I have around 550 tracks in my library. Last time I had to do it, it took me a few days of after-hours work. More time was spent trying to avoid actually doing

I have around 550 tracks in my library. Last time I had to do it, it took me a few days of after-hours work. More time was spent trying to avoid actually doing manual copying by trying out different software tools than in just doing it the hard way. I won't make that mistake next time. I was hating life at the time, but after it was all said and done I didn't consider the hassle worth the drastic step of switching platforms. I have a much, much, much larger library of tracks that I don't keep in active rotation. Apple's inability to provide me with a reliable way to keep those two libraries separate is the source of my frustration. I've considered stopping buying iPhones, but the user experience of Android phones is just nowhere close. Polish matters in a small, complicated device. I may have to eventually because I don't use MacBooks anymore. After spilling liquid on one twice in a year I decided I needed to wean myself off of them. I thoroughly love MacBooks, but developing the habits to use one safely has eluded me. Without a OSX device, music management on an iPhone is truly impossible. As it is right now, I will need to use my work machine in order to move my library next time. If I really have to, I suppose I could acquire a Mac Mini.