Create a new iTunes library on 1 of your external hard drives. Move all of the music into that library (on that drive). Use the second drive as a backup, I guess. I use Audivarna+ on my MacBook and PureMusic on my Mac Mini for playback. Both are excellent. For some reason, Audivarna is glitchy on my Mini, but it works great on my MB.
For the money, the Schiit Bifrost gets fantastic reviews. I've never heard it myself, but that's where I would start if buying a new budget DAC. Asynchronous USB DACs work great, in my opinion.
For the money, the Schiit Bifrost gets fantastic reviews. I've never heard it myself, but that's where I would start if buying a new budget DAC. Asynchronous USB DACs work great, in my opinion.