I'd avoided using this proprietary control freak of a program until a few days ago. I had used XPlay to manage my iPods, but both my wife's player and mine stopped reading all their music shortly after working with the program, so...
I installed iTunes and got hers working. She likes automatic, so I let all the management features stand.
But after turning off all the automatic update, conversion, re-filing, re-naming, credit-card downloading, identity stealing, soul-sucking, unknowable cost-to-humanity features, I can't figure out how to get this beast to actually load music. Or make playlists on the iPod. Its like if I won't give it full control it won't let me do anything. The help files are useless (they actually refer me to the help files; criminy), and because they have named things so obscurely (update vs. synchronize vs. import vs. load) I can only keep hitting buttons until the mushroom cloud appears.
Mostly a rant, but if anyone knows a better management software, I'm all ears. Or a tutorial for the iTunes adversarially challenged, let me know.