Agree 100% with Jerry, Al - if you get tied up in knots before you start it's never going to work for you.
I have spent many, many hours faffing around and I'm happy with what I have now, but the difference between a lean WIN 10 laptop with say JRiver (free trial) or even foobar2000 (free) playing FLAC and a £500+ purpose built server can be marginal.
Just plug a USB cable into the lappy and your DAC, rip some CDs to FLAC files and off you go with either of the above, or if you are feeling adventurous a Roon trial. If it appeals you can expand on that. Lots here to help - https://www.youtube.com/results?sear...ip+cds+to+flac
Amazon music and lossy files from iTunes will almost certainly confirm that it's not all that, as those aren't. They will play music, but so will a £5.00 Tandy Radio . . . just about
I'm still using a server I built around 4 years ago now into a Rega DAC. I use JRiver playing FLAC files ripped from my own CDs (I still like to buy CDs as opposed to downloads) and Spotify Premium fills in the gaps for stuff I don't buy.
It can be as easy or as hard as you make it, if you are not comfortable with computers there is stuff to learn. It can be frustrating to start with, but IMO the rewards when you get there are worth it. If you have a WIN 10 laptop and a DAC already, you don't need to spend anything to start you off really.
YouTube can be a great resource - https://www.youtube.com/results?search_query=foobar2000