You aren't doing anything wrong, iTunes sound quality sucks, as mentioned the power supply on your mac doesn't help, spinning discs in your computer add noise,and it all adds up to not great sound. You can go a few routes, and all is far from lost...
FWIW, I did the same as you many years ago and learned from all the pain. I replaced mac with dedicated mini for music server, used all the major software(e.g. Audirvana+, Amarra, etc.), added USB isolators/filters, etc.
The best route by far IMHE, and agreed with by many on computeraudiophile is to store your files on a NAS in another room, run ethernet into your audio room and use a dedicated single purpose renderer/streamer to bring your files to your DAC from the NAS via the ethernet cable. Read the Sonore microRendu review by Chris Connaker on CA (product of the year) and you will understand. Other products like Aurelic Aries and their Mini, Bluesound, Aurenders(at higher price points), and Melco all head in this direction although some focus more on internal storage than taking full advantage of an isolated NAS).
There are plenty of threads describing how many here have switched away from PC & mac based solutions and got happier.
Cheers,
Spencer
FWIW, I did the same as you many years ago and learned from all the pain. I replaced mac with dedicated mini for music server, used all the major software(e.g. Audirvana+, Amarra, etc.), added USB isolators/filters, etc.
The best route by far IMHE, and agreed with by many on computeraudiophile is to store your files on a NAS in another room, run ethernet into your audio room and use a dedicated single purpose renderer/streamer to bring your files to your DAC from the NAS via the ethernet cable. Read the Sonore microRendu review by Chris Connaker on CA (product of the year) and you will understand. Other products like Aurelic Aries and their Mini, Bluesound, Aurenders(at higher price points), and Melco all head in this direction although some focus more on internal storage than taking full advantage of an isolated NAS).
There are plenty of threads describing how many here have switched away from PC & mac based solutions and got happier.
Cheers,
Spencer