[fuzzywalrus]

This is pretty much to a t my thoughts on iTunes. iTunes Match is everything I want and need it to be for on-the-go but leaves me a with a bit to be desired elsewhere.

It's good enough for me, I've given up on syncing my music on iPhone (do still do local backups)...

[incogitomode]

I actually use Subsonic in jukebox mode, coupled with the amazing Dsub for Android for my home listening. It looks at the same directory as iTunes, and outputs via USB to an external DAC / amplifier.