In my experience, supported by most audiophile gurus I KNOW is very simple and straightforward. Here is all you need to know. Get a Mac Mini as your music server to install via a quality USB cable to a quality DAC. IMHO the best DAC is DirecStream by PS Audio. Best in the world and a fraction the cost of others. Be sure your Mac is flash with no drive (nothing that spins) and use an external drive to store your files. Download AIFF from high res sites or rip CD's to AIFF in iTunes. Most importantly , download Pure Music as your music player. It attaches itself to iTunes and takes over as the default music player without in anyway disturbing the content North organization of your iTunes library.