iTunes is super frustrating. I had both my Win & Mac versions scan my entire music drive and the resulting library makes it unmanageably slow. iTunes is relegated to backing iOS up now only. I needed a new management scheme for files like audio, ringtones, movies, playlists, images, etc. I do it all "manually" now but fast as heck and very simply. For <$20 I acquired Waltr... its a file converter and transfer app on Mac which allows me to simply jack my phone into USB and just do stuff. Below is the home screen. Awesome... they reverse engineered iTunes to put stuff in the right places on iOS and thus far every transfer has immediately been available and worked instantly. Waltr is highly recommended to de-iTunes yourself.
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