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If you have a MAC, you don't need a DAC
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Disagree strongly. You may just not have invested in the right DAC+amp+headphone set yet (yes, that does mean money, but you *are* on a MBP). I much prefer my home setup to the DAC on my Mac on the go. iOS devices are even lower quality (though anything Apple is better than Android or Windows machines, generally).
FLAC files - VLC Player - analog out of MBP (leave MBP volume at max) to my tube preamp to a great set of headphones (Sennheiser HD800S in my case) and you have an incredible signal path. I’ve tried inserting very expensive dedicated DAC’s between the USB digital or optical digital out of the MBP and find zero difference (listening critically and I have very good ears). All I’m saying is, if you already have a MBP, there are better places in your signal path to spend your money.
Different strokes for different folks but given the cost of a macbook pro, I'd rather take a sub 1K Windows machine, and spend the rest of the savings on outboard audio gear. EMI is real no matter your computer manufacturer. Can I ask what DAC's you've used and why you're using a tube preamp vs. dedicated headphone amp for the HD800S?