think it's great and have been using it for years.